US2014179686A1PendingUtilityA1
Novel Vanilloid Receptor Ligands and Use Thereof for the Production of Pharmaceutical Preparations
Est. expiryOct 19, 2025(expired)· nominal 20-yr term from priority
Inventors:Jeewoo LeeHyung Chul RyuRobert FrankGregor BahrenbergJean De VryThomas ChristophDerek SaundersKlaus SchieneBernd Sundermann
A61P 9/12A61P 31/22A61P 9/00A61P 3/04A61P 9/10A61P 27/02A61P 25/16A61P 29/00A61P 25/36A61P 25/04A61P 25/00A61P 25/14A61P 25/32A61P 25/24A61P 3/00A61P 25/28A61P 25/22A61P 25/30A61P 25/06A61P 25/08A61P 17/00A61P 19/08A61P 17/06A61P 19/02A61P 17/02A61P 23/00A61P 17/04A61P 1/04A61P 13/02A61P 11/06A61P 11/00A61P 19/10A61P 1/00A61P 11/08A61P 1/12A61P 11/14A61P 13/10C07D 409/04C07D 213/40C07D 401/14C07D 211/14C07C 2601/14C07D 213/81C07D 223/04C07D 225/02C07D 213/83C07D 295/135C07D 413/04C07D 213/70C07D 401/04C07C 311/08C07D 211/18C07D 401/12C07D 213/64C07C 2601/08C07D 213/74A61K 31/444C07D 295/12
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Claims
Abstract
The present invention relates to novel vanilloid receptor ligands, to a process for the production thereof, to pharmaceutical preparations containing these compounds and to the use of these compounds for the production of pharmaceutical preparations.
Claims
exact text as granted — not AI-modified1 . Substituted compounds of the general formula A,
in which
X denotes O, S or N—CN;
Y denotes —NH 2 ; —NHR 30 ; —NR 31 R 32 or denote a linear or branched, saturated or unsaturated, unsubstituted or at least monosubstituted aliphatic C 1-10 residue;
n denotes 0, 1, 2, 3 or 4;
R 1 , R 2 , R 3 and R 4 , mutually independently, in each case denote H; F; Cl; Br; I; —SF 5 ; —NO 2 ; —CF 3 ; —CN; —NH 2 ; —OH; —SH; —C(═O)—NH 2 ; —S(═O) 2 —NH 2 ; —C(═O)—NH—OH; —C(═O)—OH; —C(═O)—H; —S(═O) 2 —OH; —NHR 11 ; —NR 12 R 13 ; —OR 14 ; —SR 15 ; —C(═O)—NHR 16 ; —C(═O)—NR 17 R 18 ; —S(═O) 2 —NHR 19 ; —S(═O) 2 —NR 2 OR 21 ; —C(═O)—OR 22 ; —C(═O)—R 23 ; —S(═O)—R 24 ; —S(═O) 2 —R 24 or denote a linear or branched, saturated or unsaturated, unsubstituted or at least monosubstituted aliphatic C 1-10 residue;
R 5 denotes H; F; Cl; Br; I; —SF 5 ; —NO 2 ; —CF 3 ; —CF 2 Cl; —CN; —NH 2 ; —OH; —SH; —C(═O)—NH 2 ; —S(═O) 2 —NH 2 ; —C(═O)—NH—OH; —C(═O)—OH; —C(═O)—H; —S(═O) 2 —OH; —NHR 11 ; —NR 12 R 13 ; —OR 14 ; —SR 15 ; —C(═O)—NHR 16 ; —C(═O)—NR 17 R 18 ; —S(═O) 2 —NHR 19 ; —S(═O) 2 —NR 2 OR 21 ; —C(═O)—OR 22 ; —C(═O)—R 23 , —S(═O) 2 —R 24 ; —S(═O)—R 24 ;
denotes a linear or branched, unsaturated or saturated, unsubstituted or at least monosubstituted aliphatic C 1-10 residue;
or denotes an unsaturated or saturated, unsubstituted or at least monosubstituted 3-, 4-, 5-, 6-, 7-, 8- or 9-membered cycloaliphatic residue, optionally comprising at least one heteroatom as a ring member, which residue is in each case attached to the parent structure via a carbon atom in the ring of the cycloaliphatic residue;
T denotes C—R 6 and U denotes C—R 7 and V denotes N and W denotes C—R 8 or
T denotes C—R 6 and U denotes N and V denotes C—R 9 and W denotes C—R 8 or
T denotes N and U denotes C—R 7 and V denotes C—R 9 and W denotes C—R 8 or
T denotes N and U denotes N and V denotes C—R 9 and W denotes C—R 8 or
T denotes N and U denotes C—R 7 and V denotes N and W denotes C—R 8 or
T denotes C—R 6 and U denotes N and V denotes N and W denotes C—R 8 or
T denotes C—R 6 and U denotes C—R 7 and V denotes C—R 9 and W denotes C—R 10 ;
R 6 and R 7 , mutually independently, in each case denote H; F; Cl; Br; I; —SF S ; —NO 2 ; —CF 3 ; —CF 2 C1; —CN; —NH 2 ; —OH; —SH; —C(═O)—NH 2 ; —S(═O) 2 —NH 2 ; —C(═O)—NH—OH; —C(═O)—OH; —C(═O)—H; —S(═O) 2 —OH; —NHR 11 ; —NR 12 R 13 ; —OR 14 ; —SR 15 ; —C(═O)—NHR 16 ; —C(═O)—NR 17 R 18 ; —S(═O) 2 —NHR 19 ; —S(═O) 2 —NR 20 R 21 ; —C(═O)—OR 22 ; —C(═O)—R 23 , —S(═O)—R 24 ; —S(═O) 2 —R 24 ; or denote a linear or branched, saturated or unsaturated, unsubstituted or at least monosubstituted aliphatic C 1-10 residue;
or denote an unsubstituted or at least monosubstituted 6- or 10-membered aryl residue, which may be attached via a linear or branched, substituted or at least monosubstituted C 1-6 alkylene group or C 2-6 alkenylene group or C 2-6 alkynylene group;
R 8 denotes H; F; Cl; Br; I; —SF 5 ; —NO 2 ; —CF 3 ; —CF 2 Cl; —CN; —NH 2 ; —OH; —SH; —C(═O)—NH 2 ; —S(═O) 2 —NH 2 ; —C(═O)—NH—OH; —C(═O)—OH; —C(═O)—H; —S(═O) 2 —OH; —NHR 11 ; —NR 12 R 13 ; —OR 14 ; —SR 15 ; —C(═O)—NHR 16 ; —C(═O)—NR 17 R 18 ; —S(═O) 2 —NHR 19 ; —S(═O) 2 —NR 20 R 21 ; —C(═O)—OR 22 ; —C(═O)—R 23 ; —S(═O)—R 24 ; —S(═O) 2 —R 24 ; —C(═NH)—NH 2 ; —C(═NH)—NH—R 27 ; —N═C(NH 2 ) 2 ; —N═C(NHR 28 )(NHR 29 );
denotes a linear or branched, saturated or unsaturated, unsubstituted or at least monosubstituted aliphatic C 1-10 residue;
denotes an unsaturated or saturated, unsubstituted or at least monosubstituted 3-, 4-, 5-, 6-, 7-, 8- or 9-membered cycloaliphatic residue optionally comprising at least one heteroatom as a ring member, which residue is in each case attached to the parent structure via a carbon atom in the ring of the cycloaliphatic residue and may be fused with a saturated or unsaturated, unsubstituted or at least monosubstituted mono- or polycyclic ring system and/or be attached via a linear or branched, unsubstituted or at least monosubstituted C 1-6 alkylene group or C 2-6 alkenylene group or C 2-6 alkynylene group;
or denotes an unsubstituted or at least monosubstituted 5- to 14-membered aryl or heteroaryl residue, which may be fused with a saturated or unsaturated, unsubstituted or at least monosubstituted mono- or polycyclic ring system and/or be attached via a linear or branched, unsubstituted or at least monosubstituted C 1-6 alkylene group or C 2-6 alkenylene group or C 2-6 alkynylene group;
R 9 denotes H; F; Cl; Br; I; —SF 5 ; —NO 2 ; —CF 3 ; —CF 2 Cl; —CN; —NH 2 ; —OH; —SH; —C(═O)—NH 2 ; —S(═O) 2 —NH 2 ; —C(═O)—NH—OH; —C(═O)—OH; —C(═O)—H; —S(═O) 2 —OH; —NHR 11 ; —NR 12 R 13 ; —OR 14 ; —SR 15 ; —C(═O)—NHR 16 ; —C(═O)—NR 17 R 18 ; —S(═O) 2 —NHR 19 ; —S(═O) 2 —NR 2 OR 21 ; —C(═O)—OR 22 ; —C(═O)—R 23 ; —S(═O)—R 24 ; —S(═O) 2 —R 24 or denotes a linear or branched, saturated or unsaturated, unsubstituted or at least monosubstituted aliphatic C 1-10 residue;
R 10 denotes —SF 5 ; —NO 2 ; —CF 3 ; —CF 2 C1; —CN; —NH 2 ; —OH; —SH; —C(═O)—NH 2 ; —S(═O) 2 —NH 2 ; —C(═O)—NH—OH; —C(═O)—OH; —C(═O)—H; —S(═O) 2 —OH; —NHR 11 ; —NR 12 R 13 ; —OR 14 ; —SR 15 ; —C(═O)—NHR 16 ; —C(═O)—NR 17 R 18 ; —S(═O) 2 —NHR 19 ; —S(═O) 2 —NR 2 OR 21 ; —C(═O)—OR 22 ; —C(═O)—R 23 ; —S(═O)—R 24 ; —S(═O) 2 —R 24 ; —C(═NH)—NH 2 ; —C(═NH)—NH—R 27 ; —N═C(NH 2 ) 2 ; —N═C(NH R 28 )(NHR 29 );
denotes a linear or branched, saturated or unsaturated aliphatic C 1-10 residue, which is in each case substituted with optionally 1, 2, 3, 4, 5, 6, 7, 8 or 9 substituents mutually independently selected from the group consisting of —CN, —NO 2 , —OH, —NH 2 , —SH, —O(C 1-5 alkyl), —S(C 1-5 alkyl), —NH(C 1-5 alkyl), —N(C 1-5 alkyl)(C 1-5 alkyl), —OCF 3 and —SCF 3 ;
denotes an unsubstituted C 2-10 alkenyle residue or an unsubstituted C 2-10 alkynyle residue;
denotes an unsaturated or saturated, unsubstituted or at least monosubstituted 3-, 4-, 5-, 6-, 7-, 8- or 9-membered cycloaliphatic residue optionally comprising at least one heteroatom as a ring member, which residue is in each case attached to the parent structure via a carbon atom in the ring of the cycloaliphatic residue and may be fused with a saturated or unsaturated, unsubstituted or at least monosubstituted mono- or polycyclic ring system and/or be attached via a linear or branched, unsubstituted or at least monosubstituted C 1-6 alkylene group;
or denotes an unsubstituted or at least monosubstituted 5- to 14-membered aryl or heteroaryl residue, which may be fused with a saturated or unsaturated, unsubstituted or at least monosubstituted mono- or polycyclic ring system and/or be attached via a linear or branched, unsubstituted or at least monosubstituted C 1-6 alkylene group;
R 11 , R 12 , R 13 , R 14 , R 15 , R 16 , R 17 , R 18 , R 19 , R 20 , R 21 , R 22 , R 23 , R 24 , R 27 , R 28 and R 29 , mutually independently, in each case denote a linear or branched, saturated or unsaturated, unsubstituted or at least monosubstituted aliphatic C 1-10 residue;
denote an unsaturated or saturated, unsubstituted or at least monosubstituted 3-, 4-, 5-, 6-, 7-, 8- or 9-membered cycloaliphatic residue optionally comprising at least one heteroatom as a ring member, which residue may be fused with a saturated or unsaturated, unsubstituted or at least monosubstituted mono- or polycyclic ring system and/or be attached via a linear or branched, unsubstituted or at least monosubstituted C 1-6 alkylene group or 2- to 6-membered heteroalkylene group;
or denote an unsubstituted or at least monosubstituted 5- to 14-membered aryl or heteroaryl residue, which may be fused with a saturated or unsaturated, unsubstituted or at least monosubstituted mono- or polycyclic ring system and/or be attached via a linear or branched, unsubstituted or at least monosubstituted C 1-6 alkylene group or 2- to 6-membered heteroalkylene group; or
R 12 and R 13 , in each case together with the nitrogen atom joining them together as a ring member, form a saturated or unsaturated, unsubstituted or at least monosubstituted 4-, 5-, 6-, 7-, 8- or 9-membered heterocycloaliphatic residue optionally comprising at least one further heteroatom as ring member, which may be fused with a saturated or unsaturated, unsubstituted or at least monosubstituted mono- or polycyclic ring system; and
R 25 and R 26 , mutually independently, in each case denote a hydrogen residue;
denote a linear or branched, saturated or unsaturated, unsubstituted or at least monosubstituted aliphatic C 1-10 residue;
or denote an unsubstituted or at least monosubstituted 5- to 14-membered aryl or heteroaryl residue, which may be fused with a saturated or unsaturated, unsubstituted or at least monosubstituted mono- or polycyclic ring system and/or be attached via a linear or branched, unsubstituted or at least monosubstituted C 1-6 alkylene group or C 2-6 alkenylene group or C 2-6 alkynylene group;
or denote an unsaturated or saturated, unsubstituted or at least monosubstituted, 3-, 4-, 5-, 6-, 7-, 8- or 9-membered cycloaliphatic residue optionally comprising at least one heteroatom as a ring member;
providing that R 25 and R 26 do not in each case denote a hydrogen residue; or
R 25 and R 26 , together with the carbon atom joining them together as a ring member, form a saturated or unsaturated, unsubstituted or at least monosubstituted 3-, 4-, 5- or 6-membered cycloaliphatic residue;
and R 30 , R 31 and R 32 , mutually independently, in each case
denote a linear or branched, saturated or unsaturated, unsubstituted or at least monosubstituted aliphatic C 1-10 residue;
in each case optionally in the form of one of the pure stereoisomers thereof, in particular enantiomers or diastereomers, the racemates thereof or in the form of a mixture of stereoisomers, in particular the enantiomers and/or diastereomers, in any desired mixing ratio, or in each case in the form of corresponding salts or in each case in the form of corresponding solvates.
2 . Substituted compounds of general formula I according to claim 1 ,
in which
X denotes O, S or N—CN;
n denotes 0, 1, 2, 3 or 4;
R 1 , R 2 , R 3 and R 4 , mutually independently, in each case denote H; F; Cl; Br; I; —SF 5 ; —NO 2 ; —CF 3 ; —CN; —NH 2 ; —OH; —SH; —C(═O)—NH 2 ; —S(═O) 2 —NH 2 ; —C(═O)—NH—OH; —C(═O)—OH; —C(═O)—H; —S(═O) 2 —OH; —NHR 11 ; —NR 12 R 13 ; —OR 14 ; —SR 15 ; —C(═O)—NHR 16 ; —C(═O)—NR 17 R 18 ; —S(═O) 2 —NHR 19 ; —S(═O) 2 —NR 20 R 21 ; —C(═O)—OR 22 ; —C(═O)—R 23 ; —S(═O)—R 24 ; —S(═O) 2 —R 24 or denote a linear or branched, saturated or unsaturated, unsubstituted or at least monosubstituted aliphatic C 1-10 residue;
R 5 denotes H; F; Cl; Br; I; —SF 5 ; —NO 2 ; —CF 3 ; —CF 2 Cl; —CN; —NH 2 ; —OH; —SH; —C(═O)—NH 2 ; —S(═O) 2 —NH 2 ; —C(═O)—NH—OH; —C(═O)—OH; —C(═O)—H; —S(═O) 2 —OH; —NHR 11 ; —NR 12 R 13 ; —OR 14 ; —SR 15 ; —C(═O)—NHR 16 ; —C(═O)—NR 17 R 18 ; —S(═O) 2 —NHR 19 ; —S(═O) 2 —NR 2 OR 21 ; —C(═O)—OR 22 ; —C(═O)—R 23 , —S(═O) 2 —R 24 ; —S(═O)—R 24 ;
denotes a linear or branched, unsaturated or saturated, unsubstituted or at least monosubstituted aliphatic C 1-10 residue;
or denotes an unsaturated or saturated, unsubstituted or at least monosubstituted 3-, 4-, 5-, 6-, 7-, 8- or 9-membered cycloaliphatic residue, optionally comprising at least one heteroatom as a ring member, which residue is in each case attached to the parent structure via a carbon atom in the ring of the cycloaliphatic residue;
T denotes C—R 6 and U denotes C—R 7 and V denotes N and W denotes C—R 8 or
T denotes C—R 6 and U denotes N and V denotes C—R 9 and W denotes C—R 8 or
T denotes N and U denotes C—R 7 and V denotes C—R 9 and W denotes C—R 8 or
T denotes N and U denotes N and V denotes C—R 9 and W denotes C—R 8 or
T denotes N and U denotes C—R 7 and V denotes N and W denotes C—R 8 or
T denotes C—R 6 and U denotes N and V denotes N and W denotes C—R 8 or
T denotes C—R 6 and U denotes C—R 7 and V denotes C—R 9 and W denotes C—R 10 ;
R 6 and R 7 , mutually independently, in each case denote H; F; Cl; Br; I; —SF 5 ; —NO 2 ; —CF 3 ; —CF 2 Cl; —CN; —NH 2 ; —OH; —SH; —C(═O)—NH 2 ; —S(═O) 2 —NH 2 ; —C(═O)—NH—OH; —C(═O)—OH; —C(═O)—H; —S(═O) 2 —OH; —NHR 11 ; —NR 12 R 13 ; —OR 14 ; —SR 15 ; —C(═O)—NHR 18 ; —C(═O)—NR 17 R 18 ; —S(═O) 2 —NHR 19 ; —S(═O) 2 —NR 20 R 21 ; —C(═O)—OR 22 ; —C(═O)—R 23 , —S(═O)—R 24 ; —S(═O) 2 —R 24 ; or denote a linear or branched, saturated or unsaturated, unsubstituted or at least monosubstituted aliphatic C 1-10 residue;
or denote an unsubstituted or at least monosubstituted 6- or 1 0-membered aryl residue, which may be attached via a linear or branched, substituted or at least monosubstituted C 1-6 alkylene group or C 2-6 alkenylene group or C 2-6 alkynylene group;
R 8 denotes H; F; Cl; Br; I; —SF S ; —NO 2 ; —CF 3 ; —CF 2 C1; —CN; —NH 2 ; —OH; —SH; —C(═O)—NH 2 ; —S(═O) 2 —NH 2 ; —C(═O)—NH—OH; —C(═O)—OH; —C(═O)—H; —S(═O) 2 —OH; —NHR 11 ; —NR 12 R 13 ; —OR 14 ; —SR 15 ; —C(═O)—NHR 18 ; —C(═O)—NR 17 R 18 ; —S(═O) 2 —NHR 19 ; —S(═O) 2 —NR 2 OR 21 ; —C(═O)—OR 22 ; —C(═O)—R 23 ; —S(═O)—R 24 ; —S(═O) 2 —R 24 ; —C(═NH)—NH 2 ; —C(═NH)—NH—R 27 ; —N═C(NH 2 ) 2 ; —N═C(NHR 28 )(NHR 29 );
denotes a linear or branched, saturated or unsaturated, unsubstituted or at least monosubstituted aliphatic C 1-10 residue;
denotes an unsaturated or saturated, unsubstituted or at least monosubstituted 3-, 4-, 5-, 6-, 7-, 8- or 9-membered cycloaliphatic residue optionally comprising at least one heteroatom as a ring member, which residue is in each case attached to the parent structure via a carbon atom in the ring of the cycloaliphatic residue and may be fused with a saturated or unsaturated, unsubstituted or at least monosubstituted mono- or polycyclic ring system and/or be attached via a linear or branched, unsubstituted or at least monosubstituted C 1-6 alkylene group or C 2-6 alkenylene group or C 2-6 alkynylene group;
or denotes an unsubstituted or at least monosubstituted 5- to 14-membered aryl or heteroaryl residue, which may be fused with a saturated or unsaturated, unsubstituted or at least monosubstituted mono- or polycyclic ring system and/or be attached via a linear or branched, unsubstituted or at least monosubstituted C 1-6 alkylene group or C 2-6 alkenylene group or C 2-6 alkynylene group;
R 9 denotes H; F; Cl; Br; I; —SF 5 ; —NO 2 ; —CF 3 ; —CF 2 Cl; —CN; —NH 2 ; —OH; —SH; —C(═O)—NH 2 ; —S(═O) 2 —NH 2 ; —C(═O)—NH—OH; —C(═O)—OH; —C(═O)—H; —S(═O) 2 —OH; —NHR 11 ; —NR 12 R 13 ; —OR 14 ; —SR 15 ; —C(═O)—NHR 16 ; —C(═O)—NR 17 R 18 ; —S(═O) 2 —NHR 19 ; —S(═O) 2 —NR 20 R 21 ; —C(═O)—OR 22 ; —C(═O)—R 23 ; —S(═O)—R 24 ; —S(═O) 2 —R 24 or denotes a linear or branched, saturated or unsaturated, unsubstituted or at least monosubstituted aliphatic C 1-10 residue;
R 10 denotes —SF 5 ; —NO 2 ; —CF 3 ; —CF 2 C1; —CN; —NH 2 ; —OH; —SH; —C(═O)—NH 2 ; —S(═O) 2 —NH 2 ; —C(═O)—NH—OH; —C(═O)—OH; —C(═O)—H; —S(═O) 2 —OH; —NHR 11 ; —NR 12 R 13 ; —OR 14 ; —SR 15 ; —C(═O)—NHR 16 ; —C(═O)—NR 17 R 18 ; —S(═O) 2 —NHR 19 ; —S(═O) 2 —NR 20 R 21 ; —C(═O)—OR 22 ; —C(═O)—R 23 ; —S(═O)—R 24 ; —S(═O) 2 —R 24 ; —C(═NH)—NH 2 ; —C(═NH)—NH—R 27 ; —N═C(NH 2 ) 2 ; —N═C(NHR 28 )(NHR 29 );
denotes a linear or branched, saturated or unsaturated aliphatic C 1-10 residue, which is in each case substituted with optionally 1, 2, 3, 4, 5, 6, 7, 8 or 9 substituents mutually independently selected from the group consisting of —CN, —NO 2 , —OH, —NH 2 , —SH, —O(C 1-5 alkyl), —S(C 1-5 alkyl), —NH(C 1-5 alkyl), —N(C 1-5 alkyl)(C 1-5 alkyl), —OCF 3 and —SCF 3 ;
denotes an unsubstituted C 2-10 alkenyle residue or an unsubstituted O 2-10 alkynyle residue;
denotes an unsaturated or saturated, unsubstituted or at least monosubstituted 3-, 4-, 5-, 6-, 7-, 8- or 9-membered cycloaliphatic residue optionally comprising at least one heteroatom as a ring member, which residue is in each case attached to the parent structure via a carbon atom in the ring of the cycloaliphatic residue and may be fused with a saturated or unsaturated, unsubstituted or at least monosubstituted mono- or polycyclic ring system and/or be attached via a linear or branched, unsubstituted or at least monosubstituted C 1-6 alkylene group;
or denotes an unsubstituted or at least monosubstituted 5- to 14-membered aryl or heteroaryl residue, which may be fused with a saturated or unsaturated, unsubstituted or at least monosubstituted mono- or polycyclic ring system and/or be attached via a linear or branched, unsubstituted or at least monosubstituted C 1-6 alkylene group;
R 11 , R 12 , R 13 , R 14 , R 15 , R 16 , R 17 , R 18 , R 19 , R 20 , R 21 , R 22 , R 23 , R 24 , R 27 , R 28 and R 29 , mutually independently, in each case
denote a linear or branched, saturated or unsaturated, unsubstituted or at least monosubstituted aliphatic C 1-10 residue;
denote an unsaturated or saturated, unsubstituted or at least monosubstituted 3-, 4-, 5-, 6-, 7-, 8- or 9-membered cycloaliphatic residue optionally comprising at least one heteroatom as a ring member, which residue may be fused with a saturated or unsaturated, unsubstituted or at least monosubstituted mono- or polycyclic ring system and/or be attached via a linear or branched, unsubstituted or at least monosubstituted C 1-6 alkylene group or 2- to 6-membered heteroalkylene group;
or denote an unsubstituted or at least monosubstituted 5- to 14-membered aryl or heteroaryl residue, which may be fused with a saturated or unsaturated, unsubstituted or at least monosubstituted mono- or polycyclic ring system and/or be attached via a linear or branched, unsubstituted or at least monosubstituted C 1-6 alkylene group or 2- to 6-membered heteroalkylene group; or
R 12 and R 13 , in each case together with the nitrogen atom joining them together as a ring member, form a saturated or unsaturated, unsubstituted or at least monosubstituted 4-, 5-, 6-, 7-, 8- or 9-membered heterocycloaliphatic residue, optionally comprising at least one further heteroatom as ring member, which may be fused with a saturated or unsaturated, unsubstituted or at least monosubstituted mono- or polycyclic ring system; and
R 25 and R 26 , mutually independently, in each case denote a hydrogen residue;
denote a linear or branched, saturated or unsaturated, unsubstituted or at least monosubstituted aliphatic C 1-10 residue;
or denote an unsubstituted or at least monosubstituted 5- to 14-membered aryl or heteroaryl residue, which may be fused with a saturated or unsaturated, unsubstituted or at least monosubstituted mono- or polycyclic ring system and/or be attached via a linear or branched, unsubstituted or at least monosubstituted C 1-6 alkylene group or C 2-6 alkenylene group or C 2-6 alkynylene group;
or denote an unsaturated or saturated, unsubstituted or at least monosubstituted, 3-, 4-, 5-, 6-, 7-, 8- or 9-membered cycloaliphatic residue optionally comprising at least one heteroatom as a ring member;
providing that R 25 and R 26 do not in each case denote a hydrogen residue; or
R 25 and R 26 , together with the carbon atom joining them together as a ring member, form a saturated or unsaturated, unsubstituted or at least monosubstituted 3-, 4-, 5- or 6-membered cycloaliphatic residue;
in each case optionally in the form of one of the pure stereoisomers thereof, in particular enantiomers or diastereomers, the racemates thereof or in the form of a mixture of stereoisomers, in particular the enantiomers and/or diastereomers, in any desired mixing ratio, or in each case in the form of corresponding salts or in each case in the form of corresponding solvates.
3 . Compounds according to claim 1 , characterized in that
in which X denotes O, S or N—C≡N; n denotes 0, 1, 2, 3 or 4; R 1 , R 2 , R 3 and R 4 , mutually independently, in each case denote H; F; Cl; Br; I; —SF 5 ; —NO 2 ; —CF 3 ; —CN; —NH 2 ; —OH; —SH; —C(═O)—NH 2 ; —S(═O) 2 —NH 2 ; —C(═O)—NH—OH; —C(═O)—OH; —C(═O)—H; —S(═O) 2 —OH; —NHR 11 ; —NR 12 R 13 ; —OR 14 ; —SR 15 ; —C(═O)—NHR 16 ; —C(═O)—NR 17 R 18 ; —S(═O) 2 —NHR 19 ; —S(═O) 2 —NR 2 OR 21 ; —C(═O)—OR 22 ; —C(═O)—R 23 ; —S(═O)—R 24 ; —S(═O) 2 —R 24 or denote a linear or branched, saturated or unsaturated, unsubstituted or at least monosubstituted aliphatic C 1-10 residue; R 5 denotes H; F; Cl; Br; I; —SF 5 ; —NO 2 ; —CF 3 ; —CF 2 Cl; —CN; —NH 2 ; —OH; —SH; —C(═O)—NH 2 ; —S(═O) 2 —NH 2 ; —C(═O)—NH—OH; —C(═O)—OH; —C(═O)—H; —S(═O) 2 —OH; —NHR 11 ; —NR 12 R 13 ; —OR 14 ; —SR 15 ; —C(═O)—NHR 16 ; —C(═O)—NR 17 R 18 ; —S(═O) 2 —NHR 19 ; —S(═O) 2 —NR 2 OR 21 ; —C(═O)—OR 22 ; —C(═O)—R 23 , —S(═O) 2 —R 24 ; —S(═O)—R 24 ;
denotes a linear or branched, unsaturated or saturated, unsubstituted or at least monosubstituted aliphatic C 1-10 residue;
or denotes an unsaturated or saturated, unsubstituted or at least monosubstituted 3-, 4-, 5-, 6-, 7-, 8- or 9-membered cycloaliphatic residue, optionally comprising at least one heteroatom as a ring member, which residue is in each case attached to the parent structure via a carbon atom in the ring of the cycloaliphatic residue;
T denotes C—R 6 and U denotes C—R 7 and V denotes N and W denotes C—R 8 or T denotes C—R 6 and U denotes N and V denotes C—R 9 and W denotes C—R 8 or T denotes N and U denotes C—R 7 and V denotes C—R 9 and W denotes C—R 8 or T denotes N and U denotes N and V denotes C—R 9 and W denotes C—R 8 or T denotes N and U denotes C—R 7 and V denotes N and W denotes C—R 8 or T denotes C—R 6 and U denotes N and V denotes N and W denotes C—R 8 or T denotes C—R 6 and U denotes C—R 7 and V denotes C—R 9 and W denotes C—R 10 ; R 6 and R 7 , mutually independently, in each case denote H; F; Cl; Br; I; —SF 5 ; —NO 2 ; —CF 3 ; —CF 2 Cl; —CN; —NH 2 ; —OH; —SH; —C(═O)—NH 2 ; —S(═O) 2 —NH 2 ; —C(═O)—NH—OH; —C(═O)—OH; —C(═O)—H; —S(═O) 2 —OH; —NHR 11 ; —NR 12 R 13 ; —OR 14 ; —SR 15 ; —C(═O)—NHR 16 ; —C(═O)—NR 17 R 18 ; —S(═O) 2 —NHR 19 ; —S(═O) 2 —NR 20 R 21 ; —C(═O)—OR 22 ; —C(═O)—R 23 , —S(═O)—R 24 ; —S(═O) 2 —R 24 ; or denote a linear or branched, saturated or unsaturated, unsubstituted or at least monosubstituted aliphatic C 1-10 residue;
or denote an unsubstituted or at least monosubstituted 6- or 10-membered aryl residue, which may be attached via a linear or branched, substituted or at least monosubstituted C 1-6 alkylene group or C 2-6 alkenylene group or C 2-6 alkynylene group;
R 8 denotes H; F; Cl; Br; I; —SF 5 ; —NO 2 ; —CF 3 ; —CF 2 Cl; —CN; —NH 2 ; —OH; —SH; —C(═O)—NH 2 ; —S(═O) 2 —NH 2 ; —C(═O)—NH—OH; —C(═O)—OH; —C(═O)—H; —S(═O) 2 —OH; —NHR 11 ; —NR 12 R 13 ; —OR 14 ; —SR 15 ; —C(═O)—NHR 16 ; —C(═O)—NR 17 R 18 ; —S(═O) 2 —NHR 19 ; —S(═O) 2 —NR 20 R 21 ; —C(═O)—OR 22 ; —C(═O)—R 23 ; —S(═O)—R 24 ; —S(═O) 2 —R 24 ; —C(═NH)—NH 2 ; —C(═NH)—NH—R 27 ; —N═C(NH 2 ) 2 ; —N═C(NHR 28 )(NHR 29 );
denotes a linear or branched, saturated or unsaturated, unsubstituted or at least monosubstituted aliphatic C 1-10 residue;
denotes an unsaturated or saturated, unsubstituted or at least monosubstituted 3-, 4-, 5-, 6-, 7-, 8- or 9-membered cycloaliphatic residue optionally comprising at least one heteroatom as a ring member, which residue is in each case attached to the parent structure via a carbon atom in the ring of the cycloaliphatic residue and may be fused with a saturated or unsaturated, unsubstituted or at least monosubstituted mono- or polycyclic ring system and/or be attached via a linear or branched, unsubstituted or at least monosubstituted C 1-6 alkylene group or C 2-6 alkenylene group or C 2-6 alkynylene group;
or denotes an unsubstituted or at least monosubstituted 5- to 14-membered aryl or heteroaryl residue, which may be fused with a saturated or unsaturated, unsubstituted or at least monosubstituted mono- or polycyclic ring system and/or be attached via a linear or branched, unsubstituted or at least monosubstituted C 1-6 alkylene group or C 2-6 alkenylene group or C 2-6 alkynylene group;
R 9 denotes H; F; Cl; Br; I; —SF 5 ; —NO 2 ; —CF 3 ; —CF 2 Cl; —CN; —NH 2 ; —OH; —SH; —C(═O)—NH 2 ; —S(═O) 2 —NH 2 ; —C(═O)—NH—OH; —C(═O)—OH; —C(═O)—H; —S(═O) 2 —OH; —NHR 11 ; —NR 12 R 13 ; —OR 14 ; —SR 15 ; —C(═O)—NHR 16 ; —C(═O)—NR 17 R 18 ; —S(═O) 2 —NHR 19 ; —S(═O) 2 —NR 20 R 21 ; —C(═O)—OR 22 ; —C(═O)—R 23 ; —S(═O)—R 24 ; —S(═O) 2 —R 24 or denotes a linear or branched, saturated or unsaturated, unsubstituted or at least monosubstituted aliphatic C 1-10 residue; R 10 denotes —SF 5 ; —NO 2 ; —CF 3 ; —CF 2 Cl; —CN; —NH 2 ; —OH; —SH; —C(═O)—NH 2 ; —S(═O) 2 —NH 2 ; —C(═O)—NH—OH; —C(═O)—OH; —C(═O)—H; —S(═O) 2 —OH; —NHR 11 ; —NR 12 R 13 ; —OR 14 ; —SR 15 ; —C(═O)—NHR 16 ; —C(═O)—NR 17 R 18 ; —S(═O) 2 —NHR 19 ; —S(═O) 2 —NR 2 OR 21 ; —C(═O)—OR 22 ; —C(═O)—R 23 ; —S(═O)—R 24 ; —S(═O) 2 —R 24 ; —C(═NH)—NH 2 ; —C(═NH)—NH—R 27 ; —N═C(NH 2 ) 2 ; —N═C(NH R 28 )(NH R 29 );
denotes a linear or branched, saturated or unsaturated aliphatic C 1-10 residue, which is in each case substituted with optionally 1, 2, 3, 4, 5, 6, 7, 8 or 9 substituents mutually independently selected from the group consisting of —CN, —NO 2 , —OH, —NH 2 , —SH, —O(C 1-5 alkyl), —S(C 1-5 alkyl), —NH(C 1-5 alkyl), —N(C 1-5 alkyl)(C 1-5 alkyl), —OCF 3 and —SCF 3 ;
denotes an unsubstituted C 2-10 alkenyle residue or an unsubstituted C 2-10 alkynyle residue;
denotes an unsaturated or saturated, unsubstituted or at least monosubstituted 3-, 4-, 5-, 6-, 7-, 8- or 9-membered cycloaliphatic residue optionally comprising at least one heteroatom as a ring member, which residue is in each case attached to the parent structure via a carbon atom in the ring of the cycloaliphatic residue and may be fused with a saturated or unsaturated, unsubstituted or at least monosubstituted mono- or polycyclic ring system and/or be attached via a linear or branched, unsubstituted or at least monosubstituted C 1-6 alkylene group;
or denotes an unsubstituted or at least monosubstituted 5- to 14-membered aryl or heteroaryl residue, which may be fused with a saturated or unsaturated, unsubstituted or at least monosubstituted mono- or polycyclic ring system and/or be attached via a linear or branched, unsubstituted or at least monosubstituted C 1-6 alkylene group;
R 11 , R 12 , R 13 , R 14 , R 15 , R 16 , R 17 , R 18 , R 19 , R 20 , R 21 , R 22 , R 23 , R 24 , R 27 , R 28 and R 29 , mutually independently, in each case
denote a linear or branched, saturated or unsaturated, unsubstituted or at least monosubstituted aliphatic C 1-10 residue;
denote an unsaturated or saturated, unsubstituted or at least monosubstituted 3-, 4-, 5-, 6-, 7-, 8- or 9-membered cycloaliphatic residue optionally comprising at least one heteroatom as a ring member, which residue may be fused with a saturated or unsaturated, unsubstituted or at least monosubstituted mono- or polycyclic ring system and/or be attached via a linear or branched, unsubstituted or at least monosubstituted C 1-6 alkylene group or 2- to 6-membered heteroalkylene group;
or denote an unsubstituted or at least monosubstituted 5- to 14-membered aryl or heteroaryl residue, which may be fused with a saturated or unsaturated, unsubstituted or at least monosubstituted mono- or polycyclic ring system and/or be attached via a linear or branched, unsubstituted or at least monosubstituted C 1-6 alkylene group or 2- to 6-membered heteroalkylene group; or
R 12 and R 13 , in each case together with the nitrogen atom joining them together as a ring member, form a saturated or unsaturated, unsubstituted or at least monosubstituted 4-, 5-, 6-, 7-, 8- or 9-membered heterocycloaliphatic residue, optionally comprising at least one further heteroatom as ring member, which may be fused with a saturated or unsaturated, unsubstituted or at least monosubstituted mono- or polycyclic ring system; and R 25 and R 26 , mutually independently, in each case denote a hydrogen residue;
denote a linear or branched, saturated or unsaturated, unsubstituted or at least monosubstituted aliphatic C 1-10 residue;
or denote an unsubstituted or at least monosubstituted 5- to 14-membered aryl or heteroaryl residue, which may be fused with a saturated or unsaturated, unsubstituted or at least monosubstituted mono- or polycyclic ring system and/or be attached via a linear or branched, unsubstituted or at least monosubstituted C 1-6 alkylene group or C 2-6 alkenylene group or C 2-6 alkynylene group;
or denote an unsaturated or saturated, unsubstituted or at least monosubstituted, 3-, 4-, 5-, 6-, 7-, 8- or 9-membered cycloaliphatic residue optionally comprising at least one heteroatom as a ring member;
providing that R 25 and R 26 do not in each case denote a hydrogen residue; or
R 25 and R 26 , together with the carbon atom joining them together as a ring member, form a saturated or unsaturated, unsubstituted or at least monosubstituted 3-, 4-, 5- or 6-membered cycloaliphatic residue; wherein unless otherwise stated, the above-stated aliphatic C 1-10 residues may optionally in each case be substituted with 1, 2, 3, 4, 5, 6, 7, 8 or 9 substituents mutually independently selected from the group consisting of F, Cl, Br, I, —CN, —NO 2 , —OH, —NH 2 , —SH, —O(C 1-5 -alkyl), —S(C 1-5 -alkyl), —NH(C 1-5 -alkyl), —N(C 1-5 -alkyl)(C 1-5 -alkyl), —O(═O)—O—C 1-5 -alkyl, —O—C(═O)—C 1-5 -alkyl, —O-phenyl, phenyl, —OCF 3 and —SCF 3 ; the above-stated 2- to 6-membered heteroalkylene groups, C 1-6 -alkylene groups, C 2-6 -alkenylene groups and C 2-6 -alkynylene groups may optionally in each case be substituted with 1, 2, 3, 4, 5, 6, 7, 8 or 9 substituents mutually independently selected from the group consisting of F, Cl, Br, I, —CN, —NO 2 , —OH, —NH 2 , —SH, —O(C 1-5 -alkyl), —S(C 1-5 -alkyl), —NH(C 1-5 -alkyl), —N(C 1-5 -alkyl)(C 1-5 -alkyl), —OCF 3 and —SCF 3 ; the above-stated heteroalkylene groups may in each case optionally comprise 1, 2 or 3 heteroatom(s) mutually independently selected from the group consisting of oxygen, nitrogen (NH) and sulfur; the above-stated (hetero)cycloaliphatic residues may optionally in each case be substituted with 1, 2, 3, 4 or 5 substituents mutually independently selected from the group consisting of —C 1-6 -alkylene-OH, ═CH 2 , —O—C 1-5 -alkylene-oxetanyl, —C 1-5 -alkylene-O—C 1-5 -alkylene-oxetanyl, —CH 2 —NH—C 1-5 -alkyl, —CH 2 —N(C 1-5 -alkyl) 2 , —N[C(═O)—C 1-5 -alkyl]-phenyl, —CH 2 —O—C 1-5 -alkyl, oxo (═O), thioxo (═S), F, Cl, Br, I, —CN, —CF 3 , —SF 5 , —OH, —O—C 1-5 -alkyl, —O—C(═O)—C 1-5 -alkyl, —NH 2 , —NO 2 , —O—CF 3 , —S—CF 3 , —SH, —S—C 1-5 -alkyl, —C 1-5 -alkyl, —C(═O)—C 1-5 -alkyl, —C(═O)—OH, —O(═O)—O—C 1-5 -alkyl, —NH—C 1-5 -alkyl, —N(C 1-5 -alkyl) 2 , —NH-phenyl, —N(C 1-5 -alkyl)-phenyl, cyclohexyl, cyclopentyl, (4,5)-dihydroisoxazolyl, thiazolyl, (1,2,5)-thiadiazolyl, thiophenyl, phenethyl, piperidinyl, pyrrolidinyl, —(CH 2 )-pyridinyl, pyridinyl, —O-phenyl, —O-benzyl, phenyl and benzyl, wherein in each case the cyclic moiety of the residues oxetanyl, (4,5)-dihydroisoxazolyl, thiazolyl, (1,2,5)-thiadiazolyl, thiophenyl, phenethyl, —N[C(═O)—C 1-5 -alkyl]-phenyl, —NH-phenyl, —N(C 1-5 -alkyl)-phenyl, —(CH 2 )-pyridinyl, pyridinyl, —O-phenyl, —O-benzyl, phenyl and benzyl may optionally be substituted with 1, 2, 3, 4 or 5 substituents mutually independently selected from the group consisting of F, Cl, Br, —OH, —CF 3 , —SF 5 , —CN, —NO 2 , —C 1-5 -alkyl, —O—C 1-5 -alkyl, —O—CF 3 , —S—CF 3 , phenyl and —O-benzyl; and the above-stated (hetero)cycloaliphatic residues may in each case optionally comprise 1, 2 or 3 (further) heteroatom(s) mutually independently selected from the group consisting of oxygen, nitrogen and sulfur; the rings of the above-stated mono- or polycyclic ring systems may optionally in each case be substituted with 1, 2, 3, 4 or 5 substituents mutually independently selected from the group consisting of oxo (═O), thioxo (═S), F, Cl, Br, I, —CN, —CF 3 , —SF 5 , —OH, —O—C 1-5 -alkyl, —NH 2 , —NO 2 , —O—CF 3 , —S—CF 3 , —SH, —S—C 1-5 -alkyl, —C 1-5 -alkyl, —C(═O)—C 1-5 -alkyl, —O(═O)—OH, —O(═O)—O—C 1-5 -alkyl, —NH—C 1-5 -alkyl, —N(C 1-5 -alkyl) 2 , —O-phenyl, —O-benzyl, phenyl and benzyl, wherein in each case the cyclic moiety of the residues —O-phenyl, —O-benzyl, phenyl and benzyl may optionally be substituted with 1, 2, 3, 4 or 5 substituents mutually independently selected from the group consisting of F, Cl, Br, —OH, —CF 3 , —SF 5 , —CN, —NO 2 , —C 1-5 -alkyl, —O—C 1-5 -alkyl, —O—CF 3 , —S—CF 3 , phenyl and —O-benzyl, and the rings of the above-stated mono- or polycyclic ring systems are in each case 5-, 6- or 7-membered and may in each case optionally comprise 1, 2, 3, 4 or 5 heteroatom(s) as ring member(s), which are mutually independently selected from the group consisting of oxygen, nitrogen and sulfur; and the above-stated aryl or heteroaryl residues may optionally in each case be substituted with 1, 2, 3, 4 or 5 substituents mutually independently selected from the group consisting of F, Cl, Br, I, —CN, —CF 3 , —SF 5 , —OH, —O—C 1-5 -alkyl, —NH 2 , —NO 2 , —O—CF 3 , —S—CF 3 , —SH, —S—C 1-5 -alkyl, —C 1-5 -alkyl, —C(═O)—OH, —O(═O)—O—C 1-5 -alkyl, —NH—C 1-5 -alkyl, —N(C 1-5 -alkyl) 2 , —NH—S(═O) 2 —C 1-5 -alkyl, —NH—C(═O)—O—C 1-5 -alkyl, —C(═O)—H, —O(═O)—C 1-5 -alkyl, —C(═O)—NH 2 , —O(═O)—NH—C 1-5 -alkyl, —C(═O)—N—(C 1-5 -alkyl) 2 , —O-phenyl, —O-benzyl, phenyl and benzyl, wherein in each case the cyclic moiety of the residues —O-phenyl, —O-benzyl, phenyl and benzyl may optionally be substituted with 1, 2, 3, 4 or 5 substituents mutually independently selected from the group consisting of F, Cl, Br, —OH, —CF 3 , —SF 5 , —CN, —NO 2 , —C 1-5 -alkyl, —O—C 1-5 -alkyl, —O—CF 3 , —S—CF 3 , phenyl and —O-benzyl, and the above-stated heteroaryl residues in each case optionally comprise 1, 2, 3, 4 or 5 heteroatom(s) mutually independently selected from the group consisting of oxygen, nitrogen and sulfur as ring member(s); in each case optionally in the form of one of the pure stereoisomers thereof, in particular enantiomers or diastereomers, the racemates thereof or in the form of a mixture of stereoisomers, in particular the enantiomers and/or diastereomers, in any desired mixing ratio, or in each case in the form of corresponding salts or in each case in the form of corresponding solvates.
4 . Compounds according to claim 1 , characterized in that
n, X, Y, T, U, V, W, R 1 to R 7 , R 9 and R 11 to R 32 have the meaning as defined in claim 1 and R 8 denotes H; F; Cl; Br; I; —SF 5 ; —NO 2 ; —CF 3 ; —CF 2 Cl; —CN; —NH 2 ; —OH; —SH; —C(═O)—NH 2 ; —S(═O) 2 —NH 2 ; —C(═O)—NH—OH; —C(═O)—OH; —C(═O)—H; —S(═O) 2 —OH; —C(═O)—NHR 16 ; —C(═O)—NR 17 R 18 ; —S(═O) 2 —NHR 19 ; —S(═O) 2 —NR 20 R 21 ; —C(═O)—OR 22 ; —C(═O)—R 23 ; —S(═O)—R 24 ; —S(═O) 2 —R 24 ; —C(═NH)—NH 2 ; —C(═NH)—NH—R 27 ; —N═C(NH 2 ) 2 ; —N═C(NHR 28 )(NHR 29 );
denotes a saturated or unsaturated, unsubstituted or at least monosubstituted chain comprising 1 to 7 carbon atoms as chain members, wherein 1, 2 or 3 carbon atoms can be replaced by heteroatoms selected from the group consisting of oxygen, sulfur and nitrogen (NH);
denotes an unsaturated or saturated, unsubstituted or at least monosubstituted 3-, 4-, 5-, 6-, 7-, 8- or 9-membered cycloaliphatic residue optionally comprising at least one heteroatom as a ring member, which residue is in each case attached to the parent structure via a carbon atom in the ring of the cycloaliphatic residue and may be fused with a saturated or unsaturated, unsubstituted or at least monosubstituted mono- or polycyclic ring system and/or be attached via a linear or branched, unsubstituted or at least monosubstituted C 1-6 alkylene group or C 2-6 alkenylene group or C 2-6 alkynylene group;
or denotes an unsubstituted or at least monosubstituted 5- to 14-membered aryl or heteroaryl residue, which may be fused with a saturated or unsaturated, unsubstituted or at least monosubstituted mono- or polycyclic ring system and/or be attached via a linear or branched, unsubstituted or at least monosubstituted C 1-6 alkylene group or C 2-6 alkenylene group or C 2-6 alkynylene group; and
R 10 denotes —SF 5 ; —NO 2 ; —CF 3 ; —CF 2 C1; —CN; —NH 2 ; —OH; —SH; —C(═O)—NH 2 ; —S(═O) 2 —NH 2 ; —C(═O)—NH—OH; —C(═O)—OH; —C(═O)—H; —S(═O) 2 —OH; —C(═O)—NHR 18 ; —C(═O)—NR 17 R 18 ; —S(═O) 2 —NHR 19 ; —S(═O) 2 —NR 2 OR 21 ; —C(═O)—OR 22 ; —C(═O)—R 23 ; —S(═O)—R 24 ; —S(═O) 2 —R 24 ; —C(═NH)—NH 2 ; —C(═NH)—NH—R 27 ; —N═C(NH 2 ) 2 ; —N═C(NHR 28 )(NHR 29 );
denotes a saturated or unsaturated, unsubstituted or at least monosubstituted chain comprising 1 to 7 carbon atoms as chain members, wherein 1, 2 or 3 carbon atoms can be replaced by heteroatoms selected from the group consisting of oxygen, sulfur and nitrogen (NH), which, in the absence of any heteroatoms as chain members, is substituted with optionally 1, 2, 3, 4, 5, 6, 7, 8 or 9 substituents mutually independently selected from the group consisting of —CN, —NO 2 , —OH, —NH 2 , —SH, —O(C 1-5 alkyl), —S(C 1-5 alkyl), —NH(C 1-5 alkyl), —N(C 1-5 alkyl)(C 1-5 alkyl), —OCF 3 and —SCF 3 ;
denotes an unsaturated or saturated, unsubstituted or at least monosubstituted 3-, 4-, 5-, 6-, 7-, 8- or 9-membered cycloaliphatic residue optionally comprising at least one heteroatom as a ring member, which residue is in each case attached to the parent structure via a carbon atom in the ring of the cycloaliphatic residue and may be fused with a saturated or unsaturated, unsubstituted or at least monosubstituted mono- or polycyclic ring system and/or be attached via a linear or branched, unsubstituted or at least monosubstituted C 1-6 alkylene group;
or denotes an unsubstituted or at least monosubstituted 5- to 14-membered aryl or heteroaryl residue, which may be fused with a saturated or unsaturated, unsubstituted or at least monosubstituted mono- or polycyclic ring system and/or be attached via a linear or branched, unsubstituted or at least monosubstituted C 1-6 alkylene group.
5 . Compounds according to claim 4 , characterized in that
n, X, Y, T, U, V, W, R 1 to R 7 , R 9 and R 11 to R 32 have the meaning as defined in claim 4 and R 8 denotes H; F; Cl; Br; I; —SF 5 ; —NO 2 ; —CF 3 ; —CF 2 Cl; —CN; —NH 2 ; —OH; —SH; —C(═O)—NH 2 ; —S(═O) 2 —NH 2 ; —C(═O)—NH—OH; —C(═O)—OH; —C(═O)—H; —S(═O) 2 —OH; —C(═O)—NHR 16 ; —C(═O)—NR 17 R 18 ; —S(═O) 2 —NHR 19 ; —S(═O) 2 —NR 20 R 21 ; —C(═O)—OR 22 ; —C(═O)—R 23 ; —S(═O)—R 24 ; —S(═O) 2 —R 24 ; —C(═NH)—NH 2 ; —C(═NH)—NH—R 27 ; —N═C(NH 2 ) 2 ; —N═C(NHR 28 )(NHR 29 );
denotes a saturated or unsaturated, unsubstituted or at least monosubstituted chain comprising 5 to 7 carbon atoms as chain members, wherein 1, 2 or 3 carbon atoms can be replaced by heteroatoms selected from the group consisting of oxygen and sulfur;
denotes an unsaturated or saturated, unsubstituted or at least monosubstituted 3-, 4-, 5-, 6-, 7-, 8- or 9-membered cycloaliphatic residue optionally comprising at least one heteroatom as a ring member, which residue is in each case attached to the parent structure via a carbon atom in the ring of the cycloaliphatic residue and may be fused with a saturated or unsaturated, unsubstituted or at least monosubstituted mono- or polycyclic ring system and/or be attached via a linear or branched, unsubstituted or at least monosubstituted C 1-6 alkylene group or C 2-6 alkenylene group or C 2-6 alkynylene group;
or denotes an unsubstituted or at least monosubstituted 5- to 14-membered aryl or heteroaryl residue, which may be fused with a saturated or unsaturated, unsubstituted or at least monosubstituted mono- or polycyclic ring system and/or be attached via a linear or branched, unsubstituted or at least monosubstituted C 1-6 alkylene group or C 2-6 alkenylene group or C 2-6 alkynylene group; and
R 10 denotes —SF 5 ; —NO 2 ; —CF 3 ; —CF 2 Cl; —CN; —NH 2 ; —OH; —SH; —C(═O)—NH 2 ; —S(═O) 2 —NH 2 ; —C(═O)—NH—OH; —C(═O)—OH; —C(═O)—H; —S(═O) 2 —OH; —C(═O)—NHR 18 ; —C(═O)—NR 17 R 18 ; —S(═O) 2 —NHR 19 ; —S(═O) 2 —NR 2 OR 21 ; —C(═O)—OR 22 ; —C(═O)—R 23 ; —S(═O)—R 24 ; —S(═O) 2 —R 24 ; —C(═NH)—NH 2 ; —C(═NH)—NH—R 27 ; —N═C(NH 2 ) 2 ; —N═C(NHR 28 )(NHR 29 );
denotes a saturated or unsaturated, unsubstituted or at least monosubstituted chain comprising 5 to 7 carbon atoms as chain members, wherein 1, 2 or 3 carbon atoms can be replaced by heteroatoms selected from the group consisting of oxygen and sulfur, which, in the absence of any heteroatoms as chain members, is substituted with optionally 1, 2, 3, 4, 5, 6, 7, 8 or 9 substituents mutually independently selected from the group consisting of —CN, —NO 2 , —OH, —NH 2 , —SH, —O(C 1-5 alkyl), —S(C 1-5 alkyl), —NH(C 1-5 alkyl), —N(C 1-5 alkyl)(C 1-5 alkyl), —OCF 3 and —SCF 3 ;
denotes an unsaturated or saturated, unsubstituted or at least monosubstituted 3-, 4-, 5-, 6-, 7-, 8- or 9-membered cycloaliphatic residue optionally comprising at least one heteroatom as a ring member, which residue is in each case attached to the parent structure via a carbon atom in the ring of the cycloaliphatic residue and may be fused with a saturated or unsaturated, unsubstituted or at least monosubstituted mono- or polycyclic ring system and/or be attached via a linear or branched, unsubstituted or at least monosubstituted C 1-6 alkylene group;
or denotes an unsubstituted or at least monosubstituted 5- to 14-membered aryl or heteroaryl residue, which may be fused with a saturated or unsaturated, unsubstituted or at least monosubstituted mono- or polycyclic ring system and/or be attached via a linear or branched, unsubstituted or at least monosubstituted C 1-6 alkylene group.
6 . Compounds of general formula B1 according to claim 1 ,
in which
X denotes O, S or N—C≡N;
n denotes 0, 1, 2, 3 or 4;
R 1 , R 2 , R 3 and R 4 , mutually independently, in each case denote H; F; Cl; Br; I; —SF 5 ; —NO 2 ; —CF 3 ; —CN; —NH 2 ; —OH; —SH; —C(═O)—NH 2 ; —S(═O) 2 —NH 2 ; —C(═O)—NH—OH; —C(═O)—OH; —C(═O)—H; —S(═O) 2 —OH; —NHR 11 ; —NR 12 R 13 ; —OR 14 ; —SR 15 ; —C(═O)—NHR 16 ; —C(═O)—NR 17 R 18 ; —S(═O) 2 —NHR 19 ; —S(═O) 2 —NR 20 R 21 ; —C(═O)—OR 22 ; —C(═O)—R 23 ; —S(═O)—R 24 ; —S(═O) 2 —R 24 or denote a linear or branched, saturated or unsaturated, unsubstituted or at least monosubstituted aliphatic C 1-10 residue;
R 5 denotes H; F; Cl; Br; I; —SF 5 ; —NO 2 ; —CF 3 ; —CF 2 Cl; —CN; —NH 2 ; —OH; —SH; —C(═O)—NH 2 ; —S(═O) 2 —NH 2 ; —C(═O)—NH—OH; —C(═O)—OH; —C(═O)—H; —S(═O) 2 —OH; —NHR 11 ; —NR 12 R 13 ; —OR 14 ; —SR 15 ; —C(═O)—NHR 16 ; —C(═O)—NR 17 R 18 ; —S(═O) 2 —NHR 19 ; —S(═O) 2 —NR 20 R 21 ; —C(═O)—OR 22 ; —C═O—R 23 , —S(═O) 2 —R 24 ; —S(═O)—R 24 ;
denotes a linear or branched, unsaturated or saturated, unsubstituted or at least monosubstituted aliphatic C 1-10 residue;
or denotes an unsaturated or saturated, unsubstituted or at least monosubstituted 3-, 4-, 5-, 6-, 7-, 8- or 9-membered cycloaliphatic residue, optionally comprising at least one heteroatom as a ring member, which residue is in each case attached to the parent structure via a carbon atom in the ring of the cycloaliphatic residue;
T denotes C—R 6 and U denotes C—R 7 and V denotes N; or
T denotes C—R 6 and U denotes N and V denotes C—R 9 ; or
T denotes N and U denotes C—R 7 and V denotes C—R 9 ; or
T denotes N and U denotes N and V denotes C—R 9 ; or
T denotes N and U denotes C—R 7 and V denotes N; or
T denotes C—R 6 and U denotes N and V denotes N;
R 6 and R 7 , mutually independently, in each case denote H; F; Cl; Br; I; —SF 5 ; —NO 2 ; —CF 3 ; —CF 2 Cl; —CN; —NH 2 ; —OH; —SH; —C(═O)—NH 2 ; —S(═O) 2 —NH 2 ; —C(═O)—NH—OH; —C(═O)—OH; —C(═O)—H; —S(═O) 2 —OH; —NHR 11 ; —NR 12 R 13 ; —OR 14 ; —SR 15 ; —C(═O)—NHR 16 ; —C(═O)—NR 17 R 18 ; —S(═O) 2 —NHR 19 ; —S(═O) 2 —NR 20 R 21 ; —C(═O)—OR 22 ; —C(═O)—R 23 , —S(═O)—R 24 ; —S(═O) 2 —R 24 ; or denote a linear or branched, saturated or unsaturated, unsubstituted or at least monosubstituted aliphatic C 1-10 residue;
or denote an unsubstituted or at least monosubstituted 6- or 10-membered aryl residue, which may be attached via a linear or branched substituted or at least monosubstituted C 1-6 alkylene croup or C 2-6 alkenylene group or C 2-6 alkynylene group;
R 9 denotes H; F; Cl; Br; I; —SF 5 ; —NO 2 ; —CF 3 ; —CF 2 Cl; —CN; —NH 2 ; —OH; —SH; —C(═O)—NH 2 ; —S(═O) 2 —NH 2 ; —C(═O)—NH—OH; —C(═O)—OH; —C(═O)—H; —S(═O) 2 —OH; —NHR 11 ; —NR 12 R 13 ; —OR 14 ; —SR 15 ; —C(═O)—NHR 16 ; —C(═O)—NR 17 R 18 ; —S(═O) 2 —NHR 19 ; —S(═O) 2 —NR 20 R 21 ; —C(═O)—OR 22 ; —C(═O)—R 23 ; —S(═O)—R 24 ; —S(═O) 2 —R 24 or denotes a linear or branched saturated or unsaturated, unsubstituted or at least monosubstituted aliphatic C 1-10 residue;
R 11 , R 12 , R 13 , R 14 , R 15 , R 16 , R 17 , R 18 , R 19 , R 20 , R 21 , R 22 , R 23 , and R 24 , mutually independently, in each case
denote a linear or branched, saturated or unsaturated, unsubstituted or at least monosubstituted aliphatic C 1-10 residue;
denote an unsaturated or saturated, unsubstituted or at least monosubstituted 3-, 4-, 5-, 6-, 7-, 8- or 9-membered cycloaliphatic residue optionally comprising at least one heteroatom as a ring member, which residue may be fused with a saturated or unsaturated, unsubstituted or at least monosubstituted mono- or polycyclic ring system and/or be attached via a linear or branched, unsubstituted or at least monosubstituted C 1-6 alkylene group or 2- to 6-membered heteroalkylene group;
or denote an unsubstituted or at least monosubstituted 5- to 14-membered aryl or heteroaryl residue, which may be fused with a saturated or unsaturated, unsubstituted or at least monosubstituted mono- or polycyclic ring system and/or be attached via a linear or branched unsubstituted or at least monosubstituted C 1-6 alkylene croup or 2- to 6-membered heteroalkylene group; or
R 12 and R 13 , in each case together with the nitrogen atom joining them together as a ring member, form a saturated or unsaturated, unsubstituted or at least monosubstituted 4-, 5-, 6-, 7-, 8- or 9-membered heterocycloaliphatic residue, optionally comprising at least one further heteroatom as ring member, which may be fused with a saturated or unsaturated, unsubstituted or at least monosubstituted mono- or polycyclic ring system;
R 25 and R 26 , mutually independently, in each case denote a hydrogen residue;
denote a linear or branched, saturated or unsaturated, unsubstituted or at least monosubstituted aliphatic C 1-10 residuez
or denote an unsubstituted or at least monosubstituted 5- to 14-membered aryl or heteroaryl residue, which may be fused with a saturated or unsaturated, unsubstituted or at least monosubstituted mono- or polycyclic ring system and/or be attached via a linear or branched, unsubstituted or at least monosubstituted C 1-6 alkylene group or C 2-6 alkenylene group or C 2-6 alkynylene group;
or denote an unsaturated or saturated, unsubstituted or at least monosubstituted, 3-, 4-, 5-, 6-, 7-, 8- or 9-membered cycloaliphatic residue optionally comprising at least one heteroatom as a ring member;
providing that R 25 and R 26 do not in each case denote a hydrogen residue: or
R 25 and R 26 , together with the carbon atom joining them together as a ring member, form a saturated or unsaturated, unsubstituted or at least monosubstituted 3-, 4-, 5- or 6-membered cycloaliphatic residue;
wherein
unless otherwise stated the above-stated aliphatic C 1-10 residues may optionally in each case be substituted with 1, 2, 3, 4, 5, 6, 7, 8 or 9 substituents mutually independently selected from the group consisting of F, Cl, Br, I, —CN, —NO 2 , —OH, —NH 2 , —SH, —O(C 1-5 -alkyl), —S(C 1-5 -alkyl), —NH(C 1-5 -alkyl), —N(C 1-5 -alkyl)(C 1-5 -alkyl), —C(═O)—O—C 1-5 -alkyl, —O—C(═O)—C 1-5 -alkyl, —O-phenyl, phenyl, —OCF 3 and —SCF 3 ;
the above-stated 2- to 6-membered heteroalkylene group, C 1-6 -alkylene groups, C 2-6 -alkenylene groups and C 2-6 -alkynylene groups may optionally in each case be substituted with 1, 2, 3, 4, 5, 6, 7, 8 or 9 substituents mutually independently selected from the group consisting of F, Cl, Br, I, —CN, —NO 2 , —OH, —NH 2 , —SH, —O(C 1-5 -alkyl), —S(C 1-5 -alkyl), —NH(C 1-5 -alkyl), —N(C 1-5 -alkyl)(C 1-5 alkyl), —OCF 3 and —SCF 3 ;
the above-stated heteroalkylene groups may in each case optionally comprise 1, 2 or 3 heteroatom(s) mutually independently selected from the group consisting of oxygen, nitrogen (NH) and sulfur;
the above-stated (hetero)cycloaliphatic residues may optionally in each case be substituted with 1, 2, 3, 4 or 5 substituents mutually independently selected from the group consisting of —C 1-6 -alkylene-OH, ═CH 2 —O—C 1-5 -alkylene-oxetanyl, —C 1-5 -alkylene-O—C 1-5 -alkylene-oxetanyl, —CH 2 —NH—C 1-5 -alkyl, —CH 2 —N(C 1-5 -alkyl) 2 , —N[C(═O)—C 1-5 -alkyl]-phenyl, —CH 2 —O—C 1-5 -alkyl, oxo (═O), thioxo (═S), F, Cl, Br, I, —CN, —CF 3 —SF 5 , —OH, —O—C 1-5 -alkyl, —O—C(═O)—C 1-5 -alkyl, —NH 2 , —NO 2 , —O—CF 3 , —S—CF 3 , —SH, —S—C 1-5 -alkyl, —C 1-5 -alkyl, —C(═O)—C 1-5 -alkyl, —C(═O)—OH, —C(═O)—O—C 1-5 -alkyl, —NH-phenyl, —N(C 1-5 -alkyl)-phenyl, cyclohexyl, cyclopentyl, (4,5)-dihydroisoxazol, thiazol, (1,2,5)-thiadiazolyl, thiophenyl, phenethyl, piperidinyl, pyrrolidinyl, —(CH 2 )-pyridinyl, pyridinyl, —O-phenyl, —O-benzyl, phenyl and benzyl, wherein in each case the cyclic moiety of the residues oxetanyl, (4,5)-dihydroisoxazolyl, thiazol, (1,2,5)-thiadiazolyl, thiophenyl, phenethyl, —N[C(═O)—C 1-5 -alkyl]-phenyl, —NH-phenyl, —N(C 1-5 -alkyl)-phenyl, —(CH 2 )-pyridinyl, pyridinyl, —O-phenyl, —O-benzyl, phenyl and benzyl may optionally be substituted with 1, 2, 3, 4 or 5 substituents mutually independently selected from the group consisting of F, Cl, Br, —OH, —CF 3 , —SF 5 , CN, —NO 2 , —C 1-5 -alkyl, —O—C 1-5 -alkyl, —O—CF 3 , —S—CF 3 , phenyl and —O-benzyl;
and the above-stated (hetero)cycloaliphatic residues may in each case optionally comprise 1, 2 or 3 (further) heteroatom(s) mutually independently selected from the group consisting of oxygen, nitrogen and sulfur;
the rings of the above-stated mono- or polycyclic ring systems may optionally in each case be substituted with 1, 2, 3, 4 or 5 substituents mutually independently selected from the group consisting of oxo (═O), thioxo (═S), F, Cl, Br, I, —CN, —CF 3 —SF 5 , —OH, —O—C 1-5 -alkyl, —NH 2 —NO 2 —O—CF 3 —S—CF 3 —SH, —S—C 1-5 -alkyl, —C 1-5 -alkyl, —C(═O)—C 1-5 -alkyl, —C(═O)—OH—C(═O)—O—C 1-5 -alkyl, —NH—C 1-5 -alkyl, —N(C 1-5 -alkyl) 2 , —O-phenyl, —O-benzyl, phenyl and benzyl, wherein in each case the cyclic moiety of the residues —O-phenyl, —O-benzyl, phenyl and benzyl may optionally be substituted with 1, 2, 3, 4 or 5 substituents mutually independently selected from the group consisting of F, Cl, Br, —OH, —CF 3 , —SF 5 , —CN, —NO 2 , —C 1-5 -alkyl, —O—C 1-5 -alkyl, —O—CF 3 , —S—CF 3 , phenyl and —O-benzyl,
and the rings of the above-stated mono- or polycyclic ring systems are in each case 5-, 6- or 7-membered and may in each case optionally comprise 1, 2, 3, 4 or 5 heteroatom(s) as ring member(s), which are mutually independently selected from the group consisting of oxygen, nitrogen and sulfur;
and the above-stated aryl or heteroaryl residues may optionally in each case be substituted with 1, 2, 3, 4 or 5 substituents mutually independently selected from the group consisting of F, Cl, Br, I, —CN, —CF 3 —SF 5 , —OH, —O—C 1-5 -alkyl, —NH 2 —NO 2 , —O—CF 3 —S—CF 3 , —SH, —S—C 1-5 -alkyl, —C 1-5 -alkyl, —C(═O)—OH, —O(═O)—O—C 1-5 -alkyl, —NH—C 1-5 -alkyl, —N(C 1-5 -alkyl) 2 , —NH—S(═O) 2 —C 1-5 -alkyl, —NH—C(═O)—O—C 1-5 -alk-C(═O)—H—C(═O)—C 1-5 -alkyl, —C(═O)—NH 2 —C(═O)—NH—C 1-5 -alkyl, —C(═O)—N—(C 1-5 -alkyl) 2 , —O-phenyl, —O-benzyl, phenyl and benzyl, wherein in each case the cyclic moiety of the residues —O-phenyl, —O-benzyl, phenyl and benzyl may optionally be substituted with 1, 2, 3, 4 or 5 substituents mutually independently selected from the group consisting of F, Cl, Br, —OH, —CF 3 —, SF 5 , —CN, —NO 2 —, —C 1-5 -alkyl, —O—C 1-5 -alkyl, —O—CF 3 —S—CF 3 , phenyl and —O-benzyl, and
the above-stated heteroaryl residues in each case optionally comprise 1, 2, 3, 4 or 5 heteroatom(s) mutually independently selected from the group consisting of oxygen, nitrogen and sulfur as ring member(s);
D denotes CH or N;
p denotes 0, 1, 2 or 3;
q denotes 0, 1, 2 or 3;
K, L and M, mutually independently, in each case denote H, F, Cl, Br, I, —CN, —CF 3 , —SF 5 , —OH, —O—C 1-5 -alkyl, —NH 2 , —NO 2 , —O—CF 3 , —S—CF 3 , —SH, —S—C 1-5 -alkyl, —C 1-5 -alkyl, —C(═O)—OH, —C(═O)—O—C 1-5 -alkyl, —NH—C 1-5 -alkyl, —N(C 1-5 -alkyl) 2 , —NH—S(═O) 2 —C 1-5 -alkyl, —NH—C(═O)—O—C 1-5 -alkyl, —C(═O)—H, —C(═O)—C 1-5 -alkyl, —C(═O)—NH 2 , —C(═O)—NH—C 1-5 -alkyl, —C(═O)—N—(C 1-5 -alkyl) 2 , —O-phenyl, —O-benzyl, phenyl and benzyl, wherein in each case the cyclic moiety of the residues —O-phenyl, —O-benzyl, phenyl and benzyl may optionally be substituted with 1, 2, 3, 4 or 5 substituents mutually independently selected from the group consisting of F, Cl, Br, —OH, —CF 3 , —SF S , —CN, —NO 2 , —C 1-5 -alkyl, —O—C 1-5 -alkyl, —O—CF 3 , —S—CF 3 , phenyl and —O-benzyl;
W denotes —CN, —NR 34 R 35 , —C(═O)—R 36 or —C(═O)—OR 37 ;
and R 34 , R 35 , R 36 and R 37 , mutually independently, in each case denote hydrogen or denote a linear or branched, saturated or unsaturated aliphatic C 1-10 residue
denote an unsaturated or saturated, unsubstituted or at least monosubstituted 3-, 4-, 5-, 6-, 7-, 8- or 9-membered cycloaliphatic residue, which residue is in each case attached to the parent structure via a carbon atom in the ring of the cycloaliphatic residue and may be fused with a saturated or unsaturated, unsubstituted or at least monosubstituted mono- or polycyclic ring system and/or be attached via a linear or branched, unsubstituted or at least monosubstituted C 1-6 alkylene group or C 2-6 alkenylene group or C 2-6 alkynylene group;
or denote an unsubstituted or at least monosubstituted 5- to 14-membered aryl or heteroaryl residue, which may be fused with a saturated or unsaturated, unsubstituted or at least monosubstituted mono- or polycyclic ring system and/or be attached via a linear or branched, unsubstituted or at least monosubstituted C 1-6 alkylene group or C 2-6 -alkenylene group or C 2-6 -alkynylene group.
7 . Compounds of general formula B2 according to claim 6 ,
in which
U, T, V, X, n, R 1 , R 2 , R 3 , R 4 , R 5 , R 25 and R 26 have the meaning as defined in claim 6 ;
D denotes CH or N;
q denotes 0, 1, 2 or 3;
K, L and M, mutually independently, in each case denote H, F, Cl, Br, I, —CN, —CF 3 , —SF 5 , —OH, —O—C 1-5 -alkyl, —NH 2 , —NO 2 , —O—CF 3 , —S—CF 3 , —SH, —S—C 1-5 -alkyl, —C 1-5 -alkyl, —O(═O)—OH, —O(═O)—O—C 1-5 -alkyl, —NH—C 1-5 -alkyl, —N(C 1-5 -alkyl) 2 , —NH—S(═O) 2 —C 1-5 -alkyl, —NH—C(═O)—O—C 1-5 -alkyl, —C(═O)—H, —O(═O)—C 1-5 -alkyl, —C(═O)—NH 2 , —O(═O)—NH—C 1-5 -alkyl, —O(═O)—N—(C 1-5 -alkyl) 2 , —O-phenyl, —O-benzyl, phenyl and benzyl, wherein in each case the cyclic moiety of the residues —O-phenyl, —O-benzyl, phenyl and benzyl may optionally be substituted with 1, 2, 3, 4 or 5 substituents mutually independently selected from the group consisting of F, Cl, Br, —OH, —CF 3 , —SF 5 , —CN, —NO 2 , —C 1-5 -alkyl, —O—C 1-5 -alkyl, —O—CF 3 , —S—CF 3 , phenyl and —O-benzyl;
and R 34 and R 35 , mutually independently, in each case denote hydrogen or denote a linear or branched, saturated or unsaturated aliphatic C 1-10 residue;
denote an unsaturated or saturated, unsubstituted or at least monosubstituted 3-, 4-, 5-, 6-, 7-, 8- or 9-membered cycloaliphatic residue, which residue is in each case attached to the parent structure via a carbon atom in the ring of the cycloaliphatic residue and may be fused with a saturated or unsaturated, unsubstituted or at least monosubstituted mono- or polycyclic ring system and/or be attached via a linear or branched, unsubstituted or at least monosubstituted C 1-6 alkylene group or C 2-6 alkenylene group or C 2-6 alkynylene group;
or denote an unsubstituted or at least monosubstituted 5- to 14-membered aryl or heteroaryl residue, which may be fused with a saturated or unsaturated, unsubstituted or at least monosubstituted mono- or polycyclic ring system and/or be attached via a linear or branched, unsubstituted or at least monosubstituted C 1-6 alkylene group or C 2-6 -alkenylene group or C 2-6 -alkynylene group.
8 . Compounds according to claim 1 , characterized in that
X denotes O, S or N—CN; n denotes 0, 1, 2, 3 or 4; R 1 , R 2 , R 3 and R 4 , mutually independently, in each case denote H; F; Cl; Br; I; —SF 5 ;
—NO 2 ; —CN; —CF 3 ; —NH 2 ; —OH; —SH; —C(═O)—NH 2 ; —S(═O) 2 —NH 2 ; —C(═O)—NH—OH; —C(═O)—OH; —C(═O)—H; —S(═O) 2 —OH; —NHR 11 ; —NR 12 R 13 ; —OR 14 ; —SR 15 ; —C(═O)—NHR 16 ; —C(═O)—NR 17 R 18 ; —S(═O) 2 —NHR 19 ; —S(═O) 2 —NR 20 R 21 ; —C(═O)—OR 22 ; —C(═O)—R 23 ; —S(═O)—R 24 ; —S(═O) 2 —R 24 or denote an alkyl residue selected from the group consisting of methyl, ethyl, n-propyl, isopropyl, tert-butyl, n-butyl, sec-butyl, isobutyl, n-pentyl, n-hexyl and n-heptyl;
R 5 denotes H; F; Cl; Br; I; —SF 5 ; —NO 2 ; —CF 3 ; —CF 2 Cl; —CN; —NH 2 ; —OH; —SH; —C(═O)—NH 2 ; —S(═O) 2 —NH 2 ; —C(═O)—NH—OH; —C(═O)—OH; —C(═O)—H; —S(═O) 2 —OH; —NHR 11 ; —NR 12 R 13 ; —OR 14 ; —SR 15 ; —C(═O)—NHR 16 ; —C(═O)—NR 17 R 18 ; —S(═O) 2 —NHR 19 ; —S(═O) 2 —NR 2 OR 21 ; —C(═O)—OR 22 ; —C(═O)—R 23 ; —S(═O)—R 24 ; —S(═O) 2 —R 24 ;
denotes an alkyl residue selected from the group consisting of methyl, ethyl, n-propyl, isopropyl, tert-butyl, n-butyl, sec-butyl, isobutyl, n-pentyl, n-hexyl and n-heptyl;
or denotes a residue selected from the group consisting of cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, imidazolidinyl, tetrahydrofuranyl, tetrahydrothiophenyl, pyrrolidinyl, piperidinyl, morpholinyl, piperazinyl, azepanyl, diazepanyl, azocanyl and thiomorpholinyl, which is in each case attached to the parent structure via a carbon atom of the rings of the above-stated residues and may optionally in each case be substituted with 1, 2, 3, 4 or 5 substituents mutually independently selected from the group consisting of —CH 2 —O—CH 3 , —CH 2 —O—CH 2 —CH 3 , oxo (═O), thioxo (═S), F, Cl, Br, I, —CN, —CF 3 , —SF 5 , —OH, —O—CH 3 , —O—C 2 H 5 , —O—CH(CH 3 ) 2 , —O—C(CH 3 ) 3 , —NH 2 , —NO 2 , —O—CF 3 , —S—CF 3 , —SH, —S—CH 3 , —S—C 2 H 5 , —S—CH(CH 3 ) 2 , —S—C(CH 3 ) 3 , methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, isobutyl, tert-butyl, n-pentyl, —C(═O)—CH 3 , —C(═O)—C 2 H 5 , —C(═O)—CH(CH 3 ) 2 , —C(═O)—C(CH 3 ) 3 , —C(═O)—OH, —C(═O)—O—CH 3 , —C(═O)—O—C 2 H 5 , —C(═O)—O—CH(CH 3 ) 2 , —C(═O)—O—C(CH 3 ) 3 , —NH—CH 3 , —NH—C 2 H 5 , —NH—C(CH 3 ) 3 , —N(CH 3 ) 2 , —N(C 2 H 5 ) 2 , —N(CH 3 )(C 2 H 5 ), —NH-phenyl, —N(CH 3 )-phenyl, —N(C 2 H 5 )-phenyl, —N(C 2 H 5 )-phenyl, —O—CH 2 —CH 2 —CH 2 —CH 3 , piperidinyl, pyrrolidinyl, —O—C(═O)—CH 3 , —O—C(═O)—C 2 H 5 , —O—C(═O)—C(CH 3 ) 3 , —(CH 2 )-pyridinyl, pyridinyl, —O-phenyl, —O-benzyl, phenyl and benzyl, wherein in each case the cyclic moiety of the residues —NH-phenyl, —N(CH 3 )-phenyl, —N(C 2 H 5 )-phenyl, —(CH 2 )-pyridinyl, pyridinyl, —O-phenyl, —O-benzyl, phenyl and benzyl may optionally be substituted with 1, 2, 3, 4 or 5 substituents mutually independently selected from the group consisting of F, Cl, Br, —OH, —CF 3 , —SF 5 , —CN, —NO 2 , methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, isobutyl, tert-butyl, —O—CH 3 , —O—C 2 H 5 , —O—CH(CH 3 ) 2 , —O—C(CH 3 ) 3 , —O—CF 3 , —S—CF 3 , phenyl and —O-benzyl;
T denotes C—R 6 and U denotes C—R 7 and V denotes N and W denotes C—R 8 or T denotes C—R 6 and U denotes N and V denotes C—R 9 and W denotes C—R 8 or T denotes N and U denotes C—R 7 and V denotes C—R 9 and W denotes C—R 8 or T denotes N and U denotes N and V denotes C—R 9 and W denotes C—R 8 or T denotes N and U denotes C—R 7 and V denotes N and W denotes C—R 8 or T denotes C—R 6 and U denotes N and V denotes N and W denotes C—R 8 or T denotes C—R 6 and U denotes C—R 7 and V denotes C—R 9 and W denotes C—R 10 ; R 6 and R 7 , mutually independently, in each case denote H; F; Cl; Br; I; —SF 5 ; —NO 2 ; —CF 3 ; —CF 2 Cl; —CN; —NH 2 ; —OH; —SH; —C(═O)—NH 2 ; —S(═O) 2 —NH 2 ; —C(═O)—OH; —C(═O)—H; —S(═O) 2 —OH; —NHR 11 ; —NR 12 R 13 ; —OR 14 ; —SR 15 ; —C(═O)—NHR 16 ; —C(═O)—NR 17 R 18 ; —S(═O) 2 —NHR 19 ; —S(═O) 2 —NR 20 R 21 ; —C(═O)—OR 22 ; —C(═O)—R 23 , —S(═O)—R 24 ; —S(═O) 2 —R 24 ; denote an alkyl residue selected from the group consisting of methyl, ethyl, n-propyl, isopropyl, tert-butyl, n-butyl, sec-butyl, isobutyl, n-pentyl, n-hexyl and n-heptyl or denote a phenyl residue, which may be attached via a —(CH═CH)—, —C≡C—, —(CH 2 )—, —(CH 2 ) 2 — or —(CH 2 ) 3 -group and/or may optionally be substituted with 1, 2, 3, 4 or 5 substituents mutually independently selected from the group consisting of F, Cl, Br, I, —CN, —CF 3 , —SF 5 , —OH, —O—CH 3 , —O—C 2 H 5 , —O—CH(CH 3 ) 2 , —O—C(CH 3 ) 3 , —NH 2 , —NO 2 , —O—CF 3 , —S—CF 3 , —SH, —S—CH 3 , —S—C 2 H 5 , —S—CH(CH 3 ) 2 , —S—C(CH 3 ) 3 , methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, isobutyl, tert-butyl and n-pentyl; R 8 denotes H; F; Cl; Br; I; —SF 5 ; —NO 2 ; —CF 3 ; —CF 2 Cl; —CN; —NH 2 ; —OH; —SH; —C(═O)—NH 2 ; —S(═O) 2 —NH 2 ; —C(═O)—NH—OH; —C(═O)—OH; —C(═O)—H; —S(═O) 2 —OH; —NHR 11 ; —NR 12 R 13 ; —OR 14 ; —SR 15 ; —C(═O)—NHR 16 ; —C(═O)—NR 17 R 18 ; —S(═O) 2 —NHR 19 ; —S(═O) 2 —NR 2 OR 21 ; —C(═O)—OR 22 ; —C(═O)—R 23 ; —S(═O)—R 24 ; —S(═O) 2 —R 24 , —C(═NH)—NH 2 ; —C(═NH)—NH—R 27 ; —N═C(NH 2 ) 2 ; —N═C(NHR 28 )(NHR 29 );
denotes an alkyl residue selected from the group consisting of methyl, ethyl, n-propyl, isopropyl, tert-butyl, n-butyl, sec-butyl, isobutyl, n-pentyl, 3-methyl-but-1-yl, 4-methyl-pent-1-yl, (3,3)-dimethyl-but-1-yl, n-hexyl and n-heptyl;
denotes an alkenyl residue selected from the group consisting of 2-methyl-propen-1-yl, 3-methyl-but-2-en-1-yl, (3,3)-dimethyl-but-1-enyl, ethenyl, propenyl, butenyl, 1-octenyl, 1-heptenyl, 1-hexenyl and 1-pentenyl;
denotes an alkynyl residue selected from the group consisting of ethynyl, propynyl, butynyl, (3,3)-dimethyl-but-1-ynyl, 4-methyl-pent-1-ynyl, 1-hexynyl and pentynyl;
denotes a residue selected from the group consisting of cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, imidazolidinyl, tetrahydrofuranyl, tetrahydrothiophenyl, pyrrolidinyl, piperidinyl, morpholinyl, piperazinyl, azepanyl, diazepanyl, azocanyl and tthiomorpholinyl, which is in each case attached to the parent structure via a carbon atom of the rings of the above-stated residues or via a —(CH═CH)—, —CEO— or —C≡C—CH 2 -group and may optionally in each case be substituted with 1, 2, 3, 4 or 5 substituents mutually independently selected from the group consisting of —CN, —CH 2 —N(CH 3 ) 2 , —CH 2 —N(C 2 H 5 ) 2 , —CH 2 —NH—CH 3 , —CH 2 —NH—C 2 H 5 , —N—[C(═O)—C 2 H 5 ]-phenyl, —N—[C(═O)—CH 3 ]-phenyl, —CH 2 —O—CH 3 , —CH 2 —O—CH 2 —CH 3 , oxo (═O), thioxo (═S), F, Cl, Br, I, —CN, —CF 3 , —SF 5 , —OH, —O—CH 3 , —O—C 2 H 5 , —O—CH(CH 3 ) 2 , —O—C(CH 3 ) 3 , —NH 2 , —NO 2 , —O—CF 3 , —S—CF 3 , —SH, —S—CH 3 , —S—C 2 H 5 , —S—CH(CH 3 ) 2 , —S—C(CH 3 ) 3 , methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, isobutyl, tert-butyl, n-pentyl, —C(═O)—CH 3 , —C(═O)—C 2 H 5 , —C(═O)—CH(CH 3 ) 2 , —C(═O)—C(CH 3 ) 3 , —C(═O)—OH, —C(═O)—O—CH 3 , —C(═O)—O—C 2 H 5 , —C(═O)—O—CH(CH 3 ) 2 , —C(═O)—O—C(CH 3 ) 3 , —NH—CH 3 , —NH—C 2 H 5 , —NH—C(CH 3 ) 3 , —N(CH 3 ) 2 , —N(C 2 H 5 ) 2 , —N(CH 3 )(C 2 H 5 ), —NH-phenyl, —N(CH 3 )-phenyl, —N(C 2 H 5 )— phenyl, —N(C 2 H 5 )-phenyl, —O—CH 2 —CH 2 —CH 2 —CH 3 , piperidinyl, pyrrolidinyl, —O—C(═O)—CH 3 , —O—C(═O)—C 2 H 5 , —O—C(═O)—C(CH 3 ) 3 , —(CH 2 )-pyridinyl, pyridinyl, —O-phenyl, —O-benzyl, phenyl and benzyl, wherein in each case the cyclic moiety of the residues —NH-phenyl, —N(CH 3 )-phenyl, —N(C 2 H 5 )-phenyl, —(CH 2 )-pyridinyl, pyridinyl, —O-phenyl, —O-benzyl, phenyl and benzyl may optionally be substituted with 1, 2, 3, 4 or 5 substituents mutually independently selected from the group consisting of F, Cl, Br, —OH, —CF 3 , —SF 5 , —CN, —NO 2 , methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, isobutyl, tert-butyl, —O—CH 3 , —O—C 2 H 5 , —O—CH(CH 3 ) 2 , —O—C(CH 3 ) 3 , —O—CF 3 , —S—CF 3 , phenyl and —O-benzyl;
or denotes a residue selected from the group consisting of tetrazolyl, phenyl, naphthyl, (1,3)-benzodioxolyl, (1,4)-benzodioxanyl, thiophenyl, furanyl, pyrrolyl, pyrazolyl, pyrazinyl, pyranyl, triazolyl, pyridinyl, imidazolyl, indolyl, isoindolyl, benzo[b]furanyl, (2,3)-dihydrothieno[3,4-b][1,4]dioxinyl, benzo[b]thiophenyl, benzoxazolyl, benzisoxazolyl, thiazolyl, oxazolyl, isoxazolyl, pyridazinyl, pyrazinyl, pyrimidinyl, indazolyl, chinoxalinyl, chinolinyl and isochinolinyl, wherein the residue may in each case be attached via a —(CH═CH)—, —C≡C—, —(CH 2 )—, —(CH 2 ) 2 — or —(CH 2 ) 3 -group and/or in each case may optionally be substituted with 1, 2, 3, 4 or 5 substituents selected from the group consisting of F, Cl, Br, I, —CN, —CF 3 , —SF 5 , —OH, —O—CH 3 , —O—C 2 H 5 , —O—CH(CH 3 ) 2 , —O—C(CH 3 ) 3 , —NH 2 , —NO 2 , —O—CF 3 , —S—CF 3 , —SH, —S—CH 3 , —S—C 2 H 5 , —S—CH(CH 3 ) 2 , —S—C(CH 3 ) 3 , methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, isobutyl, tert-butyl, n-pentyl, —C(═O)—OH, —C(═O)—O—CH 3 , —C(═O)—O—O 2 H 5 , —C(═O)—O—CH(CH 3 ) 2 , —C(═O)—O—C(CH 3 ) 3 , —NH—CH 3 , —NH—C 2 H 5 , —NH—C(CH 3 ) 3 , —N(CH 3 ) 2 , —N(C 2 H 5 ) 2 , —N(CH 3 )(C 2 H 5 ), —NH—C(═O)—O—CH 3 , —NH—S(═O) 2 —CH 3 , —NH—S(═O 2 )—C 2 H 5 , —NH—S(═O) 2 —CH(CH 3 ) 2 , —NH—C(═O)—O—C 2 H 5 , —NH—C(═O)—O—C(CH 3 ) 3 , —C(═O)—H, —C(═O)—CH 3 , —C(═O)—C 2 H 5 , —C(═O)—CH(CH 3 ) 2 , —C(═O)—C(CH 3 ) 3 , —C(═O)—NH 2 , —C(═O)—NH—CH 3 , —C(═O)—NH—C 2 H 5 , —C(═O)—N(CH 3 ) 2 , —C(═O)—N(C 2 H 5 ) 2 , —O-phenyl, —O-benzyl, phenyl and benzyl, wherein in each case the cyclic moiety of the residues —O-phenyl, —O-benzyl, phenyl and benzyl may optionally be substituted with 1, 2, 3, 4 or 5 substituents mutually independently selected from the group consisting of F, Cl, Br, —OH, —CF 3 , —SF 5 , —CN, —NO 2 , —C 1-5 -alkyl, —O—C 1-5 -alkyl, —O—CF 3 , —S—CF 3 , phenyl and —O-benzyl;
R 9 denotes H; F; Cl; Br; I; —SF 5 ; —NO 2 ; —CF 3 ; —CF 2 Cl; —CN; —NH 2 ; —OH; —SH; —C(═O)—NH 2 ; —S(═O) 2 —NH 2 ; —C(═O)—NH—OH; —C(═O)—OH; —C(═O)—H; —S(═O) 2 —OH; —NHR 11 ; —NR 12 R 13 ; —OR 14 ; —SR 15 ; —C(═O)—NHR 18 ; —C(═O)—NR 17 R 18 ; —S(═O) 2 —NHR 19 ; —S(═O) 2 —NR 2 OR 21 ; —C(═O)—OR 22 ; —C(═O)—R 23 ; —S(═O)—R 24 ; —S(═O) 2 —R 24 or denotes an alkyl residue selected from the group consisting of methyl, ethyl, n-propyl, isopropyl, tert-butyl, n-butyl, sec-butyl, isobutyl, n-pentyl, n-hexyl and n-heptyl; R 10 denotes —SF 5 ; —NO 2 ; —CF 3 ; —CF 2 Cl; —CN; —NH 2 ; —OH; —SH; —C(═O)—NH 2 ; —S(═O) 2 —NH 2 ; —C(═O)—NH—OH; —C(═O)—OH; —C(═O)—H; —S(═O) 2 —OH; —NHR 11 ; —NR 12 R 13 ; —OR 14 ; —SR 15 ; —C(═O)—NHR 18 ; —C(═O)—NR 17 R 18 ; —S(═O) 2 —NHR 19 ; —S(═O) 2 —NR 2 OR 21 ; —C(═O)—OR 22 ; —C(═O)—R 23 ; —S(═O)—R 24 ; —S(═O) 2 —R 24 ; —C(═NH)—NH 2 ; —C(═NH)—NH—R 27 ; —N═C(NH 2 ) 2 ; —N═C(NHR 28 )(NHR 29 );
denotes an alkyl residue selected from the group consisting of methyl, ethyl, n-propyl, isopropyl, tert-butyl, n-butyl, sec-butyl, isobutyl, n-pentyl, n-hexyl and n-heptyl which is in each case substituted with optionally 1, 2, 3, 4, 5, 6, 7, 8 or 9 substituents mutually independently selected from the group consisting of —CN, —NO 2 , —OH, —NH 2 , —SH, —O—CH 3 , —O—C 2 H 5 , —O—CH(CH 3 ) 2 , —O—C(CH 3 ) 3 , —S—CH 3 , —S—C 2 H 5 , —S—CH(CH 3 ) 2 , —S—C(CH 3 ) 3 , —NH—CH 3 , —NH—C 2 H 5 , —NH—C(CH 3 ) 3 , —N(CH 3 ) 2 , —N(C 2 H 5 ) 2 , —N(CH 3 )(C 2 H 5 ), —OCF 3 and —SCF 3 ;
denotes a residue selected from the group consisting of cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, imidazolidinyl, tetrahydrofuranyl, tetrahydrothiophenyl, pyrrolidinyl, piperidinyl, morpholinyl, piperazinyl, azepanyl, diazepanyl, azocanyl and tthiomorpholinyl, which is in each case attached to the parent structure via a carbon atom of the rings of the above-stated residues or via a —(CH═CH)—, —C≡C— or —C≡C—CH 2 -group and may optionally in each case be substituted with 1, 2, 3, 4 or 5 substituents mutually independently selected from the group consisting of —CN, —CH 2 —N(CH 3 ) 2 , —CH 2 —N(C 2 H 5 ) 2 , —CH 2 —NH—CH 3 , —CH 2 —NH—C 2 H 5 , —N—[C(═O)—C 2 H 5 ]-phenyl, —N—[C(═O)—CH 3 ]-phenyl, —CH 2 —O—CH 3 , —CH 2 —O—CH 2 —CH 3 , oxo (═O), thioxo (═S), F, Cl, Br, I, —CN, —CF 3 , —SF 5 , —OH, —O—CH 3 , —O—C 2 H 5 , —O—CH(CH 3 ) 2 , —O—C(CH 3 ) 3 , —NH 2 , —NO 2 , —O—CF 3 , —S—CF 3 , —SH, —S—CH 3 , —S—C 2 H 5 , —S—CH(CH 3 ) 2 , —S—C(CH 3 ) 3 , methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, isobutyl, tert-butyl, n-pentyl, —C(═O)—CH 3 , —C(═O)—C 2 H 5 , —C(═O)—CH(CH 3 ) 2 , —C(═O)—C(CH 3 ) 3 , —C(═O)—OH, —C(═O)—O—CH 3 , —C(═O)—O—C 2 H 5 , —C(═O)—O—CH(CH 3 ) 2 , —C(═O)—O—C(CH 3 ) 3 , —NH—CH 3 , —NH—C 2 H 5 , —NH—C(CH 3 ) 3 , —N(CH 3 ) 2 , —N(C 2 H 5 ) 2 , —N(CH 3 )(C 2 H 5 ), —NH-phenyl, —N(CH 3 )-phenyl, —N(C 2 H 5 )— phenyl, —N(C 2 H 5 )-phenyl, —O—CH 2 —CH 2 —CH 2 —CH 3 , piperidinyl, pyrrolidinyl, —O—C(═O)—CH 3 , —O—C(═O)—C 2 H 5 , —O—C(═O)—C(CH 3 ) 3 , —(CH 2 )-pyridinyl, pyridinyl, —O-phenyl, —O-benzyl, phenyl and benzyl, wherein in each case the cyclic moiety of the residues —NH-phenyl, —N(CH 3 )-phenyl, —N(C 2 H 5 )-phenyl, —(CH 2 )-pyridinyl, pyridinyl, —O-phenyl, —O-benzyl, phenyl and benzyl may optionally be substituted with 1, 2, 3, 4 or 5 substituents mutually independently selected from the group consisting of F, Cl, Br, —OH, —CF 3 , —SF S , —CN, —NO 2 , methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, isobutyl, tert-butyl, —O—CH 3 , —O—C 2 H 5 , —O—CH(CH 3 ) 2 , —O—C(CH 3 ) 3 , —O—CF 3 , —S—CF 3 , phenyl and —O-benzyl;
or denotes a residue selected from the group consisting of tetrazolyl, phenyl, naphthyl, (1,3)-benzodioxolyl, (1,4)-benzodioxanyl, thiophenyl, furanyl, pyrrolyl, pyrazolyl, pyrazinyl, pyranyl, triazolyl, pyridinyl, imidazolyl, indolyl, isoindolyl, benzo[b]furanyl, (2,3)-dihydrothieno[3,4-b][1,4]dioxinyl, benzo[b]thiophenyl, benzoxazolyl, benzisoxazolyl, thiazolyl, oxazolyl, isoxazolyl, pyridazinyl, pyrazinyl, pyrimidinyl, indazolyl, chinoxalinyl, chinolinyl and isochinolinyl, wherein the residue may in each case be attached via a —(CH═CH)—, —C≡O—, —(CH 2 )—, —(CH 2 ) 2 — or —(CH 2 ) 3 -group and/or in each case may optionally be substituted with 1, 2, 3, 4 or 5 substituents selected from the group consisting of F, Cl, Br, I, —CN, —CF 3 , —SF 5 , —OH, —O—CH 3 , —O—C 2 H 5 , —O—CH(CH 3 ) 2 , —O—C(CH 3 ) 3 , —NH 2 , —NO 2 , —O—CF 3 , —S—CF 3 , —SH, —S—CH 3 , —S—C 2 H 5 , —S—CH(CH 3 ) 2 , —S—C(CH 3 ) 3 , methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, isobutyl, tert-butyl, n-pentyl, —O(═O)—OH, —O(═O)—O—CH 3 , —O(═O)—O—O 2 H 5 , —O(═O)—O—CH(CH 3 ) 2 , —O(═O)—O—C(CH 3 ) 3 , —NH—CH 3 , —NH—O 2 H 5 , —NH—C(CH 3 ) 3 , —N(CH 3 ) 2 , —N(C 2 H 5 ) 2 , —N(CH 3 )(C 2 H 5 ), —NH—C(═O)—O—CH 3 , —NH—S(═O) 2 —CH 3 , —NH—S(═O 2 )—O 2 H 5 , —NH—S(═O) 2 —CH(CH 3 ) 2 , —NH—C(═O)—O—O 2 H 5 , —NH—C(═O)—O—C(CH 3 ) 3 , —O(═O)—H, —C(═O)—OH 3 , —O(═O)—O 2 H 5 , —O(═O)—CH(OH 3 ) 2 , —O(═O)—O(OH 3 ) 3 , —O(═O)—NH 2 , —C(═O)—NH—CH 3 , —C(═O)—NH—C 2 H 5 , —C(═O)—N(CH 3 ) 2 , —O(═O)—N(C 2 H 5 ) 2 , —O-phenyl, —O-benzyl, phenyl and benzyl, wherein in each case the cyclic moiety of the residues —O-phenyl, —O-benzyl, phenyl and benzyl may optionally be substituted with 1, 2, 3, 4 or 5 substituents mutually independently selected from the group consisting of F, Cl, Br, —OH, —CF 3 , —SF 5 , —CN, —NO 2 , —C 1-5 -alkyl, —O—C 1-5 -alkyl, —O—CF 3 , —S—CF 3 , phenyl and —O-benzyl;
R 11 , R 12 , R 13 , R 14 , R 15 , R 16 , R 17 , R 18 , R 19 , R 20 , R 21 , R 22 , R 23 , R 24 , R 27 , R 28 and R 29 , mutually independently, in each case
denote a residue selected from the group consisting of methyl, ethyl, n-propyl, isopropyl, tert-butyl, n-butyl, sec-butyl, isobutyl, n-pentyl, n-hexyl, n-heptyl, 3-pentyl, 4-heptyl, n-octyl, n-nonyl, 5-nonyl, (2,6)-dimethyl-hept-4-yl, 3-methyl-butyl, n-hexyl, (3,3)-dimethylbutyl, ethenyl, propenyl, 2-butenyl, 3-butenyl, 2-pentenyl and 3-pentenyl;
denote a residue selected from the group consisting of 2,3-dihydro-1H-indenyl, cyclopropyl, oxetanyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, cyclopentenyl, cyclohexenyl, Cycloheptenyl, imidazolidinyl, tetrahydrofuranyl, tetrahydrothiophenyl, pyrrolidinyl, piperidinyl, morpholinyl, piperazinyl, azepanyl, diazepanyl, azocanyl and thiomorpholinyl, wherein the residue may in each case be attached via a —CH 2 —O—, —CH 2 —CH 2 —O—, —CH 2 —CH 2 —O—CH 2 —, —CH 2 —CH(CH 3 )—O—CH 2 , —(CH 2 )—, —(CH 2 ) 2 — or —(CH 2 ) 3 -group and/or in each case may optionally be substituted with 1, 2, 3, 4 or 5 substituents mutually independently selected from the group consisting of —CH 2 —O—CH 3 , —CH 2 —O—CH 2 —CH 3 , oxo (═O), thioxo (═S), F, Cl, Br, I, —CN, —CF 3 , —SF 5 , —OH, —O—CH 3 , —O—C 2 H 5 , —O—CH(CH 3 ) 2 , —O—C(CH 3 ) 3 , —NH 2 , —NO 2 , —O—CF 3 , —S—CF 3 , —SH, —S—CH 3 , —S—C 2 H 5 , —S—CH(CH 3 ) 2 , —S—C(CH 3 ) 3 , methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, isobutyl, tert-butyl, n-pentyl, —C(═O)—CH 3 , —C(═O)—C 2 H 5 , —C(═O)—CH(CH 3 ) 2 , —C(═O)—C(CH 3 ) 3 , —C(═O)—OH, —C(═O)—O—CH 3 , —C(═O)—O—C 2 H 5 , —C(═O)—O—CH(CH 3 ) 2 , —C(═O)—O—C(CH 3 ) 3 , —NH—CH 3 , —NH—C 2 H 5 , —NH—C(CH 3 ) 3 , —N(CH 3 ) 2 , —N(C 2 H 5 ) 2 , —N(CH 3 )(C 2 H 5 ), —NH-phenyl, —N(CH 3 )-phenyl, —N(C 2 H 5 )-phenyl, —N(C 2 H 5 )-phenyl, —O—CH 2 —CH 2 —CH 2 —CH 3 , piperidinyl, pyrrolidinyl, —O—C(═O)—CH 3 , —O—C(═O)—C 2 H 5 , —O—C(═O)—C(CH 3 ) 3 , —(CH 2 )-pyridinyl, pyridinyl, —O-phenyl, —O-benzyl, phenyl and benzyl, wherein in each case the cyclic moiety of the residues —NH-phenyl, —N(CH 3 )-phenyl, —N(C 2 H 5 )-phenyl, —(CH 2 )-pyridinyl, pyridinyl, —O-phenyl, —O-benzyl, phenyl and benzyl may optionally be substituted with 1, 2, 3, 4 or 5 substituents mutually independently selected from the group consisting of F, Cl, Br, —OH, —CF 3 , —SF 5 , —CN, —NO 2 , methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, isobutyl, tert-butyl, —O—CH 3 , —O—C 2 H 5 , —O—CH(CH 3 ) 2 , —O—C(CH 3 ) 3 , —O—CF 3 , —S—CF 3 , phenyl and —O-benzyl;
or denote a residue selected from the group consisting of phenyl, naphthyl, (1,3)-benzodioxolyl, (1,4)-benzodioxanyl, thiophenyl, furanyl, pyrrolyl, pyrazolyl, pyrazinyl, pyranyl, triazolyl, pyridinyl, imidazolyl, indolyl, isoindolyl, benzo[b]furanyl, benzo[b]thiophenyl, benzoxazolyl, benzisoxazolyl, thiazolyl, oxazolyl, isoxazolyl, pyridazinyl, pyrazinyl, pyrimidinyl, indazolyl, chinoxalinyl, chinolinyl and isochinolinyl, wherein the residue may in each case be attached via a —(CH 2 )—, —(CH 2 ) 2 — or —(CH 2 ) 3 -group and/or in each case may optionally be substituted with 1, 2, 3, 4 or 5 substituents selected from the group consisting of F, Cl, Br, I, —CN, —CF 3 , —SF 5 , —OH, —O—CH 3 , —O—C 2 H 5 , —O—CH(CH 3 ) 2 , —O—C(CH 3 ) 3 , —NH 2 , —NO 2 , —O—CF 3 , —S—CF 3 , —SH, —S—CH 3 , —S—C 2 H 5 , —S—CH(CH 3 ) 2 , —S—C(CH 3 ) 3 , methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, isobutyl, tert-butyl, n-pentyl, —O(═O)—OH, —O(═O)—O—CH 3 , —O(═O)—O—O 2 H 5 , —O(═O)—O—CH(CH 3 ) 2 , —O(═O)—O—C(CH 3 ) 3 , —NH—CH 3 , —NH—C 2 H 5 , —NH—C(CH 3 ) 3 , —N(CH 3 ) 2 , —N(C 2 H 5 ) 2 , —N(CH 3 )(O 2 H 5 ), —NH—C(═O)—O—CH 3 , —NH—C(═O)—O—C 2 H 5 , —NH—C(═O)—O—C(CH 3 ) 3 , —O(═O)—H, —C(═O)—CH 3 , —O(═O)—O 2 H 5 , —C(═O)—CH(CH 3 ) 2 , —O(═O)—C(CH 3 ) 3 , —C(═O)—NH 2 , —C(═O)—NH—CH 3 , —C(═O)—NH—O 2 H 5 , —C(═O)—N(CH 3 ) 2 , —O(═O)—N(C 2 H 5 ) 2 , —O-phenyl, —O-benzyl, phenyl and benzyl, wherein in each case the cyclic moiety of the residues —O-phenyl, —O-benzyl, phenyl and benzyl may optionally be substituted with 1, 2, 3, 4 or 5 substituents mutually independently selected from the group consisting of F, Cl, Br, —OH, —CF 3 , —SF 5 , —CN, —NO 2 , —C 1-5 -alkyl, —O—C 1-5 -alkyl, —O—CF 3 , —S—CF 3 , phenyl and —O-benzyl; or
R 12 and R 13 in each case together with the nitrogen atom joining them together as a ring member, form a residue selected from the group consisting of 3-aza-bicyclo[3.1.1]heptyl, 6-aza-spiro[2.5]octyl, 3-aza-bicyclo[3.2.1]octyl, 6-aza-bicyclo[3.3.1]heptyl, 8-aza-bicyclo[3.2.1]octyl, 1-oxa-2,8-diaza-spiro[4.5]dec-2-enyl, azocanyl, isoindolyl, indolyl, (1,2,3,6)-tetrahydropyridinyl, (4,5,6,7)-tetrahydroisoxazolo[5,4-c]pyridinyl, pyrrolidinyl, piperidinyl, (1,3,4,5)-tetrahydropyrido[4,3-b]indolyl, (3,4)-dihydro-1H-isochinolinyl, (1,3,4,9)-tetrahydro-[b]-carbolinyl, imidazolidinyl, (1,3)-thiazolidinyl, piperazinyl, morpholinyl, azepanyl, diazepanyl and thiomorpholinyl, which may optionally in each case be substituted with 1, 2, 3, 4 or 5 substituents mutually independently selected from the group consisting of —CH 2 —O—OH 2 -oxetanyl, —CH 2 —OH, —CH 2 —OH 2 —OH, ═CH 2 , —O—CH 2 -oxetanyl, (4,5)-dihydroisoxazolyl, thiazolyl, (1,2,5)-thiadiazolyl, thiophenyl, phenethyl, —CN, —CH 2 —N(CH 3 ) 2 , —CH 2 —N(C 2 H 5 ) 2 , —CH 2 —NH—CH 3 , —CH 2 —NH—C 2 H 5 , —N—[C(═O)—C 2 H 5 ]-phenyl, —N—[C(═O)—CH 3 ]-phenyl, —CH 2 —O—CH 3 , —CH 2 —O—CH 2 —CH 3 , oxo (═O), thioxo (═S), F, Cl, Br, I, —CN, —CF 3 , —SF 5 , —OH, —O—CH 3 , —O—C 2 H 5 , —O—CH(CH 3 ) 2 , —O—C(CH 3 ) 3 , —NH 2 , —NO 2 , —O—CF 3 , —S—CF 3 , —SH, —S—CH 3 , —S—C 2 H 5 , —S—CH(CH 3 ) 2 , —S—C(CH 3 ) 3 , methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, isobutyl, tert-butyl, n-pentyl, —C(═O)—CH 3 , —C(═O)—C 2 H 5 , —C(═O)—CH(CH 3 ) 2 , —C(═O)—C(CH 3 ) 3 , —C(═O)—OH, —C(═O)—O—CH 3 , —C(═O)—O—C 2 H 5 , —C(═O)—O—CH(CH 3 ) 2 , —C(═O)—O—C(CH 3 ) 3 , —NH—CH 3 , —NH—C 2 H 5 , —NH—C(CH 3 ) 3 , —N(CH 3 ) 2 , —N(C 2 H 5 ) 2 , —N(CH 3 )(C 2 H 5 ), —NH-phenyl, —N(CH 3 )-phenyl, —N(C 2 H 5 )-phenyl, —N(C 2 H 5 )-phenyl, —O—CH 2 —CH 2 —CH 2 —CH 3 , piperidinyl, pyrrolidinyl, cyclohexyl, cyclopentyl, —O—C(═O)—CH 3 , —O—C(═O)—C 2 H 5 , —O—C(═O)—C(CH 3 ) 3 , —(CH 2 )-pyridinyl, pyridinyl, —O-phenyl, —O-benzyl, phenyl and benzyl, wherein in each case the cyclic moiety of the residues oxetanyl, (4,5)-dihydroisoxazolyl, thiazolyl, (1,2,5)-thiadiazolyl, thiophenyl, phenethyl, —N—[C(═O)—C 2 H 5 ]-phenyl, —N—[C(═O)—CH 3 ]-phenyl, —NH-phenyl, —N(CH 3 )-phenyl, —N(C 2 H 5 )-phenyl, —(CH 2 )-pyridinyl, pyridinyl, —O-phenyl, —O-benzyl, phenyl and benzyl may optionally be substituted with 1, 2, 3, 4 or 5 substituents mutually independently selected from the group consisting of F, Cl, Br, —OH, —CF 3 , —SF 5 , —CN, —NO 2 , methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, isobutyl, tert-butyl, —O—CH 3 , —O—C 2 H 5 , —O—CH(CH 3 ) 2 , —O—C(CH 3 ) 3 , —O—CF 3 , —S—CF 3 , phenyl and —O-benzyl; and R 25 and R 26 , mutually independently, in each case denote a hydrogen residue;
denote an alkyl residue selected from the group consisting of methyl, ethyl, n-propyl, isopropyl, tert-butyl, n-butyl, sec-butyl, isobutyl, n-pentyl, n-hexyl and n-heptyl;
denote a residue selected from the group consisting of phenyl, naphthyl, (1,3)-benzodioxolyl, (1,4)-benzodioxanyl, thiophenyl, furanyl, pyrrolyl, pyrazolyl, pyrazinyl, pyranyl, triazolyl, pyridinyl, imidazolyl, indolyl, isoindolyl, benzo[b]furanyl, benzo[b]thiophenyl, benzoxazolyl, benzisoxazolyl, thiazolyl, oxazolyl, isoxazolyl, pyridazinyl, pyrazinyl, pyrimidinyl, indazolyl, chinoxalinyl, chinolinyl and isochinolinyl, wherein the residue may in each case be attached via a —(CH 2 )—, —(CH 2 ) 2 — or —(CH 2 ) 3 -group and/or in each case may optionally be substituted with 1, 2, 3, 4 or 5 substituents selected from the group consisting of F, Cl, Br, I, —CN, —CF 3 , —SF 5 , —OH, —O—CH 3 , —O—C 2 H 5 , —O—CH(CH 3 ) 2 , —O—C(CH 3 ) 3 , —NH 2 , —NO 2 , —O—CF 3 , —S—CF 3 , —SH, —S—CH 3 , —S—C 2 H 5 , —S—CH(CH 3 ) 2 , —S—C(CH 3 ) 3 , methyl, ethyl, n-propyl, isopropyl, n-butyln-butyl, sec-butyl, isobutyl, tert-butyl and n-pentyl;
or denote a residue selected from the group consisting of cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cyclopentenyl and cyclohexenyl;
providing that R 25 and R 26 do not in each case denote a hydrogen residue; or R 25 and R 26 in each case together with the carbon atom joining them together as a ring member, form a residue selected from the group consisting of cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cyclopentenyl and cyclohexenyl; wherein unless otherwise stated, the above-stated alkyl, alkenyl and alkynyl residues may in each case optionally be substituted with 1, 2, 3, 4, 5, 6, 7, 8 or 9 substituents mutually independently selected from the group consisting of alkenyl-C(═O)—O—CH 3 , —C(═O)—O—O 2 H 5 , —C(═O)—O—C(CH 3 ) 3 , —O—C(═O)—CH 3 , —O—C(═O)—C 2 H 5 , —O—C(═O)—CH(CH 3 ) 2 , —O—C(═O)—C(CH 3 ) 3 , —O-phenyl, phenyl, F, Cl, Br, I, —CN, —NO 2 , —OH, —NH 2 , —SH, —O—CH 3 , —O—C 2 H 5 , —O—CH(CH 3 ) 2 , —O—C(CH 3 ) 3 , —S—CH 3 , —S—C 2 H 5 , —S—CH(CH 3 ) 2 , —S—C(CH 3 ) 3 , —NH—CH 3 , —NH—C 2 H 5 , —NH—C(CH 3 ) 3 , —N(CH 3 ) 2 , —N(C 2 H 5 ) 2 , —N(CH 3 )(C 2 H 5 ), —OCF 3 and —SCF 3 ; in each case optionally in the form of one of the pure stereoisomers thereof, in particular enantiomers or diastereomers, the racemates thereof or in the form of a mixture of stereoisomers, in particular the enantiomers and/or diastereomers, in any desired mixing ratio, or in each case in the form of corresponding salts or in each case in the form of corresponding solvates.
9 . Compounds according to claim 1 , characterized in that
X denotes O, S or N—CN; Y denotes —NH 2 ; —NHR 30 ; —NR 31 R 32 ; denotes an alkyl residue selected from the group consisting of —CF 3 , —CH 2 —CF 3 , methyl, ethyl, n-propyl, isopropyl, tert-butyl, n-butyl, sec-butyl and isobutyl; n denotes 0, 1, 2, 3 or 4; R 1 , R 2 , R 3 and R 4 , mutually independently, in each case denote H; F; Cl; Br; I; —SF 5 ; —NO 2 ; —CN; —NH 2 ; —OH; —SH; —C(═O)—NH 2 ; —S(═O) 2 —NH 2 ; —C(═O)—NH—OH; —C(═O)—OH; —C(═O)—H; —S(═O) 2 —OH; —NHR 11 ; —NR 12 R 13 ; —OR 14 ; —SR 15 ; —S(═O)—R 24 ; —S(═O) 2 —R 24 or denote a residue selected from the group consisting of methyl, —CF 3 , —CCl 3 , —CBr 3 , —CHF 2 , —CH 2 F, —CF 2 Cl, —CCl 2 F, ethyl, —CF 2 —CH 3 , —CH 2 —CF 3 , —C 2 F 5 , —CH 2 —CCl 3 , —CH 2 —CBr 3 , —CHF—CF 2 Cl, —CF 2 —CF 2 Cl, —CFCl—CF 2 Cl, n-propyl, —CF 2 —CF 2 —CF 3 , —CF(CF 3 ) 2 , isopropyl, n-butyln-butyl, sec-butyl, isobutyl and tert-butyl; R 5 denotes F; Cl; Br; I; —SF 5 ; —OR 14 ; —SR 15 ; —S(═O)—R 24 ; —S(═O) 2 —R 24 ;
denotes a residue selected from the group consisting of methyl, —CF 3 , —CCl 3 , —CBr 3 , —CHF 2 , —CH 2 F, —CF 2 Cl, —CCl 2 F, —CH 2 —CN, —CH 2 —O—CH 3 , —CH 2 —O—CF 3 , —CH 2 —CF 3 , ethyl, —CF 2 —CH 3 , —CH 2 —CF 3 , —C 2 F 5 , —CH 2 —CCl 3 , —CH 2 —CBr 3 , —CHF—CF 2 Cl, —CF 2 —CF 2 Cl, —CFCl—CF 2 Cl, —CH 2 —CH 2 —CN, n-propyl, —CF 2 —CF 2 —CF 3 , —CF(CF 3 ) 2 , isopropyl, —CH 2 —CH 2 —CH 2 —CN, —CH 2 —O—CH 2 —CH 3 , —CH 2 —CH 2 —SF 3 , —CH 2 —CH 2 —OCF 3 , —CH(CH 3 )(O—CH 3 ), —CH(CH 3 )(S—CH 3 ), n-butyl, —CF 2 —CF 2 —CF 2 —CF 3 , —CH 2 —CH 2 —CH 2 —CH 2 —CN, n-butyl, sec-butyl, isobutyl, —C(CH 3 ) 2 (CH 2 OH), and tert-butyl;
or denotes a residue selected from the group consisting of cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cyclopentenyl and cyclohexenyl, which may optionally in each case be substituted with 1, 2, 3, 4 or 5 substituents mutually independently selected from the group consisting of oxo (═O), thioxo (═S), —OH, —O—CH 3 , —O—C 2 H 5 , —O—CH(CH 3 ) 2 , —O—C(CH 3 ) 3 , —O—CF 3 , —S—CF 3 , —SH, —S—CH 3 , —S—C 2 H 5 , —S—CH(CH 3 ) 2 , —S—C(CH 3 ) 3 , methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, isobutyl, tert-butyl and n-pentyl;
T denotes C—R 6 and U denotes C—R 7 and V denotes N and W denotes C—R 8 or T denotes C—R 6 and U denotes N and V denotes C—R 9 and W denotes C—R 8 or T denotes N and U denotes C—R 7 and V denotes C—R 9 and W denotes C—R 8 or T denotes N and U denotes N and V denotes C—R 9 and W denotes C—R 8 or T denotes N and U denotes C—R 7 and V denotes N and W denotes C—R 8 or T denotes C—R 6 and U denotes N and V denotes N and W denotes C—R 8 or T denotes C—R 6 and U denotes C—R 7 and V denotes C—R 9 and W denotes C—R 10 ; R 6 and R 7 , mutually independently, in each case denote H; F; Cl; Br; I; —SF S ; —NO 2 ; —CN; —NH 2 ; —OH; —SH; —C(═O)—NH 2 ; —S(═O) 2 —NH 2 ; —C(═O)—NH—OH; —C(═O)—OH; —C(═O)—H; —S(═O) 2 —OH; —NHR 11 ; —NR 12 R 13 ; —OR 14 ; —SR 15 ; —C(═O)—OR 22 ; —S(═O)—R 24 ; —S(═O) 2 —R 24 ; denote a residue selected from the group consisting of —CH 2 —OH, methyl, —CF 3 , —CCl 3 , —CBr 3 , —CHF 2 , —CH 2 F, —CF 2 Cl, —CCl 2 F, ethyl, —CF 2 —CH 3 , —CH 2 —CF 3 , —C 2 F 5 , —CH 2 —CCl 3 , —CH 2 —CBr 3 , —CHF—CF 2 Cl, —CF 2 —CF 2 Cl, —CFCl—CF 2 Cl, n-propyl, —CF 2 —CF 2 —CF 3 , —CF(CF 3 ) 2 , isopropyl, n-butyl, sec-butyl, isobutyl and tert-butyl or denote a phenyl residue, which may optionally be substituted with 1, 2, 3, 4 or 5 substituents mutually independently selected from the group consisting of F, Cl, Br, I, —CN, —CF 3 , —SF 5 , —OH, —O—CH 3 , —O—C 2 H 5 , —O—CH(CH 3 ) 2 , —O—C(CH 3 ) 3 , —NH 2 , —NO 2 , —O—CF 3 , —S—CF 3 , —SH, —S—CH 3 , —S—C 2 H 5 , —S—CH(CH 3 ) 2 , —S—C(CH 3 ) 3 , methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, isobutyl, tert-butyl and n-pentyl; R 8 denotes H; F; Cl; Br; I; —SF 5 ; —NO 2 ; —CN; —NH 2 ; —OH; —SH; —C(═O)—NH 2 ; —S(═O) 2 —NH 2 ; —C(═O)—NH—OH; —C(═O)—OH; —C(═O)—H; —S(═O) 2 —OH; —NHR 11 ; —NR 12 R 13 ; —OR 14 ; —SR 15 ; —C(═O)—OR 22 ; —S(═O)—R 24 ; —S(═O) 2 —R 24 ; —C(═NH)—NH 2 ; —C(═NH)—NH—R 27 ; —N═C(NH 2 ) 2 ; —N═C(NHR 28 )(NHR 29 );
or denotes a residue selected from the group consisting of methyl, —CF 3 , —CCl 3 , —CBr 3 , —CHF 2 , —CH 2 F, —CF 2 Cl, —CCl 2 F, ethyl, —CF 2 —CH 3 , —CH 2 —CF 3 , —C 2 F 5 , —CH 2 —CCl 3 , —CH 2 —CBr 3 , —CHF—CF 2 Cl, —CF 2 —CF 2 Cl, —CFCl—CF 2 Cl, n-propyl, —CF 2 —CF 2 —CF 3 , —CF(CF 3 ) 2 , —CH 2 —CH 2 —CH 2 —CF 3 , —CH 2 —CH 2 —CH 2 —CH 2 —CF 3 , —CH 2 —C(═O)—O—CH 3 , —CH 2 —C(═O)—C 2 H 5 , —CH 2 —C(═O)—C(CH 3 ) 3 , —CH 2 —O—C(═O)—CH 3 , —CH 2 —O—C(═O)—C 2 H 5 , —CH 2 —O—C(═O)—CH(CH 3 ) 2 , —CH 2 —O—C(═O)—C(CH 3 ) 3 , isopropyl, n-butyl, sec-butyl, isobutyl, tert-butyl, 3-methyl-but-1-yl, 4-methyl-pent-1-yl, n-pentyl, sec-pentyl, neo-pentyl, n-hexyl, 2-methyl-propen-1-yl, 3-methyl-but-2-en-1-yl, (3,3)-dimethyl-but-1-yl, (3,3)-dimethyl-but-1-enyl, ethenyl, propenyl, butenyl, 1-pentenyl, 1-octenyl, 1-heptenyl, 1-hexenyl, (3,3)-dimethyl-but-1-ynyl, 4-methyl-pent-1-ynyl, 1-hexynyl, ethynyl, propynyl, butynyl, pentynyl, —CF═CF 2 , —CCl═Cl 2 , —CH 2 —CF═CF 2 , —CH 2 —CCl═CCl 2 , —C≡C—I, —C≡C—F and —C≡C—Cl;
denotes a residue selected from the group consisting of cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cyclohexenyl, imidazolidinyl, tetrahydrofuranyl, tetrahydrothiophenyl, pyrrolidinyl, piperidinyl, morpholinyl, piperazinyl, azepanyl, diazepanyl, azocanyl and thiomorpholinyl, which is in each case attached to the parent structure via a carbon atom of the rings of the above-stated residues or via a —(CH═CH)—, —C≡C— or —C≡C—CH 2 -group and may optionally in each case be substituted with 1, 2, 3, 4 or 5 substituents mutually independently selected from the group consisting of —CN, —CH 2 —N(CH 3 ) 23 —CH 2 —N(C 2 H 5 ) 2 , —CH 2 —NH—CH 3 , —CH 2 —NH—C 2 H 5 , —N—[C(═O)—C 2 H 5 ]-phenyl, —N—[C(═O)—CH 3 ]-phenyl, oxo (═O), thioxo (═S), —OH, —O—CH 3 , —O—C 2 H 5 , —O—CH(CH 3 ) 2 , —O—C(CH 3 ) 3 , —O—CF 3 , —S—CF 3 , —SH, —S—CH 3 , —S—C 2 H 5 , —S—CH(CH 3 ) 2 , —S—C(CH 3 ) 3 , methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, isobutyl, tert-butyl, n-pentyl, —C(═O)—CH 3 , —C(═O)—C 2 H 5 , —C(═O)—CH(CH 3 ) 2 , —C(═O)—C(CH 3 ) 3 , —C(═O)—OH, —C(═O)—O—CH 3 , —C(═O)—O—C 2 H 5 , —C(═O)—O—CH(CH 3 ) 2 and —C(═O)—O—C(CH 3 ) 3 ;
or denotes a residue selected from the group consisting of (1,3)-benzodioxolyl, (1,4)-benzodioxanyl, tetrazolyl, (2,3)-dihydrothieno[3,4-b][1,4]dioxinyl, benzo[b]furanyl, phenyl, naphthyl, thiophenyl, furanyl, pyrrolyl, pyrazolyl, pyrazinyl, pyranyl, triazolyl, pyridinyl, imidazolyl, indolyl, isoindolyl, thiazolyl, oxazolyl, isoxazolyl, pyridazinyl, pyrazinyl, pyrimidinyl, indazolyl, chinoxalinyl, chinolinyl and isochinolinyl, which may in each case be attached via a —(CH═CH)—, —C≡C—, —(CH 2 )—, —(CH 2 ) 2 — or —(CH 2 ) 3 -groupand/or in each case may optionally be substituted with 1, 2, 3, 4 or 5 substituents selected from the group consisting of F, Cl, Br, I, —CN, —CF 3 , —SF S , —OH, —O—CH 3 , —O—C 2 H 5 , —O—CH(CH 3 ) 2 , —O—C(CH 3 ) 3 , —NH 2 , —NO 2 , —O—CF 3 , —S—CF 3 , —SH, —S—CH 3 , —S—C 2 H 5 , —S—CH(CH 3 ) 2 , —S—C(CH 3 ) 3 , methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, isobutyl, tert-butyl, n-pentyl, —C(═O)—OH, —C(═O)—O—CH 3 , —C(═O)—O—O 2 H 5 , —C(═O)—O—CH(CH 3 ) 2 , —C(═O)—O—C(CH 3 ) 3 , —NH—CH 3 , —NH—C 2 H 5 , —NH—C(CH 3 ) 3 , —N(CH 3 ) 2 , —N(C 2 H 5 ) 2 , —N(CH 3 )(C 2 H 5 ), —NH—C(═O)—O—CH 3 , —NH—S(═O) 2 —CH 3 , —NH—S(═O 2 )—C 2 H 5 , —NH—S(═O) 2 —CH(CH 3 ) 2 , —NH—C(═O)—O—C 2 H 5 , —NH—C(═O)—O—C(CH 3 ) 3 , —C(═O)—H, —C(═O)—CH 3 , —C(═O)—C 2 H 5 , —C(═O)—CH(CH 3 ) 23 —C(═O)—C(CH 3 ) 33 —C(═O)—NH 2 , —C(═O)—NH—CH 3 , —C(═O)—NH—C 2 H 5 , —C(═O)—N(CH 3 ) 2 , —C(═O)—N(C 2 H 5 ) 2 , —O-phenyl, —O-benzyl, phenyl and benzyl;
R 9 denotes H; F; Cl; Br; I; —SF 5 ; —NO 2 ; —CN; —NH 2 ; —OH; —SH; —C(═O)—NH 2 ; —S(═O) 2 —NH 2 ; —C(═O)—NH—OH; —C(═O)—OH; —C(═O)—H; —S(═O) 2 —OH; —NHR 11 ; —NR 12 R 13 ; —OR 14 ; —SR 15 ; —S(═O)—R 24 ; —S(═O) 2 —R 24 or denotes a residue selected from the group consisting of methyl, —CF 3 , —CCl 3 , —CBr 3 , —CHF 2 , —CH 2 F, —CF 2 Cl, —CCl 2 F, ethyl, —CF 2 —CH 3 , —CH 2 —CF 3 , —C 2 F 5 , —CH 2 —CCl 3 , —CH 2 —CBr 3 , —CHF—CF 2 OI, —CF 2 —CF 2 Cl, —CFCl—CF 2 Cl, n-propyl, —CF 2 —CF 2 —CF 3 , —CF(CF 3 ) 2 , isopropyl, n-butyl, sec-butyl, isobutyl and tert-butyl; R 10 denotes —SF 5 ; —NO 2 ; —CN; —NH 2 ; —OH; —SH; —C(═O)—NH 2 ; —S(═O) 2 —NH 2 ; —C(═O)—NH—OH; —C(═O)—OH; —C(═O)—H; —S(═O) 2 —OH; —NHR 11 ; —NR 12 R 13 ; —OR 14 ; —SR 15 ; —C(═O)—OR 22 ; —S(═O)—R 24 ; —S(═O) 2 —R 24 ; —C(═NH)—NH 2 ; —C(═NH)—NH—R 27 ; —N═C(NH 2 ) 2 ; —N═C(NHR 28 )(NHR 29 );
denotes a residue selected from the group consisting of cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cyclohexenyl, imidazolidinyl, tetrahydrofuranyl, tetrahydrothiophenyl, pyrrolidinyl, piperidinyl, morpholinyl, piperazinyl, azepanyl, diazepanyl, azocanyl and thiomorpholinyl, which is in each case attached to the parent structure via a carbon atom of the rings of the above-stated residues or via a —(CH═CH)—, —C≡C— or —C≡C—CH 2 -group and may optionally in each case be substituted with 1, 2, 3, 4 or 5 substituents mutually independently selected from the group consisting of —CN, —CH 2 —N(CH 3 ) 23 —CH 2 —N(C 2 H 5 ) 2 , —CH 2 —NH—CH 3 , —CH 2 —NH—C 2 H 5 , —N—[C(═O)—C 2 H 5 ]-phenyl, —N—[C(═O)—CH 3 ]-phenyl, oxo (═O), thioxo (═S), —OH, —O—CH 3 , —O—C 2 H 5 , —O—CH(CH 3 ) 2 , —O—C(CH 3 ) 3 , —O—CF 3 , —S—CF 3 , —SH, —S—CH 3 , —S—C 2 H 5 , —S—CH(CH 3 ) 2 , —S—C(CH 3 ) 3 , methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, isobutyl, tert-butyl, n-pentyl, —C(═O)—CH 3 , —C(═O)—C 2 H 5 , —C(═O)—CH(CH 3 ) 2 , —C(═O)—C(CH 3 ) 3 , —C(═O)—OH, —C(═O)—O—CH 3 , —C(═O)—O—C 2 H 5 , —C(═O)—O—CH(CH 3 ) 2 and —C(═O)—O—C(CH 3 ) 3 ;
or denotes a residue selected from the group consisting of (1,3)-benzodioxolyl, (1,4)-benzodioxanyl, tetrazolyl, (2,3)-dihydrothieno[3,4-b][1,4]dioxinyl, benzo[b]furanyl, phenyl, naphthyl, thiophenyl, furanyl, pyrrolyl, pyrazolyl, pyrazinyl, pyranyl, triazolyl, pyridinyl, imidazolyl, indolyl, isoindolyl, thiazolyl, oxazolyl, isoxazolyl, pyridazinyl, pyrazinyl, pyrimidinyl, indazolyl, chinoxalinyl, chinolinyl and isochinolinyl, which may in each case be attached via a —(CH═CH)—, —C≡C—, —(CH 2 )—, —(CH 2 ) 2 — or —(CH 2 ) 3 -groupand/or in each case may optionally be substituted with 1, 2, 3, 4 or 5 substituents selected from the group consisting of F, Cl, Br, I, —ON, —CF 3 , —SF S , —OH, —O—CH 3 , —O—C 2 H 5 , —O—CH(CH 3 ) 2 , —O—C(CH 3 ) 3 , —NH 2 , —NO 2 , —O—CF 3 , —S—CF 3 , —SH, —S—CH 3 , —S—C 2 H 5 , —S—CH(CH 3 ) 2 , —S—C(CH 3 ) 3 , methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, isobutyl, tert-butyl, n-pentyl, —C(═O)—OH, —C(═O)—O—CH 3 , —C(═O)—O—C 2 H 5 , —C(═O)—O—CH(CH 3 ) 2 , —C(═O)—O—C(CH 3 ) 3 , —NH—CH 3 , —NH—C 2 H 5 , —NH—C(CH 3 ) 3 , —N(CH 3 ) 2 , —N(C 2 H 5 ) 2 , —N(OH 3 )(O 2 H 5 ), —NH—C(═O)—O—CH 3 , —NH—S(═O) 2 —CH 3 , —NH—S(═O 2 )—C 2 H 5 , —NH—S(═O) 2 —CH(CH 3 ) 2 , —NH—C(═O)—O—O 2 H 5 , —NH—C(═O)—O—C(CH 3 ) 3 , —C(═O)—H, —C(═O)—CH 3 , —O(═O)—C 2 H 5 , —O(═O)—CH(CH 3 ) 2 , —O(═O)—C(OH 3 ) 3 , —O(═O)—NH 2 , —C(═O)—NH—CH 3 , —C(═O)—NH—C 2 H 5 , —C(═O)—N(CH 3 ) 2 , —C(═O)—N(C 2 H 5 ) 2 , —O-phenyl, —O-benzyl, phenyl and benzyl;
R 11 , R 12 , R 13 , R 14 , R 15 , R 22 , R 24 , R 27 , R 28 and R 29 , mutually independently, in each case
denote a residue selected from the group consisting of methyl, —CF 3 , —CCl 3 , —CBr 3 , —CHF 2 , —CH 2 F, —CF 2 Cl, —CCl 2 F, —CH 2 —ON, —CH 2 —O—CH 3 , —CH 2 —O—CF 3 , —CH 2 —CF 3 , ethyl, —CF 2 —CH 3 , —CH 2 —CF 3 , —C 2 F 5 , —CH 2 —CCl 3 , —CH 2 —CBr 3 , —CHF—CF 2 Cl, —CF 2 —CF 2 Cl, —CFCl—CF 2 Cl, —CH 2 —CH 2 —ON, n-propyl, —CF 2 —CF 2 —CF 3 , —CF(CF 3 ) 2 , isopropyl, —CH 2 —CH 2 —CH 2 —ON, —CH 2 —O—CH 2 —CH 3 , —CH 2 —CH 2 —SF 3 , —CH 2 —CH 2 —OCF 3 , —CH(CH 3 )(CH 3 ) 3 —CH(CH 3 )(S—CH 3 ), n-butyl, —CF 2 —CF 2 —CF 2 —CF 3 , —CH 2 —CH 2 —CH 2 —CH 2 —ON, sec-butyl, isobutyl, tert-butyl, n-pentyl, 3-pentyl, n-heptyl, 4-heptyl, n-octyl, n-nonyl, 5-nonyl, (2,6)-dimethyl-hept-4-yl, 3-methyl-butyl, n-hexyl, (3,3)-dimethylbutyl, —CH 2 —CH 2 —O—CH 3 , —CH 2 —CH 2 —O—C 2 H 5 , —CH 2 —CH 2 —O-phenyl, —CH 2 —CH 2 —CH 2 —O—CH 3 , ethenyl, propenyl, 2-butenyl, 3-butenyl, 2-pentenyl and 3-pentenyl;
denote a residue selected from the group consisting of 2,3-dihydro-1H-indenyl, cyclopropyl, oxetanyl, cyclobutyl, cyclopentyl, cyclohexyl, imidazolidinyl, tetrahydrofuranyl, tetrahydrothiophenyl, pyrrolidinyl, piperidinyl, morpholinyl, piperazinyl, azepanyl, diazepanyl, azocanyl and thiomorpholinyl, which may in each case be attached via a —CH 2 —O—, —CH 2 —CH 2 —O—, —CH 2 —CH 2 —O—CH 2 —, —CH 2 —CH(CH 3 )—O—CH 2 —, —(CH 2 )—, —(CH 2 ) 2 — or —(CH 2 ) 3 -group and/or in each case may optionally be substituted with 1, 2, 3, 4 or 5 substituents selected from the group consisting ofoxo (═O), thioxo (═S), —OH, —O—CH 3 , —O—C 2 H 5 , —O—CH(CH 3 ) 2 , —O—C(CH 3 ) 3 , —O—CF 3 , —S—CF 3 , —SH, —S—CH 3 , —S—C 2 H 5 , —S—CH(CH 3 ) 2 , —S—C(CH 3 ) 3 , methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, isobutyl, tert-butyl, n-pentyl, —C(═O)—CH 3 , —C(═O)—C 2 H 5 , —C(═O)—CH(CH 3 ) 2 , —C(═O)—C(CH 3 ) 3 , —C(═O)—OH, —O(═O)—O—CH 3 , —C(═O)—O—C 2 H 5 , —C(═O)—O—CH(CH 3 ) 2 and —C(═O)—O—C(CH 3 ) 3 ;
or denote a residue selected from the group consisting of phenyl, naphthyl, thiophenyl, furanyl, pyrrolyl, pyrazolyl, pyrazinyl, pyranyl, triazolyl, pyridinyl, imidazolyl, thiazolyl, oxazolyl and isoxazolyl, which may in each case be attached via a —(CH 2 )—, —(CH 2 ) 2 — or —(CH 2 ) 3 -group and/or in each case may optionally be substituted with 1, 2, 3, 4 or 5 substituents selected from the group consisting of F, Cl, Br, I, —CN, —CF 3 , —SF S , —OH, —O—CH 3 , —O—C 2 H 5 , —O—CH(CH 3 ) 2 , —O—C(CH 3 ) 3 , —NH 2 , —NO 2 , —O—CF 3 , —S—CF 3 , —SH, —S—CH 3 , —S—C 2 H 5 , —S—CH(CH 3 ) 2 , —S—C(CH 3 ) 3 , methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, isobutyl, tert-butyl, n-pentyl, —C(═O)—OH, —C(═O)—O—CH 3 , —C(═O)—O—O 2 H 5 , —C(═O)—O—CH(CH 3 ) 2 , —C(═O)—O—C(CH 3 ) 3 , —NH—CH 3 , —NH—C 2 H 5 , —NH—C(CH 3 ) 3 , —N(CH 3 ) 2 , —N(C 2 H 5 ) 2 , —N(CH 3 )(C 2 H 5 ), —NH—C(═O)—O—CH 3 , —NH—C(═O)—O—C 2 H 5 , —NH—C(═O)—O—C(CH 3 ) 3 , —C(═O)—H, —C(═O)—CH 3 , —C(═O)—C 2 H 5 , —C(═O)—CH(CH 3 ) 2 , —C(═O)—C(CH 3 ) 3 , —C(═O)—NH 2 , —C(═O)—NH—CH 3 , —C(═O)—NH—C 2 H 5 , —C(═O)—N(CH 3 ) 2 , —C(═O)—N(C 2 H 5 ) 2 , —O-phenyl, —O-benzyl, phenyl and benzyl;
or
R 12 and R 13 in each case together with the nitrogen atom joining them together as a ring member, form a residue selected from the group consisting of 3-aza-bicyclo[3.1.1]heptyl, 6-aza-spiro[2.5]octyl, 3-aza-bicyclo[3.2.1]octyl, 6-aza-bicyclo[3.3.1]heptyl, 8-aza-bicyclo[3.2.1]octyl, 1-oxa-2,8-diaza-spiro[4.5]dec-2-enyl, azocanyl, isoindolyl, indolyl, (1,2,3,6)-tetrahydropyridinyl, (4,5,6,7)-tetrahydroisoxazolo[5,4-c]pyridinyl, pyrrolidinyl, piperidinyl, piperazinyl, morpholinyl, azepanyl, diazepanyl and thiomorpholinyl, which may optionally in each case be substituted with 1, 2, 3, 4 or 5 substituents mutually independently selected from the group consisting of —CH 2 —O—CH 2 -oxetanyl, —CH 2 —OH, —CH 2 —CH 2 —OH, ═CH 2 , —O—CH 2 -oxetanyl, (4,5)-dihydroisoxazolyl, thiazolyl, (1,2,5)-thiadiazolyl, thiophenyl, phenethyl, —CN, —CH 2 —N(CH 3 ) 2 , —CH 2 —N(C 2 H 5 ) 2 , —CH 2 —NH—CH 3 , —CH 2 —NH—C 2 H 5 , —N—[C(═O)—C 2 H 5 ]-phenyl, —N—[C(═O)—CH 3 ]-phenyl, —CH 2 —O—CH 3 , —CH 2 —O—CH 2 —CH 3 , oxo (═O), thioxo (═S), F, Cl, Br, I, —CN, —CF 3 , —SF 5 , —OH, —O—CH 3 , —O—C 2 H 5 , —O—CH(CH 3 ) 2 , —O—C(CH 3 ) 3 , —NH 2 , —NO 2 , —O—CF 3 , —S—CF 3 , —SH, —S—CH 3 , —S—C 2 H 5 , —S—CH(CH 3 ) 2 , —S—C(CH 3 ) 3 , methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, isobutyl, tert-butyl, n-pentyl, —C(═O)—CH 3 , —C(═O)—C 2 H 5 , —C(═O)—CH(CH 3 ) 2 , —C(═O)—C(CH 3 ) 3 , —C(═O)—OH, —C(═O)—O—CH 3 , —C(═O)—O—C 2 H 5 , —C(═O)—O—CH(CH 3 ) 2 , —C(═O)—O—C(CH 3 ) 3 , —NH—CH 3 , —NH—C 2 H 5 , —NH—C(CH 3 ) 3 , —N(CH 3 ) 2 , —N(C 2 H 5 ) 2 , —N(CH 3 )(C 2 H 5 ), —NH-phenyl, —N(CH 3 )-phenyl, —N(C 2 H 5 )-phenyl, —N(C 2 H 5 )-phenyl, —O—CH 2 —CH 2 —CH 2 —CH 3 , cyclohexyl, cyclopentyl, piperidinyl, pyrrolidinyl, —O—C(═O)—CH 3 , —O—C(═O)—C 2 H 5 , —O—C(═O)—C(CH 3 ) 3 , —(CH 2 )-pyridinyl, pyridinyl, —O-phenyl, —O-benzyl, phenyl and benzyl, wherein in each case the cyclic moiety of the residues oxetanyl, (4,5)-dihydroisoxazolyl, thiazolyl, (1,2,5)-thiadiazolyl, thiophenyl, phenethyl, —N—[C(═O)—C 2 H 5 ]-phenyl, —N—[C(═O)—CH 3 ]-phenyl, —NH-phenyl, —N(CH 3 )-phenyl, —N(C 2 H 5 )-phenyl, —(CH 2 )— pyridinyl, pyridinyl, —O-phenyl, —O-benzyl, phenyl and benzyl may optionally be substituted with 1, 2, 3, 4 or 5 substituents mutually independently selected from the group consisting of —CF 3 , F, Cl, Br, —OH, —CF 3 , —SF 5 , —CN, —NO 2 , methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, isobutyl, tert-butyl, —O—CH 3 , —O—C 2 H 5 , —O—CH(CH 3 ) 2 , —O—C(CH 3 ) 3 , —O—CF 3 , —S—CF 3 , phenyl and —O-benzyl, and
R 25 and R 26 , mutually independently, in each case denote a hydrogen residue;
denote an alkyl residue selected from the group consisting of —CH 2 —OH, —CH 2 —CH 2 —OH, —CH 2 —CH 2 —CH 2 —OH, —CH 2 —CH 2 —CH 2 —CH 2 —OH, isopropyl, n-butyl, sec-butyl, isobutyl, methyl, ethyl and n-propyl;
denote a residue selected from the group consisting of phenyl, naphthyl, thiophenyl, furanyl, pyrrolyl, pyrazolyl, pyrazinyl, pyranyl, triazolyl, pyridinyl, imidazolyl, indolyl, isoindolyl, thiazolyl, oxazolyl, isoxazolyl, pyridazinyl, pyrazinyl, pyrimidinyl, indazolyl, chinoxalinyl, chinolinyl and isochinolinyl, which may in each case be attached via a —(CH 2 )—, —(CH 2 ) 2 — or —(CH 2 ) 3 -group and/or in each case may optionally be substituted with 1, 2, 3, 4 or 5 substituents selected from the group consisting of F, Cl, Br, I, —CN, —CF 3 , —SF S , —OH, —O—CH 3 , —O—C 2 H 5 , —O—CH(CH 3 ) 2 , —O—C(CH 3 ) 3 , —NH 2 , —NO 2 , —O—CF 3 , —S—CF 3 , —SH, —S—CH 3 , —S—C 2 H 5 , —S—CH(CH 3 ) 2 , —S—C(CH 3 ) 3 , methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, isobutyl, tert-butyl and n-pentyl;
or denote a residue selected from the group consisting of cyclopropyl, cyclobutyl, cyclopentyl and cyclohexyl;
providing that R 25 and R 26 do not in each case denote a hydrogen residue; or R 25 and R 26 in each case together with the carbon atom joining them together as a ring member, form a residue selected from the group consisting of cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl and cycloheptyl; and R 30 , R 31 and R 32 , mutually independently, in each case denote an alkyl residue selected from the group consisting of —CF 3 , —CH 2 —CF 3 , methyl, ethyl, n-propyl, isopropyl, tert-butyl, n-butyl, sec-butyl and isobutyl; in each case optionally in the form of one of the pure stereoisomers thereof, in particular enantiomers or diastereomers, the racemates thereof or in the form of a mixture of stereoisomers, in particular the enantiomers and/or diastereomers, in any desired mixing ratio, or in each case in the form of corresponding salts or in each case in the form of corresponding solvates.
10 . Compounds according to claim 1 , characterized in that
X denotes O, S or N—CN; Y denotes —NH 2 ; —NHR 30 ; —NR 31 R 32 ; denotes an alkyl residue selected from the group consisting of —CF 3 , —CH 2 —CF 3 , methyl, ethyl, n-propyl, isopropyl, tert-butyl, n-butyl, sec-butyl and isobutyl; n denotes 0, 1 or 2; R 1 , R 3 and R 4 , mutually independently, in each case denote H; F; Cl; Br; or denote a residue selected from the group consisting of methyl, —CF 3 , —CCl 3 , —CBr 3 , —CHF 2 , —CH 2 F, —CF 2 Cl, —CCl 2 F, ethyl, —CF 2 —CH 3 , —CH 2 —CF 3 , —C 2 F 5 , —CH 2 —CCl 3 , —CH 2 —CBr 3 , —CHF—CF 2 Cl, —CF 2 —CF 2 C1 and —CFCl—CF 2 O 1 ; R 2 denotes F; Cl; Br; I or denotes a residue selected from the group consisting of methyl, —CF 3 , —CCl 3 , —CBr 3 , —CHF 2 , —CH 2 F, —CF 2 Cl, —CCl 2 F, ethyl, —CF 2 —CH 3 , —CH 2 —CF 3 , —C 2 F 5 , —CH 2 —CCl 3 , —CH 2 —CBr 3 , —CHF—CF 2 Cl, —CF 2 —CF 2 Cl, —CFCl—CF 2 Cl, n-propyl, —CF 2 —CF 2 —CF 3 , —CF(CF 3 ) 2 , isopropyl, sec-butyl, isobutyl, tert-butyl, —O—CH 3 , —O—CF 3 , —O—CCl 3 , —O—CBr 3 , —O—CHF 2 , —O—CH 2 F, —O—CF 2 Cl, —O—CCl 2 F, —O—C 2 H 5 , —O—CF 2 —CH 3 , —O—CH 2 —CF 3 , —O—C 2 F 5 , —O—CH 2 —CCl 3 , —O—CH 2 —CBr 3 , —O—CHF—CF 2 Cl, —O—CF 2 —CF 2 Cl, —O—CFCl—CF 2 Cl, —O—CH 2 —CH 2 —CH 3 , —O—CF 2 —CF 2 —CF 3 , —O—CF(CF 3 ) 2 , —O—CH(CH 3 ) 2 , —O—C(CH 3 ) 3 , —S—CH 3 , —S—CF 3 , —S—CCl 3 , —S—CBr 3 , —S—CHF 2 , —S—CH 2 F, —S—CF 2 Cl, —S—CCl 2 F, —S—C 2 H 5 , —S—CF 2 —CH 3 , —S—CH 2 —CF 3 , —S—C 2 F 5 , —S—CH 2 —CCl 3 , —S—CH 2 —CBr 3 , —S—CHF—CF 2 Cl, —S—CF 2 —CF 2 Cl, —S—CFCl—CF 2 Cl, —S—CH 2 —CH 2 —CH 3 , —S—CF 2 —CF 2 —CF 3 , —S—CF(CF 3 ) 2 , —S—CH(CH 3 ) 2 and —S—C(CH 3 ) 3 ; R 5 denotes F; Cl; Br; I; —SF S ;
or denotes a residue selected from the group consisting of methyl, ethyl, —CF 3 , —CCl 3 , —CBr 3 , —CHF 2 , —CH 2 F, —CF 2 Cl, —CCl 2 F, —CF 2 —CH 3 , —CH 2 —CF 3 , —C 2 F 5 , —CH 2 —CCl 3 , —CH 2 —CBr 3 , —CHF—CF 2 Cl, —CF 2 —CF 2 Cl, —CFCl—CF 2 Cl, —CF 2 —CF 2 —CF 3 , —CF(CF 3 ) 2 , sec-butyl, isobutyl, —C(CH 3 ) 2 (CH 2 OH), tert-butyl, —O—CF 3 , —O—CCl 3 , —O—CBr 3 , —O—CHF 2 , —O—CH 2 F, —O—CF 2 Cl, —O—CCl 2 F, —O—CF 2 —CH 3 , —O—CH 2 —CF 3 , —O—C 2 F 5 , —O—CH 2 —CCl 3 , —O—CH 2 —CBr 3 , —O—CHF—CF 2 Cl, —O—CF 2 —CF 2 Cl, —O—CFCl—CF 2 Cl, —O—CF 2 —CF 2 —CF 3 , —OCF(CF 3 ) 2 , —OCH(CH 3 ) 2 , —O—C(CH 3 ) 3 , —S—CF 3 , —S—CCl 3 , —S—CBr 3 , —S—CHF 2 , —S—CH 2 F, —S—CF 2 Cl, —S—CCl 2 F, —S—CF 2 —CH 3 , —S—CH 2 —CF 3 , —S—C 2 F 5 , —S—CH 2 —CCl 3 , —S—CH 2 —CBr 3 , —S—CHF—CF 2 Cl, —S—CF 2 —CF 2 Cl, —S—CFCl—CF 2 Cl, —S—CF 2 —CF 2 —CF 3 , —S—CF(CF 3 ) 2 , —S—CH(CH 3 ) 2 , —S—C(CH 3 ) 3 , —S(═O) 2 —CF 3 , —S(═O) 2 —CCl 3 , —S(═O) 2 —CBr 3 , —S(═O) 2 —CHF 2 , —S(═O) 2 —CH 2 F 3 , —S(═O) 2 —CF 2 Cl, —S(═O) 2 —CCl 2 F, —S(═O) 2 —CF 2 —CH 3 , —S(═O) 2 —CH 2 —CF 3 , —S(═O) 2 —C 2 F 3 —S(═O) 2 —CH 2 —CCl 3 , —S(═O) 2 —CH 2 —CBr 3 , —S(═O) 2 —CHF—CF 2 Cl, —S(═O) 2 —CF 2 —CF 2 Cl, —S(═O) 2 —CFCl—CF 2 Cl, —S(═O) 2 —CF 2 —CF 2 —CF 3 , —S(═O) 2 —CF(CF 3 ) 2 , —S(═O) 2 —CH(CH 3 ) 2 and —S(═O) 2 —C(CH 3 ) 3 ;
or denotes a residue selected from the group consisting of cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cyclopentenyl and cyclohexenyl;
T denotes C—R 6 and U denotes C—R 7 and V denotes N and W denotes C—R 5 or T denotes C—R 6 and U denotes N and V denotes C—R 9 and W denotes C—R 5 or T denotes N and U denotes C—R 7 and V denotes C—R 9 and W denotes C—R 8 or T denotes N and U denotes N and V denotes C—R 9 and W denotes C—R 8 or T denotes N and U denotes C—R 7 and V denotes N and W denotes C—R 8 or T denotes C—R 6 and U denotes N and V denotes N and W denotes C—R 8 or T denotes C—R 6 and U denotes C—R 7 and V denotes C—R 9 and W denotes C—R 10 ; R 6 and R 7 , mutually independently, in each case denote H; F; Cl; Br; I; —NO 2 ; —CN; —C(═O)—OCH 3 ; —C(═O)—OC 2 H 5 ; or denote a residue selected from the group consisting of —CH 2 —OH, methyl, —CF 3 , —CCl 3 , —CBr 3 , —CHF 2 , —CH 2 F, —CF 2 Cl, —CCl 2 F, ethyl, n-propyl, isopropyl, sec-butyl, isobutyl and tert-butyl or denote a phenyl residue, which may optionally be substituted in each case with 1, 2, 3, 4 or 5 substituents mutually independently selected from the group consisting of F, Cl, Br, I, —CN, —CF 3 , —SF S , —OH, —O—CH 3 , —O—C 2 H 5 , —O—CH(CH 3 ) 2 , —O—C(CH 3 ) 3 , —NH 2 , —NO 2 , —O—CF 3 , —S—CF 3 , —SH, —S—CH 3 , —S—C 2 H 5 , —S—CH(CH 3 ) 2 , —S—C(CH 3 ) 3 , methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, isobutyl, tert-butyl and n-pentyl; R 8 denotes H; F; Cl; Br; I; —OH; —CN; —NH 2 ; —NO 2 ; —NHR 11 ; —NR 12 R 13 ; —OR 14 ; —SR 15 ; —C(═O)—OR 22 ;
or denotes a residue selected from the group consisting of methyl, —CF 3 , —CCl 3 , —CBr 3 , —CHF 2 , —CH 2 F, —CF 2 Cl, —CCl 2 F, ethyl, —CF 2 —CH 3 , —CH 2 —CF 3 , —C 2 F 5 , —CH 2 —CCl 3 , —CH 2 —CBr 3 , —CHF—CF 2 Cl, —CF 2 —CF 2 Cl, —CFCl—CF 2 Cl, n-propyl, —CF 2 —CF 2 —CF 3 , —CF(CF 3 ) 2 , isopropyl, sec-butyl, isobutyl, tert-butyl, —CH 2 —CH 2 —CH 2 —CF 3 , —CH 2 —CH 2 —CH 2 —CH 2 —CF 3 , —CH 2 —C(═O)—O—CH 3 , —CH 2 —C(═O)—C 2 H 5 , —CH 2 —C(═O)—C(CH 3 ) 3 , —CH 2 —O—C(═O)—CH 3 , —CH 2 —O—C(═O)—C 2 H 5 , —CH 2 —O—C(═O)—CH(CH 3 ) 2 , —CH 2 —O—C(═O)—C(CH 3 ) 3 , n-butyl, 3-methyl-but-1-yl, 4-methyl-pent-1-yl, n-pentyl, n-hexyl, (3,3)-dimethyl-but-1-yl, (3,3)-dimethyl-but-1-ynyl, 4-methyl-pent-1-ynyl, 1-hexynyl, propynyl, ethynyl, butynyl, pentynyl, 2-methyl-propen-1-yl, 3-methyl-but-2-en-1-yl, 1-pentenyl, 1-octenyl, 1-heptenyl, 1-hexenyl and (3,3)-dimethyl-but-1-enyl;
denotes a residue selected from the group consisting of cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cyclohexenyl, pyrrolidinyl, piperidinyl, morpholinyl, piperazinyl, azepanyl, diazepanyl, azocanyl and thiomorpholinyl, which is in each case attached to the parent structure via a carbon atom of the rings of the above-stated residues or via a —(CH═CH)—, —C≡C— or —C≡C—CH 2 -group and may optionally in each case be substituted with 1, 2, 3, 4 or 5 substituents mutually independently selected from the group consisting of —C(═O)—O—CH 3 , —C(═O)—O—C 2 H 5 , —C(═O)—O—C(CH 3 ) 3 , —C(═O)—CH 3 , —C(═O)—C 2 H 5 , —C(═O)—C(CH 3 ) 3 , —CN, —CH 2 —N(CH 3 ) 2 , —CH 2 —N(C 2 H 5 ) 2 , —CH 2 —NH—CH 3 , —CH 2 —NH—C 2 H 5 , —N—[C(═O)—C 2 H 5 ]-phenyl, —N—[C(═O)—CH 3 ]-phenyl, oxo (═O), thioxo (═S), methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, isobutyl, tert-butyl and n-pentyl;
or denotes a residue selected from the group consisting of (1,3)-benzodioxolyl, (1,4)-benzodioxanyl, indolyl, tetrazolyl, (2,3)-dihydrothieno[3,4-b][1,4]dioxinyl, benzo[b]furanyl, phenyl, naphthyl, oxazolyl, thiazolyl, imidazolyl, pyrimidinyl, thiophenyl, furanyl and pyridinyl, which may in each case be attached via a —(CH═CH)—, —C(═O)—, —(CH 2 )—, —(CH 2 ) 2 — or —(CH 2 ) 3 -group and/or in each case may optionally be substituted with 1, 2, 3, 4 or 5 substituents selected from the group consisting of F, Cl, Br, I, —CN, —CF 3 , —SF S , —OH, —O—CH 3 , —O—C 2 H 5 , —NH 2 , —N(CH 3 ) 2 , —N(C 2 H 5 ) 2 , —NH—S(═O) 2 —CH 3 , —NH—S(═O 2 )—C 2 H 5 , —NH—S(═O) 2 —CH(CH 3 ) 2 , —NO 2 , —O—CF 3 , —S—CF 3 , —SH, —S—CH 3 , —S—C 2 H 5 , —S—CH(CH 3 ) 2 , —S—C(CH 3 ) 3 , methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, isobutyl and tert-butyl;
R 9 denotes H; F; Cl; Br; I; —NO 2 ; —CN; or denotes a residue selected from the group consisting of methyl, —CF 3 , —CCl 3 , —CBr 3 , —CHF 2 , —CH 2 F, —CF 2 Cl, —CCl 2 F, ethyl n-propyl, —CF 2 —CF 2 —CF 3 , —CF(CF 3 ) 2 , isopropyl, sec-butyl, isobutyl and tert-butyl; R 10 denotes —CN; —OH; —NH 2 ; —NO 2 ; —NHR 11 ; —NR 12 R 13 ; —OR 14 ; —SR 15 ; —C(═O)—OR 22 ;
denotes a residue selected from the group consisting of cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cyclohexenyl, pyrrolidinyl, piperidinyl, morpholinyl, piperazinyl, azepanyl, diazepanyl, azocanyl and thiomorpholinyl, which is in each case attached to the parent structure via a carbon atom of the rings of the above-stated residues or via a —(CH═CH)—, —C≡C— or —C≡C—CH 2 -group and may optionally in each case be substituted with 1, 2, 3, 4 or 5 substituents mutually independently selected from the group consisting of —C(═O)—O—CH 3 , —C(═O)—O—C 2 H 5 , —C(═O)—O—C(CH 3 ) 3 , —C(═O)—CH 3 , —C(═O)—C 2 H 5 , —C(═O)—C(CH 3 ) 3 , —CN, —CH 2 —N(CH 3 ) 2 , —CH 2 —N(C 2 H 5 ) 2 , —CH 2 —NH—CH 3 , —CH 2 —NH—C 2 H 5 , —N—[C(═O)—C 2 H 5 ]-phenyl, —N—[C(═O)—CH 3 ]-phenyl, oxo (═O), thioxo (═S), methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, isobutyl, tert-butyl and n-pentyl;
or denotes a residue selected from the group consisting of (1,3)-benzodioxolyl, (1,4)-benzodioxanyl, indolyl, tetrazolyl, (2,3)-dihydrothieno[3,4-b][1,4]dioxinyl, benzo[b]furanyl, phenyl, naphthyl, oxazolyl, thiazolyl, imidazolyl, pyrimidinyl, thiophenyl, furanyl and pyridinyl, which may in each case be attached via a —(CH═CH)—, —C≡C—, —(CH 2 )—, —(CH 2 ) 2 — or —(CH 2 ) 3 -group and/or in each case may optionally be substituted with 1, 2, 3, 4 or 5 substituents selected from the group consisting of F, Cl, Br, I, —CN, —CF 3 , —SF S , —OH, —O—CH 3 , —O—C 2 H 5 , —NH 2 , —N(CH 3 ) 2 , —N(C 2 H 5 ) 2 , —NH—S(═O) 2 —CH 3 , —NH—S(═O 2 )—C 2 H 5 , —NH—S(═O) 2 —CH(CH 3 ) 2 , —NO 2 , —O—CF 3 , —S—CF 3 , —SH, —S—CH 3 , —S—C 2 H 5 , —S—CH(CH 3 ) 23 —S—C(CH 3 ) 3 , methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, isobutyl and tert-butyl; R 11 , R 12 , R 13 , R 14 , R 15 and R 22 , mutually independently, in each case
denote a residue selected from the group consisting of methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, isobutyl, tert-butyl, n-pentyl, 3-pentyl, n-heptyl, 4-heptyl, n-octyl, n-nonyl, 5-nonyl, (2,6)-dimethyl-hept-4-yl, 3-methyl-butyl, n-hexyl, (3,3)-dimethylbutyl, —CH 2 —CH 2 —O—CH 3 , —CH 2 —CH 2 —O—C 2 H 5 , —CH 2 —CH 2 —O-phenyl, —CH 2 —CH 2 —CH 2 —O—CH 3 , ethenyl, propenyl, 2-butenyl, 3-butenyl, 2-pentenyl and 3-pentenyl;
denote a residue selected from the group consisting of 2,3-dihydro-1H-indenyl, cyclopropyl, oxetanyl, cyclobutyl, cyclopentyl, cyclohexyl, pyrrolidinyl, piperidinyl, morpholinyl, piperazinyl, azepanyl, diazepanyl, azocanyl and thiomorpholinyl, which may in each case be attached via a —CH 2 —O—, —CH 2 —CH 2 —O—, —CH 2 —CH 2 —O—CH 2 —, —CH 2 —CH(CH 3 )—O—CH 2 —, —(CH 2 )—, —(CH 2 ) 2 — or —(CH 2 ) 3 -group and/or in each case may optionally be substituted with 1, 2, 3, 4 or 5 substituents selected from the group consisting of methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, —C(═O)—O—CH 3 , —C(═O)—O—C 2 H 5 , —C(═O)—O—CH(CH 3 ) 2 and —C(═O)—O—C(CH 3 ) 3 ;
or denote a residue selected from the group consisting of —(CH 2 )— pyridinyl, —(CH 2 ) 2 -pyridinyl, benzyl, phenethyl, phenyl, naphthyl, oxazolyl, thiazolyl, imidazolyl, pyrimidinyl, thiophenyl, furanyl, pyrrolyl and pyridinyl, which may optionally be substituted in each case with 1, 2, 3, 4 or 5 substituents mutually independently selected from the group consisting of F, Cl, Br, I, —CN, —CF 3 , —SF S , —OH, —O—CH 3 , —O—C 2 H 5 , —NH 2 , —NO 2 , —O—CF 3 , —S—CF 3 , —SH, —S—CH 3 , —S—C 2 H 5 , —S—CH(CH 3 ) 2 , —S—C(CH 3 ) 3 , methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, isobutyl and tert-butyl; or
R 12 and R 13 in each case together with the nitrogen atom joining them together as a ring member, form a residue selected from the group consisting of 3-aza-bicyclo[3.1.1]heptyl, 6-aza-spiro[2.5]octyl, 3-aza-bicyclo[3.2.1]octyl, 6aza-bicyclo[3.3.1]heptyl, 8-aza-bicyclo[3.2.1]octyl, 1-oxa-2,8-diaza-spiro[4.5]dec-2-enyl, azocanyl, isoindolyl, indolyl, (1,2,3,6)-tetrahydropyridinyl, (4,5,6,7)-tetrahydroisoxazolo[5,4-c]pyridinyl, pyrrolidinyl, piperidinyl, piperazinyl, morpholinyl, azepanyl, diazepanyl and thiomorpholinyl, which may optionally in each case be substituted with 1, 2, 3, 4 or 5 substituents mutually independently selected from the group consisting of —CH 2 —O—CH 2 -oxetanyl, —O—CH 2 -oxetanyl, —CH 2 —OH, —CH 2 —CH 2 —OH, ═CH 2 , (4,5)-dihydroisoxazolyl, thiazolyl, (1,2,5)-thiadiazolyl, thiophenyl, phenethyl, —CN, —CH 2 —N(CH 3 ) 2 , —CH 2 —N(C 2 H 5 ) 2 , —CH 2 —NH—CH 3 , —CH 2 —NH—C 2 H 5 , —N—[C(═O)—C 2 H 5 ]-phenyl, —N—[C(═O)—CH 3 ]-phenyl, —CH 2 —O—CH 3 , —CH 2 —O—CH 2 —CH 3 , oxo (═O), thioxo (═S), F, Cl, Br, I, —CN, —CF 3 , —SF 5 , —OH, —O—CH 3 , —O—C 2 H 5 , —O—CH(CH 3 ) 2 , —O—C(CH 3 ) 3 , —NH 2 , —NO 2 , —O—CF 3 , —S—CF 3 , —SH, —S—CH 3 , —S—C 2 H 5 , —S—CH(CH 3 ) 2 , —S—C(CH 3 ) 3 , methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, isobutyl, tert-butyl, n-pentyl, —C(═O)—CH 3 , —C(═O)—C 2 H 5 , —C(═O)—CH(CH 3 ) 2 , —C(═O)—C(CH 3 ) 3 , —C(═O)—OH, —C(═O)—O—CH 3 , —C(═O)—O—C 2 H 5 , —C(═O)—O—CH(CH 3 ) 2 , —C(═O)—O—C(CH 3 ) 3 , —NH—CH 3 , —NH—C 2 H 5 , —NH—C(CH 3 ) 3 , —N(CH 3 ) 2 , —N(C 2 H 5 ) 2 , —N(CH 3 )(C 2 H 5 ), —NH-phenyl, —N(CH 3 )-phenyl, —N(C 2 H 5 )-phenyl, —N(C 2 H 5 )-phenyl, —O—CH 2 —CH 2 —CH 2 —CH 3 , cyclohexyl, cyclopentyl, piperidinyl, pyrrolidinyl, —O—C(═O)—CH 3 , —O—C(═O)—C 2 H 5 , —O—C(═O)—C(CH 3 ) 3 , —(CH 2 )-pyridinyl, pyridinyl, —O-phenyl, —O-benzyl, phenyl and benzyl, wherein in each case the cyclic moiety of the residues oxetanyl, (4,5)-dihydroisoxazolyl, thiazolyl, (1,2,5)-thiadiazolyl, thiophenyl, phenethyl, —N—[C(═O)—C 2 H 5 ]-phenyl, —N—[C(═O)—CH 3 ]-phenyl, —NH-phenyl, —N(CH 3 )-phenyl, —N(C 2 H 5 )-phenyl, —(CH 2 )-pyridinyl, pyridinyl, —O-phenyl, —O-benzyl, phenyl and benzyl may optionally be substituted with 1, 2, 3, 4 or 5 substituents mutually independently selected from the group consisting of —CF 3 , F, Cl, Br, —OH, —CF 3 , —SF 5 , —CN, —NO 2 , methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, isobutyl, tert-butyl, —O—CH 3 , —O—C 2 H 5 , —O—CH(CH 3 ) 2 , —O—C(CH 3 ) 3 , —O—CF 3 , —S—CF 3 , phenyl and —O-benzyl; and R 25 and R 26 , mutually independently, in each case denote a hydrogen residue; denote an alkyl residue selected from the group consisting of —CH 2 —OH, —CH 2 —CH 2 —OH, —CH 2 —CH 2 —CH 2 —OH, —CH 2 —CH 2 —CH 2 —CH 2 —OH, isopropyl, n-butyl, sec-butyl, isobutyl, methyl, ethyl and n-propyl or denote a residue selected from the group consisting of phenyl, benzyl, phenethyl, cyclopropyl, cyclobutyl, cyclopentyl and cyclohexyl; providing that R 25 and R 26 do not in each case denote a hydrogen residue; or R 25 and R 26 in each case together with the carbon atom joining them together as a ring member, form a residue selected from the group consisting of cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl and cycloheptyl; and R 30 , R 31 and R 32 , mutually independently, in each case denote an alkyl residue selected from the group consisting of —CF 3 , —CH 2 —CF 3 , methyl, ethyl, n-propyl, isopropyl, tert-butyl, n-butyl, sec-butyl and isobutyl; in each case optionally in the form of one of the pure stereoisomers thereof, in particular enantiomers or diastereomers, the racemates thereof or in the form of a mixture of stereoisomers, in particular the enantiomers and/or diastereomers, in any desired mixing ratio, or in each case in the form of corresponding salts or in each case in the form of corresponding solvates.
11 . Compounds according to claim 1 , characterized in that
X denotes O; Y denotes —NH 2 ; —NHR 30 ; —NR 31 R 32 ; denotes an alkyl residue selected from the group consisting of —CF 3 , —CH 2 —CF 3 , methyl, ethyl, n-propyl, isopropyl, tert-butyl, n-butyl, sec-butyl and isobutyl; n denotes 1; R 1 , R 3 and R 4 in each case denote H; R 2 denotes methyl; —O—CH 3 ; F; Cl; Br or I; R 5 denotes a residue selected from the group consisting of methyl, ethyl, —CF 3 , —CCl 3 , —CBr 3 , —CHF 2 , —CH 2 F, —CF 2 Cl, —CCl 2 F, —C(CH 3 ) 2 (CH 2 OH), tert-butyl, —O—CF 3 , —O—CCl 3 , —O—CBr 3 , —O—CHF 2 , —O—CH 2 F, —S—CF 3 , —S—CCl 3 , —S—CBr 3 , —S—CHF 2 and —S—CH 2 F; T denotes CH and U denotes CH and V denotes N and W denotes C—R 5 or T denotes CH and U denotes N and V denotes CH and W denotes C—R 5 or T denotes N and U denotes CH and V denotes CH and W denotes C—R 5 or T denotes N and U denotes N and V denotes CH and W denotes C—R 5 or T denotes N and U denotes CH and V denotes N and W denotes C—R 5 or T denotes CH and U denotes N and V denotes N and W denotes C—R 5 or T denotes CH and U denotes CH and V denotes CH and W denotes C—R 15 ; R 8 denotes H; F; Cl; Br; I; —CN; —OH; —NH 2 ; —NO 2 ; —NHR 11 ; —NR 12 R 13 ; —OR 14 ; —SR 15 ;
or denotes a residue selected from the group consisting of methyl, —CF 3 , —CCl 3 , —CBr 3 , —CHF 2 , —CH 2 F, —CF 2 Cl, —CCl 2 F, ethyl, —CF 2 —CH 3 , —CH 2 —CF 3 , —C 2 F 5 , —CH 2 —CCl 3 , —CH 2 —CBr 3 , —CHF—CF 2 Cl, —CF 2 —CF 2 Cl, —CFCl—CF 2 Cl, n-propyl, —CF 2 —CF 2 —CF 3 , —CF(CF 3 ) 2 , isopropyl, sec-butyl, isobutyl, tert-butyl, —CH 2 —CH 2 —CH 2 —CF 3 , —CH 2 —CH 2 —CH 2 —CH 2 —CF 3 , —CH 2 —C(═O)—O—CH 3 , —CH 2 —C(═O)—C 2 H 5 , —CH 2 —C(═O)—C(CH 3 ) 3 , —CH 2 —O—C(═O)—CH 3 , —CH 2 —O—C(═O)—C 2 H 5 , —CH 2 —O—C(═O)—CH(CH 3 ) 2 , —CH 2 —O—C(═O)—C(CH 3 ) 3 , n-butyl, 3-methyl-but-1-yl, 4-methyl-pent-1-yl, n-pentyl, n-pentyl, n-hexyl, (3,3)-dimethyl-but-1-yl, (3,3)-dimethyl-but-1-ynyl, 4-methyl-pent-1-ynyl, 1-hexynyl, pentynyl, butynyl, propynyl, ethynyl, 2-methyl-propen-1-yl, 3-methyl-but-2-en-1-yl, 1-pentenyl, 1-octenyl, 1-heptenyl, 1-hexenyl and (3,3)-dimethyl-but-1-enyl;
denotes a residue selected from the group consisting of cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cyclohexenyl, pyrrolidinyl, piperidinyl, morpholinyl, piperazinyl, azepanyl, diazepanyl, azocanyl and thiomorpholinyl, which is in each case attached to the parent structure via a carbon atom of the rings of the above-stated residues or via a —(CH═CH)—, —C≡C— or —C≡C—CH 2 -Gruppe and may optionally in each case be substituted with 1, 2, 3, 4 or 5 substituents mutually independently selected from the group consisting of —C(═O)—O—CH 3 , —C(═O)—O—C 2 H 5 , —C(═O)—O—C(CH 3 ) 3 , —C(═O)—CH 3 , —C(═O)—C 2 H 5 , —C(═O)—C(CH 3 ) 3 , —CN, —CH 2 —N(CH 3 ) 2 , —CH 2 —N(C 2 H 5 ) 2 , —CH 2 —NH—CH 3 , —CH 2 —NH—C 2 H 5 , —N—[C(═O)—C 2 H 5 ]-phenyl, —N—[C(═O)—CH 3 ]-phenyl, oxo (═O), thioxo (═S), methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, isobutyl, tert-butyl and n-pentyl;
or denotes a residue selected from the group consisting of tetrazolyl, (1,3)-benzodioxolyl, (1,4)-benzodioxanyl, (2,3)-dihydrothieno[3,4-b][1,4]dioxinyl, benzo[b]furanyl, indolyl, phenyl, naphthyl, oxazolyl, thiazolyl, imidazolyl, pyrimidinyl, thiophenyl, furanyl and pyridinyl, which may in each case be attached via a —(CH═CH)—, —C≡C—, —(CH 2 )—, —(CH 2 ) 2 — or —(CH 2 ) 3 -group and/or in each case may optionally be substituted with 1, 2, 3, 4 or 5 substituents selected from the group consisting of F, Cl, Br, I, —CN, —CF 3 , —SF S , —OH, —O—CH 3 , —O—C 2 H 5 , —NH 2 , —N(CH 3 ) 2 , —N(C 2 H 5 ) 2 , —NH—S(═O) 2 —CH 3 , —NH—S(═O 2 )—C 2 H 5 , —NH—S(═O) 2 —CH(CH 3 ) 2 , —NO 2 , —O—CF 3 , —S—CF 3 , —SH, —S—CH 3 , —S—C 2 H 5 , —S—CH(CH 3 ) 2 , —S—C(CH 3 ) 3 , methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, isobutyl and tert-butyl;
R 10 denotes —CN; —NH 2 ; —NO 2 ; —NHR 11 ; —NR 12 R 13 ; —OR 14 ; —SR 15 ;
denotes a radical selected from the group consisting of cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cyclohexenyl, pyrrolidinyl, piperidinyl, morpholinyl, piperazinyl, azepanyl, diazepanyl, azocanyl and thiomorpholinyl, which is in each case attached to the parent structure via a carbon atom of the rings of the above-stated residues or via a —(CH═CH)—, —C≡C— or —C≡C—CH 2 -group and may optionally in each case be substituted with 1, 2, 3, 4 or 5 substituents mutually independently selected from the group consisting of —C(═O)—O—CH 3 , —C(═O)—O—C 2 H 5 , —C(═O)—O—C(CH 3 ) 3 , —C(═O)—CH 3 , —C(═O)—C 2 H 5 , —C(═O)—C(CH 3 ) 3 , —CN, —CH 2 —N(CH 3 ) 2 , —CH 2 —N(C 2 H 5 ) 2 , —CH 2 —NH—CH 3 , —CH 2 —NH—C 2 H 5 , —N—[C(═O)—C 2 H 5 ]-phenyl, —N—[C(═O)—CH 3 ]-phenyl, oxo (═O), thioxo (═S), methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, isobutyl, tert-butyl and n-pentyl;
or denotes a radical selected from the group consisting of tetrazolyl, (1,3)-benzodioxolyl, (1,4)-benzodioxanyl, (2,3)-dihydrothieno[3,4-b][1,4]dioxinyl, benzo[b]furanyl, indolyl, phenyl, naphthyl, oxazolyl, thiazolyl, imidazolyl, pyrimidinyl, thiophenyl, furanyl and pyridinyl, which may in each case be attached via a —(CH═CH)—, —C≡C—, —(CH 2 )—, —(CH 2 ) 2 — or —(CH 2 ) 3 -group and/or in each case may optionally be substituted with 1, 2, 3, 4 or 5 substituents selected from the group consisting of F, Cl, Br, I, —CN, —CF 3 , —SF S , —OH, —O—CH 3 , —O—C 2 H 5 , —NH 2 , —N(CH 3 ) 23 —N(C 2 H 5 ) 23 —NH—S(═O) 2 —CH 3 , —NH—S(═O 2 )—C 2 H 5 , —NH—S(═O) 2 —CH(CH 3 ) 2 , —NO 2 , —O—CF 3 , —S—CF 3 , —SH, —S—CH 3 , —S—C 2 H 5 , —S—CH(CH 3 ) 23 —S—C(CH 3 ) 3 , methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, isobutyl and tert-butyl;
R 11 , R 12 , R 13 , R 14 and R 15 , mutually independently, in each case
denote a radical selected from the group consisting of methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, isobutyl, tert-butyl, n-pentyl, 3-pentyl, n-heptyl, 4-heptyl, n-octyl, n-nonyl, 5-nonyl, (2,6)-dimethyl-hept-4-yl, 3-methyl-butyl, n-hexyl, (3,3)-dimethylbutyl, —CH 2 —CH 2 —O—CH 3 , —CH 2 —CH 2 —O—C 2 H 5 , —CH 2 —CH 2 —O-phenyl, —CH 2 —CH 2 —CH 2 —O—CH 3 , ethenyl, propenyl, 2-butenyl, 3-butenyl, 2-pentenyl and 3-pentenyl;
denote a radical selected from the group consisting of 2,3-dihydro-1H-indenyl, oxetanyl, piperidinyl, pyrrolidinyl, cyclopropyl, cyclobutyl, cyclopentyl and cyclohexyl, which may in each case be attached via a —CH 2 —O—, —CH 2 —CH 2 —O—, —CH 2 —CH 2 —O—CH 2 —, —CH 2 —CH(CH 3 )—O—CH 2 , —(CH 2 )—, —(CH 2 ) 2 — or —(CH 2 ) 3 -group and/or in each case may optionally be substituted with 1, 2, 3, 4 or 5 substituents selected from the group consisting of methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, —C(═O)—O—CH 3 , —C(═O)—O—C 2 H 5 , —C(═O)—O—CH(CH 3 ) 2 and —C(═O)—O—C(CH 3 ) 3 ;
or denote a residue selected from the group consisting of —(CH 2 )— pyridinyl, —(CH 2 ) 2 -pyridinyl, benzyl, phenethyl, phenyl, naphthyl, thiophenyl, furanyl, pyrrolyl and pyridinyl, which in each case may optionally be substituted with 1, 2, 3, 4 or 5 substituents mutually independently selected from the group consisting of —CF 3 , F, Cl, Br, —O—CH 3 , —O—C 2 H 5 , methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, isobutyl and tert-butyl; or
R 12 and R 13 in each case together with the nitrogen atom joining them together as a ring member, form a residue selected from the group consisting of 3-aza-bicyclo[3.1.1]heptyl, 6-aza-spiro[2.5]octyl, 3-aza-bicyclo[3.2.1]octyl, 6-aza-bicyclo[3.3.1]heptyl, 8-aza-bicyclo[3.2.1]octyl, 1-oxa-2,8-diaza-spiro[4.5]dec-2-enyl, azocanyl, isoindolyl, indolyl, (1,2,3,6)-tetrahydropyridinyl, (4,5,6,7)-tetrahydroisoxazolo[5,4-c]pyridinyl, pyrrolidinyl, piperidinyl, (1,2,3,6)-tetrahydropyridinyl, piperazinyl, morpholinyl, azepanyl, diazepanyl and thiomorpholinyl, which may optionally in each case be substituted with 1 or 2 substituents mutually independently selected from the group consisting of —CH 2 —O—CH 2 -oxetanyl, —O—CH 2 -oxetanyl, —CH 2 —OH, —CH 2 —CH 2 —OH, ═CH 2 , —C(═O)—O—CH 3 , —C(═O)—O—O 2 H 5 , —C(═O)—O—C(CH 3 ) 3 , —C(═O)—CH 3 , —C(═O)—C 2 H 5 , —C(═O)—C(CH 3 ) 3 , —CN, —CH 2 —N(CH 3 ) 2 , —CH 2 —N(C 2 H 5 ) 2 , —CH 2 —NH—CH 3 , —CH 2 —NH—C 2 H 5 , —N—[C(═O)—C 2 H 5 ]-phenyl, —N—[C(═O)—CH 3 ]-phenyl, —CH 2 —O—CH 3 , —CH 2 —O—CH 2 —CH 3 , —NH 2 , —NH—CH 3 , —NH—C 2 H 5 , —N(CH 3 ) 2 , —N(C 2 H 5 ) 2 , —NH-phenyl, —N(CH 3 )-phenyl, —N(C 2 H 5 )-phenyl, oxo (═O), thioxo (═S), —OH, F, Cl, Br, —CF 3 , —O—CH 3 , —O—C 2 H 5 , —O—C(CH 3 ) 3 , —O—CH(CH 3 ) 2 , —O—CH 2 —CH 2 —CH 2 —CH 3 , methyl, ethyl, isopropyl, n-propyl, n-butyl, tert-butyl, sec-butyl, cyclohexyl, cyclopentyl, piperidinyl, pyrrolidinyl, —O-phenyl, —O—C(═O)—CH 3 , —O—C(═O)—C 2 H 5 , —O—C(═O)—C(CH 3 ) 3 , —(CH 2 )-pyridinyl, pyridinyl, phenyl and benzyl, wherein in each case the cyclic moiety of the residues oxetanyl, —N—[C(═O)—C 2 H 5 ]-phenyl, —N—[C(═O)—CH 3 ]-phenyl, —NH-phenyl, —N(CH 3 )-phenyl, —N(C 2 H 5 )-phenyl, —(CH 2 )-pyridinyl, pyridinyl, phenyl, —O-phenyl and benzyl may optionally be substituted with 1, 2, 3, 4 or 5 substituents mutually independently selected from the group consisting of —CF 3 , —OH, —O—CH 3 , —O—C 2 H 5 , F, Cl, Br, methyl, ethyl, isopropyl, n-propyl, n-butyl, tert-butyl and sec-butyl; and R 25 denotes an alkyl residue selected from the group consisting of —CH 2 —OH, —CH 2 —CH 2 —OH, —CH 2 —CH 2 —CH 2 —OH, —CH 2 —CH 2 —CH 2 —CH 2 —OH, isopropyl, n-butyl, sec-butyl, isobutyl, methyl, ethyl and n-propyl or denotes a residue selected from the group consisting of phenyl, benzyl, phenethyl, cyclopropyl, cyclobutyl, cyclopentyl and cyclohexyl; R 26 denotes a hydrogen residue or denote a residue selected from the group consisting of methyl, ethyl and n-propyl; or R 25 and R 26 in each case together with the carbon atom joining them together as a ring member, form a residue selected from the group consisting of cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl and cycloheptyl n; and R 30 , R 31 and R 32 , mutually independently, in each case denote an alkyl residue selected from the group consisting of —CF 3 , —CH 2 —CF 3 , methyl, ethyl, n-propyl, isopropyl, tert-butyl, n-butyl, sec-butyl and isobutyl; in each case optionally in the form of one of the pure stereoisomers thereof, in particular enantiomers or diastereomers, the racemates thereof or in the form of a mixture of stereoisomers, in particular the enantiomers and/or diastereomers, in any desired mixing ratio, or in each case in the form of corresponding salts or in each case in the form of corresponding solvates.
12 . Compounds according to claim 1 , characterized in that
X denotes O or S; n denotes 0, 1 or 2; R 1 , R 3 and R 4 in each case denote H; R 2 denote F; Cl; Br; I or denote a residue selected from the group consisting of methyl, —CF 3 , —CCl 3 , —CBr 3 , —CHF 2 , —CH 2 F, —O—CH 3 , —O—CF 3 , —O—CCl 3 , —O—CBr 3 , —O—CHF 2 , —O—CH 2 F, —S—CH 3 , —S—CF 3 , —S—CCl 3 , —S—CBr 3 , —S—CHF 2 , —S—CH 2 F, —S—CF 2 Cl and —S—CCl 2 F; R 5 denotes F; Cl; Br; I; —SF 5 ;
denotes a residue selected from the group consisting of methyl, ethyl, —CF 3 , —CCl 3 , —CBr 3 , —CHF 2 , —CH 2 F, —CF 2 Cl, —CCl 2 F, —C(CH 3 ) 2 (CH 2 OH), tert-butyl, —O—CF 3 , —O—CCl 3 , —O—CBr 3 , —O—CHF 2 , —O—CH 2 F, —O—CF 2 Cl, —O—CCl 2 F, —O—CF 2 —CH 3 , —S—CF 3 , —S—CCl 3 , —S—CBr 3 , —S—CHF 2 , —S—CH 2 F, —S—CF 2 Cl, —S—CCl 2 F, —S—CF 2 —CH 3 , —S(═O) 2 —CF 3 , —S(═O) 2 —CCl 3 , —S(═O) 2 —CBr 3 , —S(═O) 2 —CHF 2 , —S(═O) 2 —CH 2 F and —S(═O) 2 —CF 2 Cl;
or denotes a residue selected from the group consisting of cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cyclopentenyl and cyclohexenyl;
T denotes C—R 6 and U denotes C—R 7 and V denotes N and W denotes C—R 8 or T denotes C—R 6 and U denotes N and V denotes C—R 9 and W denotes C—R 8 or T denotes N and U denotes C—R 7 and V denotes C—R 9 and W denotes C—R 8 or T denotes N and U denotes N and V denotes C—R 9 and W denotes C—R 8 or T denotes N and U denotes C—R 7 and V denotes N and W denotes C—R 8 or T denotes C—R 6 and U denotes N and V denotes N and W denotes C—R 8 or T denotes C—R 6 and U denotes C—R 7 and V denotes C—R 9 and W denotes C—R 10 ; R 6 and R 7 in each case denote —CF 3 ; phenyl; —C(═O)—OCH 3 ; —C(═O)—OC 2 H 5 ; methyl; —CH 2 —OH; H; F; Cl; Br and I; R 8 denotes H; F; Cl; Br; I; —CN; —OH; —NH 2 ; —NO 2 ; —NHR 11 ; —NR 12 R 13 ; —OR 14 ; —SR 15 ; —C(═O)—OR 22 ;
denotes a residue selected from the group consisting of methyl, —CF 3 , —CCl 3 , —CBr 3 , —CHF 2 , —CH 2 F, —CF 2 Cl, —CCl 2 F, ethyl, —CF 2 —CH 3 , —CH 2 —CF 3 , —C 2 F 5 , —CH 2 —CCl 3 , —CH 2 —CBr 3 , —CHF—CF 2 Cl, —CF 2 —CF 2 Cl, —CFCl—CF 2 Cl, n-propyl, —CF 2 —CF 2 —CF 3 , —CF(CF 3 ) 2 , isopropyl, sec-butyl, isobutyl, tert-butyl, —CH 2 —CH 2 —CH 2 —CF 3 , —CH 2 —CH 2 —CH 2 —CH 2 —CF 3 , —CH 2 —C(═O)—O—CH 3 , —CH 2 —C(═O)—C 2 H 5 , —CH 2 —C(═O)—C(CH 3 ) 3 , —CH 2 —O—C(═O)—CH 3 , —CH 2 —O—C(═O)—C 2 H 5 , —CH 2 —O—C(═O)—CH(CH 3 ) 2 , —CH 2 —O—C(═O)—C(CH 3 ) 3 , n-butyl, n-pentyl, n-hexyl, (3,3)-dimethyl-but-1-yl, 4-methyl-pent-1-yl, (3,3)-dimethyl-but-1-ynyl, 4-methyl-pent-1-ynyl, 1-hexynyl, propynyl, ethynyl, butynyl, pentynyl, 2-methyl-propen-1-yl, 3-methyl-but-2-en-1-yl, 1pentenyl, 1-octenyl, 1-heptenyl, 1-hexenyl and (3,3)-dimethyl-but-1-enyl;
denotes a residue selected from the group consisting of cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cyclohexenyl, pyrrolidinyl, piperidinyl, morpholinyl, piperazinyl, azepanyl, diazepanyl, azocanyl and thiomorpholinyl, which is in each case attached to the parent structure via a carbon atom of the rings of the above-stated residues or via a —(CH═CH)—, —C≡C— or —C≡C—CH 2 -group and may optionally in each case be substituted with 1, 2, 3, 4 or 5 substituents mutually independently selected from the group consisting of —C(═O)—O—CH 3 , —C(═O)—O—C 2 H 5 , —C(═O)—O—C(CH 3 ) 3 , —C(═O)—CH 3 , —C(═O)—C 2 H 5 , —C(═O)—C(CH 3 ) 3 , —CN, —CH 2 —N(CH 3 ) 2 , —CH 2 —N(C 2 H 5 ) 2 , —CH 2 —NH—CH 3 , —CH 2 —NH—C 2 H 5 , —N—[C(═O)—C 2 H 5 ]-phenyl, —N—[C(═O)—CH 3 ]-phenyl, oxo (═O), thioxo (═S), methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, isobutyl, tert-butyl and n-pentyl;
or denote a residue selected from the group consisting of (1,3)-benzodioxolyl, (1,4)-benzodioxanyl, indolyl, tetrazolyl, (2,3)-dihydrothieno[3,4-b][1,4]dioxinyl, benzo[b]furanyl, phenyl, naphthyl, oxazolyl, thiazolyl, imidazolyl, pyrimidinyl, thiophenyl, furanyl and pyridinyl, which may in each case be attached via a —(CH═CH)—, —C≡C—, —(CH 2 )—, —(CH 2 ) 2 — or —(CH 2 ) 3 -group and/or in each case may optionally be substituted with 1, 2, 3, 4 or 5 substituents selected from the group consisting of F, Cl, Br, I, —CN, —CF 3 , —SF S , —OH, —O—CH 3 , —O—C 2 H 5 , —NH 2 , —N(CH 3 ) 2 , —N(C 2 H 5 ) 2 , —NH—S(═O) 2 —CH 3 , —NH—S(═O 2 )—C 2 H 5 , —NH—S(═O) 2 —CH(CH 3 ) 2 , —NO 2 , —O—CF 3 , —S—CF 3 , —SH, —S—CH 3 , —S—C 2 H 5 , —S—CH(CH 3 ) 2 , —S—C(CH 3 ) 3 , methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, isobutyl and tert-butyl;
R 9 denotes —CF 3 ; H; F; Cl; Br or I; R 10 denotes —CN; —NH 2 ; —NO 2 ; —NHR 11 ; —NR 12 R 13 ; —OR 14 ; —SR 15 ; —C(═O)—OR 22 ;
denotes a residue selected from the group consisting of cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cyclohexenyl, pyrrolidinyl, piperidinyl, morpholinyl, piperazinyl, azepanyl, diazepanyl, azocanyl and thiomorpholinyl, which is in each case attached to the parent structure via a carbon atom of the rings of the above-stated residues or via a —(CH═CH)—, —C≡C— or —C≡C—CH 2 -group and may optionally in each case be substituted with 1, 2, 3, 4 or 5 substituents mutually independently selected from the group consisting of —C(═O)—O—CH 3 , —C(═O)—O—C 2 H 5 , —C(═O)—O—C(CH 3 ) 3 , —C(═O)—CH 3 , —C(═O)—C 2 H 5 , —C(═O)—C(CH 3 ) 3 , —ON, —CH 2 —N(CH 3 ) 2 , —CH 2 —N(C 2 H 5 ) 2 , —CH 2 —NH—CH 3 , —CH 2 —NH—C 2 H 5 , —N—[C(═O)—C 2 H 5 ]-phenyl, —N—[C(═O)—CH 3 ]-phenyl, oxo (═O), thioxo (═S), methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, isobutyl, tert-butyl and n-pentyl;
or denotes a residue selected from the group consisting of (1,3)-benzodioxolyl, (1,4)-benzodioxanyl, indolyl, tetrazolyl, (2,3)-dihydrothieno[3,4-b][1,4]dioxinyl, benzo[b]furanyl, phenyl, naphthyl, oxazolyl, thiazolyl, imidazolyl, pyrimidinyl, thiophenyl, furanyl and pyridinyl, which may in each case be attached via a —(CH═CH)—, —C≡C—, —(CH 2 )—, —(CH 2 ) 2 — or —(OH 2 ) 3 -group and/or in each case may optionally be substituted with 1, 2, 3, 4 or 5 substituents selected from the group consisting of F, Cl, Br, I, —ON, —CF 3 , —SF S , —OH, —O—CH 3 , —O—C 2 H 5 , —NH 2 , —N(CH 3 ) 23 —N(C 2 H 5 ) 2 , —NH—S(═O) 2 —CH 3 , —NH—S(═O 2 )—C 2 H 5 , —NH—S(═O) 2 —CH(CH 3 ) 2 , —NO 2 , —O—CF 3 , —S—CF 3 , —SH, —S—CH 3 , —S—C 2 H 5 , —S—CH(CH 3 ) 2 , —S—C(CH 3 ) 3 , methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, isobutyl and tert-butyl;
R 11 , R 12 , R 13 , R 14 , R 15 and R 22 , mutually independently, in each case
denote a residue selected from the group consisting of methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, isobutyl, n-pentyl, 3-pentyl, n-heptyl, 4-heptyl, n-octyl, n-nonyl, 5-nonyl, (2,6)-dimethyl-hept-4-yl, 3-methyl-butyl, n-hexyl, (3,3)-dimethylbutyl, —OH 2 —OH 2 —O—OH 3 , —CH 2 —CH 2 —O—C 2 H 5 , —CH 2 —CH 2 —O-phenyl, —CH 2 —CH 2 —CH 2 —O—CH 3 , ethenyl, propenyl, 2-butenyl, 3-butenyl, 2-pentenyl, 3-pentenyl and tert-butyl;
denote a residue selected from the group consisting of 2,3-dihydro-1H-indenyl, piperidinyl, pyrrolidinyl, cyclopropyl, oxetanyl, cyclobutyl, cyclopentyl and cyclohexyl, which may in each case be attached via a —CH 2 —O—, —CH 2 —CH 2 —O—, —CH 2 —CH 2 —O—CH 2 —, —CH 2 —CH(CH 3 )—O—CH 2 —, —(CH 2 )—, —(CH 2 ) 2 — or —(CH 2 ) 3 -group and/or in each case may optionally be substituted with 1, 2, 3, 4 or 5 substituents selected from the group consisting of methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, —C(═O)—O—CH 3 , —C(═O)—O—C 2 H 5 , —C(═O)—O—CH(CH 3 ) 2 and —C(═O)—O—C(CH 3 ) 3 ;
or denote a residue selected from the group consisting of —(CH 2 )— pyridinyl, —(CH 2 ) 2 -pyridinyl, benzyl, phenethyl, phenyl, naphthyl, thiophenyl, furanyl, pyrrolyl and pyridinyl, which in each case may optionally be substituted with 1, 2, 3, 4 or 5 substituents selected from the group consisting of —CF 3 , F, Cl, Br, —O—CH 3 , —O—C 2 H 5 , methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, isobutyl and tert-butyl; or
R 12 and R 13 in each case together with the nitrogen atom joining them together as a ring member, form a residue selected from the group consisting of 3-aza-bicyclo[3.1.1]heptyl, 6-aza-spiro[2.5]octyl, 3-aza-bicyclo[3.2.1]octyl, 6-aza-bicyclo[3.3.1]heptyl, 8-aza-bicyclo[3.2.1]octyl, 1-oxa-2,8-diaza-spiro[4.5]dec-2-enyl, azocanyl, isoindolyl, indolyl, (1,2,3,6)-tetrahydropyridinyl, (4,5,6,7)-tetrahydroisoxazolo[5,4-c]pyridinyl, pyrrolidinyl, piperidinyl, piperazinyl, morpholinyl, azepanyl, diazepanyl and thiomorpholinyl, which may optionally in each case be substituted with 1 or 2 substituents mutually independently selected from the group consisting of —CH 2 —O—CH 2 -oxetanyl, —O—CH 2 -oxetanyl, —CH 2 —OH, —CH 2 —CH 2 —OH, ═CH 2 , (4,5)-dihydroisoxazolyl, thiazolyl, (1,2,5)-thiadiazolyl, thiophenyl, phenethyl, —CN, —CH 2 —N(CH 3 ) 2 , —CH 2 —N(C 2 H 5 ) 2 , —CH 2 —NH—CH 3 , —CH 2 —NH—C 2 H 5 , —N—[C(═O)—C 2 H 5 ]-phenyl, —N—[C(═O)—CH 3 ]-phenyl, —CH 2 —O—CH 3 , —CH 2 —O—CH 2 —CH 3 , oxo (═O), thioxo (═S), F, Cl, Br, I, —CN, —CF 3 , —SF 5 , —OH, —O—CH 3 , —O—C 2 H 5 , —O—CH(CH 3 ) 2 , —O—C(CH 3 ) 3 , —NH 2 , —NO 2 , —O—CF 3 , —S—CF 3 , —SH, —S—CH 3 , —S—C 2 H 5 , —S—CH(CH 3 ) 2 , —S—C(CH 3 ) 3 , methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, isobutyl, tert-butyl, n-pentyl, —C(═O)—CH 3 , —C(═O)—C 2 H 5 , —C(═O)—CH(CH 3 ) 2 , —C(═O)—C(CH 3 ) 3 , —C(═O)—OH, —C(═O)—O—CH 3 , —C(═O)—O—C 2 H 5 , —C(═O)—O—CH(CH 3 ) 2 , —C(═O)—O—C(CH 3 ) 3 , —NH—CH 3 , —NH—C 2 H 5 , —NH—C(CH 3 ) 3 , —N(CH 3 ) 2 , —N(C 2 H 5 ) 2 , —N(CH 3 )(C 2 H 5 ), —NH-phenyl, —N(CH 3 )— phenyl, —N(C 2 H 5 )-phenyl, —N(C 2 H 5 )-phenyl, —O—CH 2 —CH 2 —CH 2 —CH 3 , cyclohexyl, cyclopentyl, piperidinyl, pyrrolidinyl, —O—C(═O)—CH 3 , —O—C(═O)—C 2 H 5 , —O—C(═O)—C(CH 3 ) 3 , —(CH 2 )-pyridinyl, pyridinyl, —O-phenyl, —O-benzyl, phenyl and benzyl, wherein in each case the cyclic moiety of the residues oxetanyl, (4,5)-dihydroisoxazolyl, thiazolyl, (1,2,5)-thiadiazolyl, thiophenyl, phenethyl, —N—[C(═O)—C 2 H 5 ]-phenyl, —N—[C(═O)—CH 3 ]-phenyl, —NH-phenyl, —N(CH 3 )-phenyl, —N(C 2 H 5 )-phenyl, —(CH 2 )-pyridinyl, pyridinyl, —O-phenyl, —O-benzyl, phenyl and benzyl may optionally be substituted with 1, 2, 3, 4 or 5 substituents mutually independently selected from the group consisting of —CF 3 , F, Cl, Br, —OH, —CF 3 , —SF S , —CN, —NO 2 , methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, isobutyl, tert-butyl, —O—CH 3 , —O—C 2 H 5 , —O—CH(CH 3 ) 2 , —O—C(CH 3 ) 3 , —O—CF 3 , —S—CF 3 , phenyl and —O-benzyl; and R 25 and R 26 , mutually independently, in each case denote a hydrogen residue; denote an alkyl residue selected from the group consisting of —CH 2 —OH, —CH 2 —CH 2 —OH, —CH 2 —CH 2 —CH 2 —OH, —CH 2 —CH 2 —CH 2 —CH 2 —OH, isopropyl, n-butyl, sec-butyl, isobutyl, methyl, ethyl and n-propyl or denote a residue selected from the group consisting of phenyl, benzyl, phenethyl, cyclopropyl, cyclobutyl, cyclopentyl and cyclohexyl; providing that R 25 and R 26 do not in each case denote a hydrogen residue; or R 25 and R 26 in each case together with the carbon atom joining them together as a ring member, form a residue selected from the group consisting of cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl and cycloheptyl; in each case optionally in the form of one of the pure stereoisomers thereof, in particular enantiomers or diastereomers, the racemates thereof or in the form of a mixture of stereoisomers, in particular the enantiomers and/or diastereomers, in any desired mixing ratio, or in each case in the form of corresponding salts or in each case in the form of corresponding solvates.
13 . Compounds according to claim 1 , characterized in that
X denotes O; n denotes 1; R 1 , R 3 and R 4 in each case denote H; R 2 denote methyl; —O—CH 3 ; F; Cl; Br or I; R 5 denote a residue selected from the group consisting of methyl, ethyl, —CF 3 , —CCl 3 , —CBr 3 , —CHF 2 , —CH 2 F, —CF 2 Cl, —CCl 2 F, —C(CH 3 ) 2 (CH 2 OH), tert-butyl, —O—CF 3 , —O—CCl 3 , —O—CBr 3 , —O—CHF 2 , —O—CH 2 F, —S—CF 3 , —S—CCl 3 , —S—CBr 3 , —S—CHF 2 and —S—CH 2 F;
or denote a residue selected from the group consisting of cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cyclopentenyl and cyclohexenyl;
T denotes CH and U denotes CH and V denotes N and W denotes C—R 8 or T denotes CH and U denotes N and V denotes CH and W denotes C—R 8 or T denotes N and U denotes CH and V denotes CH and W denotes C—R 8 or T denotes N and U denotes N and V denotes CH and W denotes C—R 8 or T denotes N and U denotes CH and V denotes N and W denotes C—R 8 or T denotes CH and U denotes N and V denotes N and W denotes C—R 8 or T denotes CH and U denotes CH and V denotes CH and W denotes C—R 10 ; R 8 denotes H; F; Cl; Br; I; —CN; —OH; —NH 2 ; —NO 2 ; —NHR 11 ; —NR 12 R 13 ; —OR 14 ; —SR 15 ;
or denotes a residue selected from the group consisting of methyl, —CF 3 , —CCl 3 , —CBr 3 , —CHF 2 , —CH 2 F, —CF 2 Cl, —CCl 2 F, ethyl, —CF 2 —CH 3 , —CH 2 —CF 3 , —C 2 F 5 , —CH 2 —CCl 3 , —CH 2 —CBr 3 , —CHF—CF 2 Cl, —CF 2 —CF 2 Cl, —CFCl—CF 2 Cl, n-propyl, —CF 2 —CF 2 —CF 3 , —CF(CF 3 ) 2 , isopropyl, sec-butyl, isobutyl, tert-butyl, —CH 2 —CH 2 —CH 2 —CF 3 , —CH 2 —CH 2 —CH 2 —CH 2 —CF 3 , —CH 2 —C(═O)—O—CH 3 , —CH 2 —C(═O)—C 2 H 5 , —CH 2 —C(═O)—C(CH 3 ) 3 , —CH 2 —O—C(═O)—CH 3 , —CH 2 —O—C(═O)—C 2 H 5 , —CH 2 —O—C(═O)—CH(CH 3 ) 2 , —CH 2 —O—C(═O)—C(CH 3 ) 3 , n-butyl, 3-methyl-but-1-yl, 4-methyl-pent-1-yl, n-pentyl, n-pentyl, n-hexyl, (3,3)-dimethyl-but-1-yl, (3,3)-dimethyl-but-1-ynyl, 4-methyl-pent-1-ynyl, 1-hexynyl, propynyl, ethynyl, butynyl, pentynyl, 2-methyl-propen-1-yl, 3-methyl-but-2-en-1-yl, 1-pentenyl, 1-octenyl, 1-heptenyl, 1-hexenyl and (3,3)-dimethyl-but-1-enyl;
or denotes a residue selected from the group consisting of cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cyclohexenyl, pyrrolidinyl, piperidinyl, morpholinyl, piperazinyl, azepanyl, diazepanyl, azocanyl and thiomorpholinyl, which is in each case attached to the parent structure via a carbon atom of the rings of the above-stated residues or via a —(CH═CH)—, —C≡C— or —C≡C—CH 2 -group and may optionally in each case be substituted with 1, 2, 3, 4 or 5 substituents mutually independently selected from the group consisting of —C(═O)—O—CH 3 , —C(═O)—O—C 2 H 5 , —C(═O)—O—C(CH 3 ) 3 , —C(═O)—CH 3 , —C(═O)—C 2 H 5 , —C(═O)—C(CH 3 ) 3 , —CN, —CH 2 —N(CH 3 ) 2 , —CH 2 —N(C 2 H 5 ) 2 , —CH 2 —NH—CH 3 , —CH 2 —NH—C 2 H 5 , —N—[C(═O)—C 2 H 5 ]-phenyl, —N—[C(═O)—CH 3 ]-phenyl, oxo (═O), thioxo (═S), methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, isobutyl, tert-butyl and n-pentyl;
or denotes a radical selected from the group consisting of tetrazolyl, (1,3)-benzodioxolyl, (1,4)-benzodioxanyl, indolyl, (2,3)-dihydrothieno[3,4-b][1,4]dioxinyl, benzo[b]furanyl, phenyl, naphthyl, oxazolyl, thiazolyl, imidazolyl, pyrimidinyl, thiophenyl, furanyl and pyridinyl, which may in each case be attached via a —(CH═CH)—, —C≡C—, —(CH 2 )—, —(CH 2 ) 2 — or —(CH 2 ) 3 -group and/or in each case may optionally be substituted with 1, 2, 3, 4 or 5 substituents selected from the group consisting of F, Cl, Br, I, —CN, —CF 3 , —SF S , —OH, —O—CH 3 , —O—C 2 H 5 , —NH 2 , —N(CH 3 ) 2 , —N(C 2 H 5 ) 2 , —NH—S(═O) 2 —CH 3 , —NH—S(═O 2 )—C 2 H 5 , —NH—S(═O) 2 —CH(CH 3 ) 2 , —NO 2 , —O—CF 3 , —S—CF 3 , —SH, —S—CH 3 , —S—C 2 H 5 , —S—CH(CH 3 ) 2 , —S—C(CH 3 ) 3 , methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, isobutyl and tert-butyl;
R 10 denotes —CN; —NH 2 ; —NO 2 ; —NHR 11 ; —NR 12 R 13 ; —OR 14 ; —SR 15 ;
denotes a residue selected from the group consisting of cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cyclohexenyl, pyrrolidinyl, piperidinyl, morpholinyl, piperazinyl, azepanyl, diazepanyl, azocanyl and thiomorpholinyl, which is in each case attached to the parent structure via a carbon atom of the rings of the above-stated residues or via a —(CH═CH)—, —C≡C— or —C≡C—CH 2 -group and may optionally in each case be substituted with 1, 2, 3, 4 or 5 substituents mutually independently selected from the group consisting of —C(═O)—O—CH 3 , —C(═O)—O—O 2 H 5 , —C(═O)—O—C(CH 3 ) 3 , —C(═O)—CH 3 , —C(═O)—C 2 H 5 , —C(═O)—C(CH 3 ) 3 , —CN, —CH 2 —N(CH 3 ) 2 , —CH 2 —N(C 2 H 5 ) 2 , —CH 2 —NH—CH 3 , —CH 2 —NH—C 2 H 5 , —N—[C(═O)—C 2 H 5 ]-phenyl, —N—[C(═O)—CH 3 ]-phenyl, oxo (═O), thioxo (═S), methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, isobutyl, tert-butyl and n-pentyl;
or denotes a radical selected from the group consisting of tetrazolyl, (1,3)-benzodioxolyl, (1,4)-benzodioxanyl, indolyl, (2,3)-dihydrothieno[3,4-b][1,4]dioxinyl, benzo[b]furanyl, phenyl, naphthyl, oxazolyl, thiazolyl, imidazolyl, pyrimidinyl, thiophenyl, furanyl and pyridinyl, which may in each case be attached via a —(CH═CH)—, —C≡C—, —(CH 2 )—, —(CH 2 ) 2 — or —(CH 2 ) 3 -group and/or in each case may optionally be substituted with 1, 2, 3, 4 or 5 substituents selected from the group consisting of F, Cl, Br, I, —CN, —CF 3 , —SF 5 , —OH, —O—CH 3 , —O—C 2 H 5 , —NH 2 , —N(CH 3 ) 23 —N(C 2 H 5 ) 23 —NH—S(═O) 2 —CH 3 , —NH—S(═O 2 )—C 2 H 5 , —NH—S(═O) 2 —CH(CH 3 ) 2 , —NO 2 , —O—CF 3 , —S—CF 3 , —SH, —S—CH 3 , —S—C 2 H 5 , —S—CH(CH 3 ) 23 —S—C(CH 3 ) 3 , methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, isobutyl and tert-butyl substituted;
R 11 , R 12 , R 13 , R 14 and R 15 , mutually independently, in each case
denotes a residue selected from the group consisting of methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, isobutyl, tert-butyl, n-pentyl, 3-pentyl, n-heptyl, 4-heptyl, n-octyl, n-nonyl, 5-nonyl, (2,6)-dimethyl-hept-4-yl, 3-methyl-butyl, n-hexyl, (3,3)-dimethylbutyl, —CH 2 —CH 2 —O—CH 3 , —CH 2 —CH 2 —O—C 2 H 5 , —CH 2 —CH 2 —O-phenyl, —CH 2 —CH 2 —CH 2 —O—CH 3 , ethenyl, propenyl, 2-butenyl, 3-butenyl, 2-pentenyl and 3-pentenyl;
denotes a radical selected from the group consisting of 2,3-dihydro-1H-indenyl, piperidinyl, pyrrolidinyl, cyclopropyl, oxetanyl, cyclobutyl, cyclopentyl and cyclohexyl, which may in each case be attached via a —CH 2 —O—, —CH 2 —CH 2 —O—, —CH 2 —CH 2 —O—CH 2 —, —CH 2 —CH(CH 3 )—O—CH 2 —, —(CH 2 )—, —(CH 2 ) 2 — or —(CH 2 ) 3 -group and/or in each case may optionally be substituted with 1, 2, 3, 4 or 5 substituents selected from the group consisting of methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, —C(═O)—O—CH 3 , —C(═O)—O—O 2 H 5 , —C(═O)—O—CH(CH 3 ) 2 and —C(═O)—O—C(CH 3 ) 3 ;
or denotes a radical selected from the group consisting of —(CH 2 )— pyridinyl, —(CH 2 ) 2 -pyridinyl, benzyl, phenethyl, phenyl, naphthyl, thiophenyl, furanyl, pyrrolyl and pyridinyl, which may in each case optionally be substituted with 1, 2, 3, 4 or 5 substituents selected from the group consisting of —CF 3 , F, Cl, Br, —O—CH 3 , —O—C 2 H 5 , methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, isobutyl and tert-butyl;
R 12 and R 13 in each case together with the nitrogen atom joining them together as a ring member, form a residue selected from the group consisting of 3-aza-bicyclo[3.1.1]heptyl, 6-aza-spiro[2.5]octyl, 3-aza-bicyclo[3.2.1]octyl, 6-aza-bicyclo[3.3.1]heptyl, 8-aza-bicyclo[3.2.1]octyl, 1-oxa-2,8-diaza-spiro[4.5]dec-2-enyl, azocanyl, isoindolyl, indolyl, (1,2,3,6)-tetrahydropyridinyl, (4,5,6,7)-tetrahydroisoxazolo[5,4-c]pyridinyl, pyrrolidinyl, piperidinyl, (1,2,3,6)-tetrahydropyridinyl, piperazinyl, morpholinyl, azepanyl, diazepanyl and thiomorpholinyl, which may optionally in each case be substituted with 1 or 2 substituents mutually independently selected from the group consisting of —CH 2 —O—CH 2 -oxetanyl, —O—CH 2 -oxetanyl, —CH 2 —OH, —CH 2 —CH 2 —OH, ═CH 2 , —C(═O)—O—CH 3 , —C(═O)—O—C 2 H 5 , —C(═O)—O—C(CH 3 ) 3 , —C(═O)—CH 3 , —C(═O)—C 2 H 5 , —C(═O)—C(CH 3 ) 3 , —CN, —CH 2 —N(CH 3 ) 2 , —CH 2 —N(C 2 H 5 ) 2 , —CH 2 —NH—CH 3 , —CH 2 —NH—C 2 H 5 , —N—[C(═O)—C 2 H 5 ]-phenyl, —N—[O(═O)—CH 3 ]-phenyl, —CH 2 —O—CH 3 , —CH 2 —O—CH 2 —CH 3 , —NH 2 , —NH—CH 3 , —NH—C 2 H 5 , —N(CH 3 ) 2 , —N(C 2 H 5 ) 2 , —NH-phenyl, —N(CH 3 )-phenyl, —N(C 2 H 5 )-phenyl, oxo (═O), thioxo (═S), —OH, F, Cl, Br, —CF 3 , —O—CH 3 , —O—C 2 H 5 , —O—C(CH 3 ) 3 , —O—CH(CH 3 ) 2 , —O—CH 2 —CH 2 —CH 2 —CH 3 , methyl, ethyl, isopropyl, n-propyl, n-butyl, tert-butyl, sec-butyl, cyclohexyl, cyclopentyl, piperidinyl, pyrrolidinyl, —O-phenyl, —O—C(═O)—CH 3 , —O—C(═O)—C 2 H 5 , —O—C(═O)—C(CH 3 ) 3 , —(CH 2 )-pyridinyl, (4,5)-dihydroisoxazolyl, thiazolyl, (1,2,5)-thiadiazolyl, thiophenyl, phenethyl, pyridinyl, phenyl and benzyl, wherein in each case the cyclic moiety of the residues oxetanyl, (4,5)-dihydroisoxazolyl, thiazolyl, (1,2,5)-thiadiazolyl, thiophenyl, phenethyl, —N—[C(═O)—C 2 H 5 ]-phenyl, —N—[C(═O)—CH 3 ]-phenyl, —NH-phenyl, —N(CH 3 )-phenyl, —N(C 2 H 5 )-phenyl, —(CH 2 )-pyridinyl, pyridinyl, phenyl, —O-phenyl and benzyl may optionally be substituted with 1, 2, 3, 4 or 5 substituents mutually independently selected from the group consisting of —CF 3 , —OH, —O—CH 3 , —O—C 2 H 5 , F, Cl, Br, methyl, ethyl, isopropyl, n-propyl, n-butyl, tert-butyl and sec-butyl; and R 25 denotes an alkyl residue selected from the group consisting of —CH 2 —OH, —CH 2 —CH 2 —OH, methyl, ethyl and n-propyl or denotes a residue selected from the group consisting of benzyl, phenyl, phenethyl, cyclopropyl, cyclobutyl, cyclopentyl and cyclohexyl; R 26 denote a hydrogen residue or denote a residue selected from the group consisting of methyl, ethyl and n-propyl; or R 25 and R 26 in each case together with the carbon atom joining them together as a ring member, form a residue selected from the group consisting of cyclopropyl, cyclobutyl, cyclopentyl and cyclohexyl; in each case optionally in the form of one of the pure stereoisomers thereof, in particular enantiomers or diastereomers, the racemates thereof or in the form of a mixture of stereoisomers, in particular the enantiomers and/or diastereomers, in any desired mixing ratio, or in each case in the form of corresponding salts or in each case in the form of corresponding solvates.
14 . Compounds of general formula Ia1 according to claim 1 , characterized in that
in which
X a denotes O or S;
na denotes 0, 1 or 2;
R 2a denotes F; Cl; Br; I or denotes a residue selected from the group consisting of methyl, —CF 3 , —CCl 3 , —CBr 3 , —CHF 2 , —CH 2 F, —O—CH 3 , —O—CF 3 , —O—CCl 3 , —O—CBr 3 , —O—CHF 2 , —O—CH 2 F, —S—CH 3 , —S—CF 3 , —S—CCl 3 , —S—CBr 3 , —S—CHF 2 , —S—CH 2 F, —S—CF 2 Cl and —S—CCl 2 F;
R 5a denotes F; Cl; Br; I; —SF 5 ;
denotes a residue selected from the group consisting of methyl, ethyl, —CF 3 , —CCl 3 , —CBr 3 , —CHF 2 , —CH 2 F, —CF 2 Cl, —CCl 2 F, —C(CH 3 ) 2 —(CH 2 OH), tert-butyl, —O—CF 3 , —O—CCl 3 , —O—CBr 3 , —O—CHF 2 , —O—CH 2 F, —O—CF 2 Cl, —O—CCl 2 F, —O—CF 2 —CH 3 , —S—CF 3 , —S—CCl 3 , —S—CBr 3 , —S—CHF 2 , —S—CH 2 F, —S—CF 2 Cl, —S—CCl 2 F, —S—CF 2 —CH 3 , —S(═O) 2 —CF 3 , —S(═O) 2 —CCl 3 , —S(═O) 2 —CBr 3 , —S(═O) 2 —CHF 2 , —S(═O) 2 —CH 2 F and —S(═O) 2 —CF 2 Cl;
or denotes a residue selected from the group consisting of cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cyclopentenyl and cyclohexenyl;
R 8a denotes H; F; Cl; Br; I; —CN; —OH; —NH 2 ; —NO 2 ; —NHR 11a ; —NR 12a R 13a ; —OR 14a ; —SR 15a ; —C(═O)—OR 22a ;
or denotes a residue selected from the group consisting of methyl, —CF 3 , —CCl 3 , —CBr 3 , —CHF 2 , —CH 2 F, —CF 2 Cl, —CCl 2 F, ethyl, —CF 2 —CH 3 , —CH 2 —CF 3 , —C 2 F 5 , —CH 2 —CCl 3 , —CH 2 —CBr 3 , —CHF—CF 2 Cl, —CF 2 —CF 2 Cl, —CFCl—CF 2 Cl, n-propyl, —CF 2 —CF 2 —CF 3 , —CF(CF 3 ) 2 , isopropyl, sec-butyl, isobutyl, tert-butyl, —CH 2 —CH 2 —CH 2 —CF 3 , —CH 2 —CH 2 —CH 2 —CH 2 —CF 3 , —CH 2 —C(═O)—O—CH 3 , —CH 2 —C(═O)—C 2 H 5 , —CH 2 —C(═O)—C(CH 3 ) 3 , —CH 2 —O—C(═O)—CH 3 , —CH 2 —O—C(═O)—C 2 H 5 , —CH 2 —O—C(═O)—CH(CH 3 ) 2 , —CH 2 —O—C(═O)—C(CH 3 ) 3 , n-butyl, 3-methyl-but-1-yl, 4-methyl-pent-1-yl, n-pentyl, n-hexyl, (3,3)-dimethyl-but-1-yl, (3,3)-dimethyl-but-1-ynyl, 4-methyl-pent-1-ynyl, 1-hexynyl, propynyl, ethynyl, butynyl, pentynyl, 2-methyl-propen-1-yl, 3-methyl-but-2-en-1-yl, 1-pentenyl, 1-octenyl, 1-heptenyl, 1-hexenyl and (3,3)-dimethyl-but-1-enyl;
denotes a residue selected from the group consisting of cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cyclohexenyl, pyrrolidinyl, piperidinyl, morpholinyl, piperazinyl, azepanyl, diazepanyl, azocanyl and thiomorpholinyl, which is in each case attached to the parent structure via a carbon atom of the rings of the above-stated residues or via a —(CH═CH)—, —C≡C— or —C≡C—CH 2 -group and may optionally in each case be substituted with 1, 2, 3, 4 or 5 substituents mutually independently selected from the group consisting of —C(═O)—O—CH 3 , —C(═O)—O—O 2 H 5 , —C(═O)—O—C(CH 3 ) 3 , —C(═O)—CH 3 , —C(═O)—C 2 H 5 , —C(═O)—C(CH 3 ) 3 , —CN, —CH 2 —N(CH 3 ) 2 , —CH 2 —N(C 2 H 5 ) 2 , —CH 2 —NH—CH 3 , —CH 2 —NH—C 2 H 5 , —N—[C(═O)—C 2 H 5 ]-phenyl, —N—[C(═O)—CH 3 ]-phenyl, oxo (═O), thioxo (═S), methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, isobutyl, tert-butyl and n-pentyl;
or denotes a residue selected from the group consisting of tetrazolyl, (1,3)-benzodioxolyl, (1,4)-benzodioxanyl, indolyl, (2,3)-dihydrothieno[3,4-b][1,4]dioxinyl, benzo[b]furanyl, phenyl, naphthyl, oxazolyl, thiazolyl, imidazolyl, pyrimidinyl, thiophenyl, furanyl and pyridinyl, which may in each case be attached via a —(CH═CH)—, —C(═O)—, —(CH 2 )—, —(CH 2 ) 2 — or —(CH 2 ) 3 -group and/or in each case may optionally be substituted with 1, 2, 3, 4 or 5 substituents selected from the group consisting of F, Cl, Br, I, —CN, —CF 3 , —SF S , —OH, —O—CH 3 , —O—C 2 H 5 , —NH 2 , —N(CH 3 ) 2 , —N(C 2 H 5 ) 2 , —NH—S(═O) 2 —CH 3 , —NH—S(═O 2 )—C 2 H 5 , —NH—S(═O) 2 —CH(CH 3 ) 23 —NO 2 , —O—CF 3 , —S—CF 3 , —SH, —S—CH 3 , —S—C 2 H 5 , —S—CH(CH 3 ) 23 —S—C(CH 3 ) 3 , methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, isobutyl and tert-butyl;
R 11a , R 12a , R 13a , R 14a , R 15a and R 22a , mutually independently, in each case
denote a residue selected from the group consisting of methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, isobutyl, tert-butyl, n-pentyl, 3-pentyl, n-heptyl, 4-heptyl, n-octyl, n-nonyl, 5-nonyl, (2,6)-dimethyl-hept-4-yl, 3-methyl-butyl, n-hexyl, (3,3)-dimethylbutyl, —CH 2 —CH 2 —O—CH 3 , —CH 2 —CH 2 —O—C 2 H 5 , —CH 2 —CH 2 —O-phenyl, —CH 2 —CH 2 —CH 2 —O—CH 3 , ethenyl, propenyl, 2-butenyl, 3-butenyl, 2-pentenyl and 3-pentenyl;
denote a residue selected from the group consisting of 2,3-dihydro-1H-indenyl, piperidinyl, pyrrolidinyl, cyclopropyl, cyclobutyl, cyclopentyl and cyclohexyl, which may in each case be attached via a —(CH 2 ) 3 —(CH 2 ) 2 — or —(CH 2 ) 3 -group and/or in each case may optionally be substituted with 1, 2, 3, 4 or 5 substituents selected from the group consisting of methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, —C(═O)—O—CH 33 —C(═O)—O—C 2 H 53 —C(═O)—O—CH(CH 3 ) 2 and —C(═O)—O—C(CH 3 ) 3 ;
or denote a residue selected from the group consisting of —(CH 2 )— pyridinyl, —(CH 2 ) 2 -pyridinyl, benzyl, phenethyl, phenyl, naphthyl, thiophenyl, furanyl, pyrrolyl and pyridinyl, which may optionally be substituted with 1, 2, 3, 4 or 5 substituents mutually independently selected from the group consisting of —CF 3 , F, Cl, Br, —O—CH 3 , —O—C 2 H 5 , methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, isobutyl and tert-butyl; or
R 12a and R 13a in each case together with the nitrogen atom joining them together as a ring member, form a residue selected from the group consisting of 3-aza-bicyclo[3.1.1]heptyl, 6-aza-spiro[2.5]octyl, 3-aza-bicyclo[3.2.1]octyl, 6-aza-bicyclo[3.3.1]heptyl, 8-aza-bicyclo[3.2.1]octyl, 1-oxa-2,8-diaza-spiro[4.5]dec-2-enyl, azocanyl, isoindolyl, indolyl, (1,2,3,6)-tetrahydropyridinyl, (4,5,6,7)-tetrahydroisoxazolo[5,4-c]pyridinyl, pyrrolidinyl, piperidinyl, (1,2,3,6)-tetrahydropyridinyl, piperazinyl, morpholinyl, azepanyl, diazepanyl and thiomorpholinyl, which may optionally in each case be substituted with 1 or 2 substituents mutually independently selected from the group consisting of —CH 2 —O—CH 2 -oxetanyl, —O—CH 2 -oxetanyl, —CH 2 —OH, —CH 2 —CH 2 —OH, ═CH 2 , —C(═O)—O—CH 3 , —C(═O)—O—C 2 H 5 , —C(═O)—O—C(CH 3 ) 3 , —C(═O)—CH 3 , —C(═O)—C 2 H 5 , —C(═O)—C(CH 3 ) 3 , —ON, —CH 2 —N(CH 3 ) 2 , —CH 2 —N(C 2 H 5 ) 2 , —CH 2 —NH—CH 3 , —CH 2 —NH—C 2 H 5 , —N—[C(═O)—C 2 H 5 ]-phenyl, —N—[C(═O)—CH 3 ]-phenyl, —CH 2 —O—CH 3 , —CH 2 —O—CH 2 —CH 3 , —NH 2 , —NH—CH 3 , —NH—C 2 H 5 , —N(CH 3 ) 2 , —N(C 2 H 5 ) 2 , —NH-phenyl, —N(CH 3 )-phenyl, —N(C 2 H 5 )-phenyl, oxo (═O), thioxo (═S), —OH, F, Cl, Br, —CF 3 , —O—CH 3 , —O—C 2 H 5 , —O—C(CH 3 ) 3 , —O—CH(CH 3 ) 2 , —O—CH 2 —CH 2 —CH 2 —CH 3 , methyl, ethyl, isopropyl, n-propyl, n-butyl, tert-butyl, sec-butyl, cyclohexyl, cyclopentyl, (4,5)-dihydroisoxazolyl, thiazolyl, (1,2,5)-thiadiazolyl, thiophenyl, phenethyl, piperidinyl, pyrrolidinyl, —O-phenyl, —O—C(═O)—CH 3 , —O—C(═O)—C 2 H 5 , —O—C(═O)—C(CH 3 ) 3 , —(CH 2 )-pyridinyl, pyridinyl, phenyl and benzyl, wherein in each case the cyclic moiety of the residues oxetanyl, (4,5)-dihydroisoxazolyl, thiazolyl, (1,2,5)-thiadiazolyl, thiophenyl, phenethyl, —N—[C(═O)—C 2 H 5 ]-phenyl, —N—[C(═O)—CH 3 ]-phenyl, —NH-phenyl, —N(CH 3 )-phenyl, —N(C 2 H 5 )-phenyl, —(CH 2 )-pyridinyl, pyridinyl, phenyl, —O-phenyl and benzyl may optionally be substituted with 1, 2, 3, 4 or 5 substituents mutually independently selected from the group consisting of —CF 3 , —OH, —O—CH 3 , —O—C 2 H 5 , F, Cl, Br, methyl, ethyl, isopropyl, n-propyl, n-butyl, tert-butyl and sec-butyl;
R 25a and R 26a , mutually independently, in each case denote a hydrogen residue; denote a residue selected from the group consisting of —CH 2 —OH, —CH 2 —CH 2 —OH, —CH 2 —CH 2 —CH 2 —OH, —CH 2 —CH 2 —CH 2 —CH 2 —OH, isopropyl, n-butyl, sec-butyl, isobutyl, methyl, ethyl and n-propyl;
providing that R 25a and R 26a do not in each case denote a hydrogen residue; or
R 25a and R 26a in each case together with the carbon atom joining them together as a ring member, form a residue selected from the group consisting of cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl and cycloheptyl;
in each case optionally in the form of one of the pure stereoisomers thereof, in particular enantiomers or diastereomers, the racemates thereof or in the form of a mixture of stereoisomers, in particular the enantiomers and/or diastereomers, in any desired mixing ratio, or in each case in the form of corresponding salts or in each case in the form of corresponding solvates.
15 . Compounds of general formula Ia according to claim 14 ,
in which
X a , na, R 5a , R 8a and R 2a have the meaning as defined in claim 14 ;
in each case optionally in the form of one of the pure stereoisomers thereof, in particular enantiomers or diastereomers, the racemates thereof or in the form of a mixture of stereoisomers, in particular the enantiomers and/or diastereomers, in any desired mixing ratio, or in each case in the form of corresponding salts or in each case in the form of corresponding solvates.
16 . Compounds according to claim 15 , characterized in that
X a denotes O or S; na denotes 0, 1 or 2; R 2a denotes F; Cl; Br; I or denotes a residue selected from the group consisting of methyl, —CF 3 , —CCl 3 , —CBr 3 , —CHF 2 , —CH 2 F, —O—CH 3 , —O—CF 3 , —O—CCl 3 , —O—CBr 3 , —O—CHF 2 , —O—CH 2 F, —S—CH 3 , —S—CF 3 , —S—CCl 3 , —S—CBr 3 , —S—CHF 2 , —S—CH 2 F, —S—CF 2 Cl and —S—CCl 2 F; R 5a denotes F; Cl; Br; I; —SF 5 ;
denotes a residue selected from the group consisting of methyl, ethyl, —CF 3 , —CCl 3 , —CBr 3 , —CHF 2 , —CH 2 F, —CF 2 Cl, —CCl 2 F, —C(CH 3 ) 2 —(CH 2 OH), tert-butyl, —O—CF 3 , —O—CCl 3 , —O—CBr 3 , —O—CHF 2 , —O—CH 2 F, —O—CF 2 Cl, —O—CCl 2 F, —O—CF 2 —CH 3 , —S—CF 3 , —S—CCl 3 , —S—CBr 3 , —S—CHF 2 , —S—CH 2 F, —S—CF 2 Cl, —S—CCl 2 F, —S—CF 2 —CH 3 , —S(═O) 2 —CF 3 , —S(═O C) 2 —CCl 3 , —S(═O) 2 —CBr 3 , —S(═O) 2 —CHF 2 , —S(═O) 2 —CH 2 F and —S(═O) 2 —CF 2 Cl;
or denotes a residue selected from the group consisting of cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cyclopentenyl and cyclohexenyl;
R 8a denotes H; F; Cl; Br; I; —CN; —OH; —NH 2 ; —NO 2 ; —NHR 11a ; —NR 12a R 13a ; —OR 14a ; —SR 15a ; —C(═O)—OR 22a ;
or denotes a residue selected from the group consisting of methyl, —CF 3 , —CCl 3 , —CBr 3 , —CHF 2 , —CH 2 F, —CF 2 Cl, —CCl 2 F, ethyl, —CF 2 —CH 3 , —CH 2 —CF 3 , —C 2 F 5 , —CH 2 —CCl 3 , —CH 2 —CBr 3 , —CHF—CF 2 Cl, —CF 2 —CF 2 Cl, —CFCl—CF 2 Cl, n-propyl, —CF 2 —CF 2 —CF 3 , —CF(CF 3 ) 2 , isopropyl, sec-butyl, isobutyl, tert-butyl, —CH 2 —CH 2 —CH 2 —CF 3 , —CH 2 —CH 2 —CH 2 —CH 2 —CF 3 , —CH 2 —C(═O)—O—CH 3 , —CH 2 —C(═O)—C 2 H 5 , —CH 2 —C(═O)—C(CH 3 ) 3 , —CH 2 —O—C(═O)—CH 3 , —CH 2 —O—C(═O)—C 2 H 5 , —CH 2 —O—C(═O)—CH(CH 3 ) 2 , —CH 2 —O—C(═O)—C(CH 3 ) 3 , n-butyl, 3-methyl-but-1-yl, 4-methyl-pent-1-yl, n-pentyl, n-hexyl, (3,3)-dimethyl-but-1-yl, (3,3)-dimethyl-but-1-ynyl, 4-methyl-pent-1-ynyl, 1-hexynyl, propynyl, ethynyl, butynyl, pentynyl, 2-methyl-propen-1-yl, 3-methyl-but-2-en-1-yl, 1-pentenyl, 1-octenyl, 1-heptenyl, 1-hexenyl and (3,3)-dimethyl-but-1-enyl;
or denotes a residue selected from the group consisting of cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cyclohexenyl, pyrrolidinyl, piperidinyl, morpholinyl, piperazinyl, azepanyl, diazepanyl, azocanyl and thiomorpholinyl, which is in each case attached to the parent structure via a carbon atom of the rings of the above-stated residues or via a —(CH═CH)—, —C≡C— or —C≡C—CH 2 -group and may optionally in each case be substituted with 1, 2, 3, 4 or 5 substituents mutually independently selected from the group consisting of —C(═O)—O—CH 3 , —C(═O)—O—C 2 H 5 , —C(═O)—O—C(CH 3 ) 3 , —C(═O)—CH 3 , —C(═O)—C 2 H 5 , —C(═O)—C(CH 3 ) 3 , —CN, —CH 2 —N(CH 3 ) 2 , —CH 2 —N(C 2 H 5 ) 2 , —CH 2 —NH—CH 3 , —CH 2 —NH—C 2 H 5 , —N—[C(═O)—C 2 H 5 ]-phenyl, —N—[C(═O)—CH 3 ]-phenyl, oxo (═O), thioxo (═S), methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, isobutyl, tert-butyl and n-pentyl;
or denotes a residue selected from the group consisting of tetrazolyl, (1,3)-benzodioxolyl, (1,4)-benzodioxanyl, (2,3)-dihydrothieno[3,4-b][1,4]dioxinyl, benzo[b]furanyl, indolyl, phenyl, naphthyl, oxazolyl, thiazolyl, imidazolyl, pyrimidinyl, thiophenyl, furanyl and pyridinyl, which may in each case be attached via a —(CH═CH)—, —C≡C—, —(CH 2 )—, —(CH 2 ) 2 — or —(CH 2 ) 3 -group and/or in each case may optionally be substituted with 1, 2, 3, 4 or 5 substituents selected from the group consisting of F, Cl, Br, I, —CN, —CF 3 , —SF S , —OH, —O—CH 3 , —O—C 2 H 5 , —NH 2 , —N(CH 3 ) 2 , —N(C 2 H 5 ) 2 , —NH—S(═O) 2 —CH 3 , —NH—S(═O 2 )—C 2 H 5 , —NH—S(═O) 2 —CH(CH 3 ) 2 , —NO 2 , —O—CF 3 , —S—CF 3 , —SH, —S—CH 3 , —S—C 2 H 5 , —S—CH(CH 3 ) 23 —S—C(CH 3 ) 3 , methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, isobutyl and tert-butyl;
R 11a , R 12a , R 13a , R 14a , R 15a and R 22a , mutually independently, in each case
denote a radical from the group consisting of methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, isobutyl, tert-butyl, n-pentyl, 3-pentyl, n-heptyl, 4-heptyl, n-octyl, n-nonyl, 5-nonyl, (2,6)-dimethyl-hept-4-yl, 3-methyl-butyl, n-hexyl, (3,3)-dimethylbutyl, —CH 2 —CH 2 —O—CH 3 , —CH 2 —CH 2 —O—C 2 H 5 , —CH 2 —CH 2 —O-phenyl, —CH 2 —CH 2 —CH 2 —O—CH 3 , ethenyl, propenyl, 2-butenyl, 3-butenyl, 2-pentenyl and 3-pentenyl;
denote a radical selected from the group consisting of 2,3-dihydro-1H-indenyl, piperidinyl, pyrrolidinyl, cyclopropyl, cyclobutyl, oxetanyl, cyclopentyl and cyclohexyl, which may in each case be attached via a —CH 2 —O—, —CH 2 —CH 2 —O—, —CH 2 —CH 2 —O—CH 2 —, —CH 2 —CH(CH 3 )—O—CH 2 —, —(CH 2 )—, —(CH 2 ) 2 — or —(CH 2 ) 3 -group and/or in each case may optionally be substituted with 1, 2, 3, 4 or 5 substituents selected from the group consisting of methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, —C(═O)—O—CH 3 , —C(═O)—O—C 2 H 5 , —C(═O)—O—CH(CH 3 ) 2 and —C(═O)—O—C(CH 3 ) 3 ;
or denote a residue selected from the group consisting of —(CH 2 )— pyridinyl, —(CH 2 ) 2 -pyridinyl, benzyl, phenethyl, phenyl, naphthyl, thiophenyl, furanyl, pyrrolyl and pyridinyl, which in each case may optionally be substituted with 1, 2, 3, 4 or 5 substituents selected from the group consisting of —CF 3 , F, Cl, Br, —O—CH 3 , —O—C 2 H 5 , methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, isobutyl and tert-butyl; or
R 12a and R 13a in each case together with the nitrogen atom joining them together as a ring member, form a residue selected from the group consisting of
17 . Compounds of general formula C1 according to claim 14 ,
in which
na, R 2a , R 25a , R 26a , R 5a and X a have the meaning as defined in claim 14 ;
D denotes CH or N;
pa denotes 0,
qa denotes 0, 1 or 2;
Ka, La and Ma, mutually independently, in each case denote H, —CF 3 , —OH, —O—CH 3 , —O—C 2 H 5 , F, Cl, Br, methyl, ethyl, isopropyl, n-propyl, n-butyl, tert-butyl or sec-butyl;
Wa denotes —NR 34a R 35a , —CN, —C(═O)—R 36a or —C(═O)—OR 37a ;
and R 34a , R 35a , R 36a and R 37a , mutually independently, in each case denote H or denote a residue selected from the group consisting of methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl and isobutyl.
18 . Compounds of general formula C2 according to claim 15 ,
in which na, R 2a , R 5a and X a have the meaning as defined in claim 15 ;
D denotes CH or N;
qa denotes 0, 1 or 2;
Ka, La and Ma, mutually independently, in each case denote H, —CF 3 , —OH, —O—CH 3 , —O—C 2 H 5 , F, Cl, Br, methyl, ethyl, isopropyl, n-propyl, n-butyl, tert-butyl or sec-butyl;
and R 34a and R 35a , mutually independently, in each case denote H or denote a residue selected from the group consisting of methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl and isobutyl.
19 . Compounds of general formula Ib1 according to claim 1 ,
in which
nb denotes 0, 1 or 2;
R 2b denotes methyl; —O—CH 3 ; F; Cl; Br or I;
R 8b denotes H; F; Cl; Br; I; —CN; —OH; —NH 2 ; —NO 2 ; —NHR 11b ; —NR 12b R 13b ; —OR 14b ; —SR 15b ;
denotes a residue selected from the group consisting of methyl, —CF 3 , —CCl 3 , —CBr 3 , —CHF 2 , —CH 2 F, —CF 2 Cl, —CCl 2 F, ethyl, —CF 2 —CH 3 , —CH 2 —CF 3 , —C 2 F 5 , —CH 2 —CCl 3 , —CH 2 —CBr 3 , —CHF—CF 2 Cl, —CF 2 —CF 2 Cl, —CFCl—CF 2 Cl, n-propyl, —CF 2 —CF 2 —CF 3 , —CF(CF 3 ) 2 , isopropyl, sec-butyl, isobutyl, tert-butyl, —CH 2 —CH 2 —CH 2 —CF 3 , —CH 2 —CH 2 —CH 2 —CH 2 —CF 3 , —CH 2 —C(═O)—O—CH 3 , —CH 2 —C(═O)—C 2 H 5 , —CH 2 —C(═O)—C(CH 3 ) 3 , —CH 2 —O—C(═O)—CH 3 , —CH 2 —O—C(═O)—C 2 H 5 , —CH 2 —O—C(═O)—CH(CH 3 ) 2 , —CH 2 —O—C(═O)—C(CH 3 ) 3 , n-butyl, n-pentyl, n-hexyl, (3,3)-dimethyl-but-1-yl, 3-methyl-but-1-yl, 4-methyl-pent-1-yl, (3,3)-dimethyl-but-1-ynyl, 4-methyl-pent-1-ynyl, 1-hexynyl, propynyl, ethynyl, butynyl, pentynyl, 2-methyl-propen-1-yl, 3-methyl-but-2-en-1-yl, 1-pentenyl, 1-octenyl, 1-heptenyl, 1-hexenyl and (3,3)-dimethyl-but-1-enyl;
denotes a residue from the group consisting of cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cyclohexenyl, pyrrolidinyl, piperidinyl, morpholinyl, piperazinyl, azepanyl, diazepanyl, azocanyl and thiomorpholinyl, which is in each case attached to the parent structure via a carbon atom of the rings of the above-stated residues or via a —(CH═CH)—, —C≡C— or —C≡C—CH 2 -group and may optionally in each case be substituted with 1, 2, 3, 4 or 5 substituents mutually independently selected from the group consisting —C(═O)—O—CH 3 , —C(═O)—O—C 2 H 5 , —C(═O)—O—C(CH 3 ) 3 , —C(═O)—CH 3 , —C(═O)—C 2 H 5 , —C(═O)—C(CH 3 ) 3 , —CN, —CH 2 —N(CH 3 ) 2 , —CH 2 —N(C 2 H 5 ) 2 , —CH 2 —NH—CH 3 , —CH 2 —NH—C 2 H 5 , —N—[C(═O)—C 2 H 5 ]-phenyl, —N—[C(═O)—CH 3 ]-phenyl, oxo (═O), thioxo (═S), methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, isobutyl, tert-butyl and n-pentyl;
or denotes a residue selected from the group consisting of tetrazolyl, (1,3)-benzodioxolyl, (1,4)-benzodioxanyl, indolyl, (2,3)-dihydrothieno[3,4-b][1,4]dioxinyl, benzo[b]furanyl, phenyl, naphthyl, oxazolyl, thiazolyl, imidazolyl, pyrimidinyl, thiophenyl, furanyl and pyridinyl, which may in each case be attached via a —(CH═CH)—, —C≡C—, —(CH 2 )—, —(CH 2 ) 2 — or —(CH 2 ) 3 -groupand/or in each case may optionally be substituted with 1, 2, 3, 4 or 5 substituents selected from the group consisting of F, Cl, Br, I, —CN, —CF 3 , —SF S , —OH, —O—CH 3 , —O—C 2 H 5 , —NH 2 , —N(CH 3 ) 2 , —N(C 2 H 5 ) 2 , —NH—S(═O) 2 —CH 3 , —NH—S(═O 2 )—C 2 H 5 , —NH—S(═O) 2 —CH(CH 3 ) 2 , —NO 2 , —O—CF 3 , —S—CF 3 , —SH, —S—CH 3 , —S—C 2 H 5 , —S—CH(CH 3 ) 23 —S—C(CH 3 ) 3 , methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, isobutyl and tert-butyl;
R 11b , R 12b , R 13b , R 14b and R 15b , mutually independently, in each case
denote a residue selected from the group consisting of methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, isobutyl, tert-butyl, n-pentyl, 3-pentyl, n-heptyl, 4-heptyl, n-octyl, n-nonyl, 5-nonyl, (2,6)-dimethyl-hept-4-yl, 3-methyl-butyl, n-hexyl, (3,3)-dimethylbutyl, —CH 2 —CH 2 —O—CH 3 , —CH 2 —CH 2 —O—C 2 H 5 , —CH 2 —CH 2 —O-phenyl, —CH 2 —CH 2 —CH 2 —O—CH 3 , ethenyl, propenyl, 2-butenyl, 3-butenyl, 2-pentenyl and 3-pentenyl;
denote a residue selected from the group consisting of oxetanyl, 2,3-dihydro-1H-indenyl, piperidinyl, pyrrolidinyl, cyclopropyl, cyclobutyl, cyclopentyl and cyclohexyl, which may in each case be attached via a —CH 2 —O—, —CH 2 —CH 2 —O—, —CH 2 —CH 2 —O—CH 2 —, —CH 2 —CH(CH 3 )—O—CH 2 —, —(CH 2 )—, —(CH 2 ) 2 — or —(CH 2 ) 3 -group and/or in each case may optionally be substituted with 1, 2, 3, 4 or 5 substituents selected from the group consisting of methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, —C(═O)—O—CH 3 , —C(═O)—O—C 2 H 5 , —C(═O)—O—CH(CH 3 ) 2 and —C(═O)—O—C(CH 3 ) 3 ;
or denotes a residue selected from the group consisting of —(CH 2 )— pyridinyl, —(CH 2 ) 2 -pyridinyl, benzyl, phenethyl, phenyl, naphthyl, thiophenyl, furanyl, pyrrolyl and pyridinyl, which may optionally be substituted in each case with 1, 2, 3, 4 or 5 substituents selected from the group consisting of —CF 3 , F, Cl, Br, —O—CH 3 , —O—C 2 H 5 , methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, isobutyl and tert-butyl; or
R 12b and R 13b in each case together with the nitrogen atom joining them together as a ring member, form a residue selected from the group consisting of 3-aza-bicyclo[3.1.1]heptyl, 6-aza-spiro[2.5]octyl, 3-aza-bicyclo[3.2.1]octyl, 6-aza-bicyclo[3.3.1]heptyl, 8-aza-bicyclo[3.2.1]octyl, 1-oxa-2,8-diaza-spiro[4.5]dec-2-enyl, azocanyl, isoindolyl, indolyl, (1,2,3,6)-tetrahydropyridinyl, (4,5,6,7)-tetrahydroisoxazolo[5,4-c]pyridinyl, pyrrolidinyl, piperidinyl, (1,2,3,6)-tetrahydropyridinyl, piperazinyl, morpholinyl, azepanyl, diazepanyl and thiomorpholinyl, which may optionally in each case be substituted with 1 or 2 substituents mutually independently selected from the group consisting of —CH 2 —O—CH 2 -oxetanyl, —O—CH 2 -oxetanyl, —CH 2 —OH, —CH 2 —CH 2 —OH, ═CH 2 , —C(═O)—O—CH 3 , —C(═O)—O—C 2 H 5 , —C(═O)—O—C(CH 3 ) 3 , —C(═O)—CH 3 , —C(═O)—C 2 H 5 , —C(═O)—C(CH 3 ) 3 , —CN, —CH 2 —N(CH 3 ) 2 , —CH 2 —N(C 2 H 5 ) 2 , —CH 2 —NH—CH 3 , —CH 2 —NH—C 2 H 5 , —N—[C(═O)—C 2 H 5 ]-phenyl, —N—[C(═O)—CH 3 ]-phenyl, —CH 2 —O—CH 3 , —CH 2 —O—CH 2 —CH 3 , —NH 2 , —NH—CH 3 , —NH—C 2 H 5 , —N(CH 3 ) 2 , —N(C 2 H 5 ) 2 , —NH-phenyl, —N(CH 3 )-phenyl, —N(C 2 H 5 )-phenyl, oxo (═O), thioxo (═S), —OH, F, Cl, Br, —CF 3 , —O—CH 3 , —O—C 2 H 5 , —O—C(CH 3 ) 3 , —O—CH(CH 3 ) 2 , —O—CH 2 —CH 2 —CH 2 —CH 3 , methyl, ethyl, isopropyl, n-propyl, n-butyl, tert-butyl, sec-butyl, (4,5)-dihydroisoxazolyl, thiazolyl, (1,2,5)-thiadiazolyl, thiophenyl, phenethyl, cyclohexyl, cyclopentyl, piperidinyl, pyrrolidinyl, —O-phenyl, —O—C(═O)—CH 3 , —O—C(═O)—C 2 H 5 , —O—C(═O)—C(CH 3 ) 3 , —(CH 2 )-pyridinyl, pyridinyl, phenyl and benzyl, wherein in each case the cyclic moiety of the residues oxetanyl, (4,5)-dihydroisoxazolyl, thiazolyl, (1,2,5)-thiadiazolyl, thiophenyl, phenethyl, —N—[C(═O)—C 2 H 5 ]-phenyl, —N—[C(═O)—CH 3 ]-phenyl, —NH-phenyl, —N(CH 3 )-phenyl, —N(C 2 H 5 )-phenyl, —(CH 2 )-pyridinyl, pyridinyl, phenyl, —O-phenyl and benzyl may optionally be substituted with 1, 2, 3, 4 or 5 substituents mutually independently selected from the group consisting of —CF 3 , —OH, —O—CH 3 , —O—C 2 H 5 , F, Cl, Br, methyl, ethyl, isopropyl, n-propyl, n-butyl, tert-butyl and sec-butyl;
R 25b and R 26b , mutually independently, in each case denote a hydrogen residue; denote an alkyl residue selected from the group consisting of —CH 2 —OH, —CH 2 —CH 2 —OH, —CH 2 —CH 2 —CH 2 —OH, —CH 2 —CH 2 —CH 2 —CH 2 —OH, isopropyl, n-butyl, sec-butyl, isobutyl, methyl, ethyl and n-propyl;
providing that R 25b and R 26b do not in each case denote a hydrogen residue; or
R 25b and R 26b in each case together with the carbon atom joining them together as a ring member, form a residue selected from the group consisting of cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl and cycloheptyl;
in each case optionally in the form of one of the pure stereoisomers thereof, in particular enantiomers or diastereomers, the racemates thereof or in the form of a mixture of stereoisomers, in particular the enantiomers and/or diastereomers, in any desired mixing ratio, or in each case in the form of corresponding salts or in each case in the form of corresponding solvates.
20 . Compounds of general formula Ib according claim 19 ,
in which
nb, R 8b and R 2b have the meaning as defined in claim 19 ;
in each case optionally in the form of one of the pure stereoisomers thereof, in particular enantiomers or diastereomers, the racemates thereof or in the form of a mixture of stereoisomers, in particular the enantiomers and/or diastereomers, in any desired mixing ratio, or in each case in the form of corresponding salts or in each case in the form of corresponding solvates.
21 . Compounds according to claim 20 , characterized in that
nb denotes 1; R 2b denotes F; R 8b denotes H; F; Cl; Br; I; —CN; —OH; —NH 2 ; —NO 2 ; —NHR 11b ; —NR 12b R 13b ; —OR 14b ; —SR 15b ;
denotes a residue selected from the group consisting of methyl, —CF 3 , —CCl 3 , —CBr 3 , —CHF 2 , —CH 2 F, —CF 2 Cl, —CCl 2 F, ethyl, —CF 2 —CH 3 , —CH 2 —CF 3 , —C 2 F 5 , —CH 2 —CCl 3 , —CH 2 —CBr 3 , —CHF—CF 2 Cl, —CF 2 —CF 2 Cl, —CFCl—CF 2 Cl, n-propyl, —CF 2 —CF 2 —CF 3 , —CF(CF 3 ) 2 , isopropyl, sec-butyl, isobutyl, tert-butyl, —CH 2 —CH 2 —CH 2 —CF 3 , —CH 2 —CH 2 —CH 2 —CH 2 —CF 3 , —CH 2 —C(═O)—O—CH 3 , —CH 2 —C(═O)—C 2 H 5 , —CH 2 —C(═O)—C(CH 3 ) 3 , —CH 2 —O—C(═O)—CH 3 , —CH 2 —O—C(═O)—C 2 H 5 , —CH 2 —O—C(═O)—CH(CH 3 ) 2 , —CH 2 —O—C(═O)—C(CH 3 ) 3 , n-butyl, n-pentyl, n-hexyl, (3,3)-dimethyl-but-1-yl, 3-methyl-but-1-yl, 4-methyl-pent-1-yl, (3,3)-dimethyl-but-1-ynyl, 4-methyl-pent-1-ynyl, 1-hexynyl, propynyl, ethynyl, butynyl, pentynyl, 2-methyl-propen-1-yl, 3-methyl-but-2-en-1-yl, 1-pentenyl, 1-octenyl, 1-heptenyl, 1-hexenyl and (3,3)-dimethyl-but-1-enyl;
denotes a residue selected from the group consisting of cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cyclohexenyl, pyrrolidinyl, piperidinyl, morpholinyl, piperazinyl, azepanyl, diazepanyl, azocanyl and thiomorpholinyl, which is in each case attached to the parent structure via a carbon atom of the rings of the above-stated residues or via a —(CH═CH)—, —C≡C— or —C≡C—CH 2 -group and may optionally in each case be substituted with 1, 2, 3, 4 or 5 substituents mutually independently selected from the group consisting of —C(═O)—O—CH 3 , —C(═O)—O—C 2 H 5 , —C(═O)—O—C(CH 3 ) 3 , —C(═O)—CH 3 , —C(═O)—C 2 H 5 , —C(═O)—C(CH 3 ) 3 , —CN, —CH 2 —N(CH 3 ) 2 , —CH 2 —N(C 2 H 5 ) 2 , —CH 2 —NH—CH 3 , —CH 2 —NH—C 2 H 5 , —N—[C(═O)—C 2 H 5 ]-phenyl, —N—[C(═O)—CH 3 ]-phenyl, oxo (═O), thioxo (═S), methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, isobutyl, tert-butyl and n-pentyl;
or denotes a residue selected from the group consisting of tetrazolyl, (1,3)-benzodioxolyl, (1,4)-benzodioxanyl, indolyl, (2,3)-dihydrothieno[3,4-b][1,4]dioxinyl, benzo[b]furanyl, phenyl, naphthyl, oxazolyl, thiazolyl, imidazolyl, pyrimidinyl, thiophenyl, furanyl and pyridinyl, which may in each case be attached via a —(CH═CH)—, —C≡C—, —(CH 2 )—, —(CH 2 ) 2 — or —(CH 2 ) 3 -group and/or may optionally in each case be substituted with 1, 2, 3, 4 or 5 substituents mutually independently selected from the group consisting of F, Cl, Br, I, —CN, —CF 3 , —SF S , —OH, —O—CH 3 , —O—C 2 H 5 , —NH 2 , —N(CH 3 ) 2 , —N(C 2 H 5 ) 2 , —NH—S(═O) 2 —CH 3 , —NH—S(═O 2 )—C 2 H 5 , —NH—S(═O) 2 —CH(CH 3 ) 2 , —NO 2 , —O—CF 3 , —S—CF 3 , —SH, —S—CH 3 , —S—C 2 H 5 , —S—CH(CH 3 ) 2 , —S—C(CH 3 ) 3 , methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, isobutyl and tert-butyl;
R 11b , R 12b , R 13b , R 14b and R 15b , mutually independently, in each case
denote a residue selected from the group consisting of —(CH 2 )-pyridinyl, —(CH 2 ) 2 -pyridinyl, methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, isobutyl, tert-butyl, n-pentyl, 3-pentyl, n-heptyl, 4-heptyl, n-octyl, n-nonyl, 5-nonyl, (2,6)-dimethyl-hept-4-yl, 3-methyl-butyl, n-hexyl, (3,3)-dimethylbutyl, —CH 2 —CH 2 —O—CH 3 , —CH 2 —CH 2 —O—C 2 H 5 , —CH 2 —CH 2 -β-phenyl, —CH 2 —CH 2 —CH 2 —O—CH 3 , ethenyl, propenyl, 2-butenyl, 3-butenyl, 2-pentenyl and 3-pentenyl;
denote a residue selected from the group consisting of 2,3-dihydro-1H-indenyl, oxetanyl, piperidinyl, pyrrolidinyl, cyclopropyl, cyclobutyl, cyclopentyl and cyclohexyl, which may in each case be attached via a —CH 2 —O—, —CH 2 —CH 2 —O—, —CH 2 —CH 2 —O—CH 2 —, —CH 2 —CH(CH 3 )—O—CH 2 —, —(CH 2 )—, —(CH 2 ) 2 — or —(CH 2 ) 3 -group and/or in each case may optionally be substituted with 1, 2, 3, 4 or 5 substituents selected from the group consisting of methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, —C(═O)—O—CH 3 , —C(═O)—O—C 2 H 5 , —C(═O)—O—CH(CH 3 ) 2 and —C(═O)—O—C(CH 3 ) 3 ;
or denote a residue selected from the group consisting of —(CH 2 )— pyridinyl, —(CH 2 ) 2 -pyridinyl, benzyl, phenethyl, phenyl, naphthyl, thiophenyl, furanyl, pyrrolyl and pyridinyl, which in each case may optionally be substituted with 1, 2, 3, 4 or 5 substituents selected from the group consisting of —CF 3 , F, Cl, Br, —O—CH 3 , —O—C 2 H 5 , methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, isobutyl and tert-butyl; or
R 12b and R 13b in each case together with the nitrogen atom joining them together as a ring member, form a residue selected from the group consisting of 3-aza-bicyclo[3.1.1]heptyl, 6-aza-spiro[2.5]octyl, 3-aza-bicyclo[3.2.1]octyl, 6-aza-bicyclo[3.3.1]heptyl, 8-aza-bicyclo[3.2.1]octyl, 1-oxa-2,8-diaza-spiro[4.5]dec-2-enyl, azocanyl, isoindolyl, indolyl, (1,2,3,6)-tetrahydropyridinyl, (4,5,6,7)-tetrahydroisoxazolo[5,4-c]pyridinyl, pyrrolidinyl, piperidinyl, (1,2,3,6)-tetrahydropyridinyl, piperazinyl, morpholinyl, azepanyl, diazepanyl and thiomorpholinyl, which in each case may optionally be substituted with 1 or 2 substituents selected from the group consisting of —CH 2 —O—CH 2 -oxetanyl, —O—CH 2 -oxetanyl, —CH 2 —OH, —CH 2 —CH 2 —OH, ═CH 2 , —C(═O)—O—CH 3 , —C(═O)—O—C 2 H 5 , —C(═O)—O—C(CH 3 ) 3 , —C(═O)—CH 3 , —C(═O)—C 2 H 5 , —C(═O)—C(CH 3 ) 3 , —CN, —CH 2 —N(CH 3 ) 2 , —CH 2 —N(C 2 H 5 ) 2 , —CH 2 —NH—CH 3 , —CH 2 —NH—C 2 H 5 , —N—[C(═O)—C 2 H 5 ]-phenyl, —N—[C(═O)—CH 3 ]-phenyl, —CH 2 —O—CH 3 , —CH 2 —O—CH 2 —CH 3 , —NH 2 , —NH—CH 3 , —NH—C 2 H 5 , —N(CH 3 ) 2 , —N(C 2 H 5 ) 2 , —NH-phenyl, —N(CH 3 )-phenyl, —N(C 2 H 5 )-phenyl, oxo (═O), thioxo (═S), —OH, F, Cl, Br, —CF 3 , —O—CH 3 , —O—C 2 H 5 , —O—C(CH 3 ) 3 , —O—CH(CH 3 ) 2 , —O—CH 2 —CH 2 —CH 2 —CH 3 , methyl, ethyl, isopropyl, n-propyl, n-butyl, tert-butyl, sec-butyl, (4,5)-dihydroisoxazolyl, thiazolyl, (1,2,5)-thiadiazolyl, thiophenyl, phenethyl, cyclohexyl, cyclopentyl, piperidinyl, pyrrolidinyl, —O-phenyl, —O—C(═O)—CH 3 , —O—C(═O)—C 2 H 5 , —O—C(═O)—C(CH 3 ) 3 , —(CH 2 )-pyridinyl, pyridinyl, phenyl and benzyl, wherein in each case the cyclic moiety of the residues oxetanyl, —N—[C(═O)—C 2 H 5 ]-phenyl, —N—[C(═O)—CH 3 ]-phenyl, (4,5)-dihydroisoxazolyl, thiazolyl, (1,2,5)-thiadiazolyl, thiophenyl, phenethyl, —NH-phenyl, —N(CH 3 )-phenyl, —N(C 2 H 5 )-phenyl, —(CH 2 )-pyridinyl, pyridinyl, phenyl, —O-phenyl and benzyl may optionally be substituted with 1, 2, 3, 4 or 5 substituents mutually independently selected from the group consisting of —CF 3 , —OH, —O—CH 3 , —O—C 2 H 5 , F, Cl, Br, methyl, ethyl, isopropyl, n-propyl, n-butyl, tert-butyl and sec-butyl; in each case optionally in the form of one of the pure stereoisomers thereof, in particular enantiomers or diastereomers, the racemates thereof or in the form of a mixture of stereoisomers, in particular the enantiomers and/or diastereomers, in any desired mixing ratio, or in each case in the form of corresponding salts or in each case in the form of corresponding solvates.
22 . Compounds of general formula Ic1 according to claim 1 ,
in which
nc denotes 0, 1 or 2;
R 2c denotes methyl; —O—CH 3 ; F; Cl; Br or I;
R 8c denotes H; F; Cl; Br; I; —CN; —OH; —NH 2 ; —NO 2 ; —NHR 11c ; —NR 12c R 13c ; —OR 14c ; —SR 15c ;
denotes a residue selected from the group consisting of methyl, —CF 3 , —CCl 3 , —CBr 3 , —CHF 2 , —CH 2 F, —CF 2 Cl, —CCl 2 F, ethyl, —CF 2 —CH 3 , —CH 2 —CF 3 , —C 2 F 5 , —CH 2 —CCl 3 , —CH 2 —CBr 3 , —CHF—CF 2 Cl, —CF 2 —CF 2 Cl, —CFCl—CF 2 Cl, n-propyl, —CF 2 —CF 2 —CF 3 , —CF(CF 3 ) 2 , isopropyl, sec-butyl, isobutyl, tert-butyl, —CH 2 —CH 2 —CH 2 —CF 3 , —CH 2 —CH 2 —CH 2 —CH 2 —CF 3 , —CH 2 —C(═O)—O—CH 3 , —CH 2 —C(═O)—C 2 H 5 , —CH 2 —C(═O)—C(CH 3 ) 3 , —CH 2 —O—C(═O)—CH 3 , —CH 2 —O—C(═O)—C 2 H 5 , —CH 2 —O—C(═O)—CH(CH 3 ) 2 , —CH 2 —O—C(═O)—C(CH 3 ) 3 , n-butyl, n-pentyl, n-hexyl, (3,3)-dimethyl-but-1-yl, 3-methyl-but-1-yl, 4-methyl-pent-1-yl, (3,3)-dimethyl-but-1-ynyl, 4-methyl-pent-1-ynyl, 1-hexynyl, propynyl, ethynyl, butynyl, pentynyl, 2-methyl-propen-1-yl, 3-methyl-but-2-en-1-yl, 1-pentenyl, 1-octenyl, 1-heptenyl, 1-hexenyl and (3,3)-dimethyl-but-1-enyl;
denotes a residue selected from the group consisting of cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cyclohexenyl, pyrrolidinyl, piperidinyl, morpholinyl, piperazinyl, azepanyl, diazepanyl, azocanyl and thiomorpholinyl, which is in each case attached to the parent structure via a carbon atom of the rings of the above-stated residues or via a —(CH═CH)—, —C≡C— or —C≡C—CH 2 -group and in each case may optionally be substituted with 1, 2, 3, 4 or 5 substituents selected from the group consisting of —C(═O)—O—CH 3 , —C(═O)—O—C 2 H 5 , —C(═O)—O—C(CH 3 ) 3 , —C(═O)—CH 3 , —C(═O)—C 2 H 5 , —C(═O)—C(CH 3 ) 3 , —CN, —CH 2 —N(CH 3 ) 2 , —CH 2 —N(C 2 H 5 ) 2 , —CH 2 —NH—CH 3 , —CH 2 —NH—C 2 H 5 , —N—[C(═O)—C 2 H 5 ]-phenyl, —N—[C(═O)—CH 3 ]-phenyl, oxo (═O), thioxo (═S), methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, isobutyl, tert-butyl and n-pentyl;
or a residue selected from the group consisting of tetrazolyl, (1,3)-benzodioxolyl, (1,4)-benzodioxanyl, indolyl, (2,3)-dihydrothieno[3,4-b][1,4]dioxinyl, benzo[b]furanyl, phenyl, naphthyl, oxazolyl, thiazolyl, imidazolyl, pyrimidinyl, thiophenyl, furanyl and pyridinyl, which may in each case be attached via a —(CH═CH)—, —C≡C—, —(CH 2 )—, —(CH 2 ) 2 — or —(CH 2 ) 3 -group and/or in each case may optionally be substituted with 1, 2, 3, 4 or 5 substituents selected from the group consisting of F, Cl, Br, I, —CN, —CF 3 , —SF S , —OH, —O—CH 3 , —O—C 2 H 5 , —NH 2 , —N(CH 3 ) 2 , —N(C 2 H 5 ) 2 , —NH—S(═O) 2 —CH 3 , —NH—S(═O 2 )—C 2 H 5 , —NH—S(═O) 2 —CH(CH 3 ) 2 , —NO 2 , —O—CF 3 , —S—CF 3 , —SH, —S—CH 3 , —S—C 2 H 5 , —S—CH(CH 3 ) 2 , —S—C(CH 3 ) 3 , methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, isobutyl and tert-butyl;
R 11c , R 12c , R 13c , R 14c and R 15c , mutually independently, in each case
denote a residue selected from the group consisting of methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, isobutyl, tert-butyl, n-pentyl, 3-pentyl, n-heptyl, 4-heptyl, n-octyl, n-nonyl, 5-nonyl, (2,6)-dimethyl-hept-4-yl, 3-methyl-butyl, n-hexyl, (3,3)-dimethylbutyl, —CH 2 —CH 2 —O—CH 3 , —CH 2 —CH 2 —O—O 2 H 5 , —CH 2 —CH 2 —O-phenyl, —CH 2 —CH 2 —CH 2 —O—CH 3 , ethenyl, propenyl, 2-butenyl, 3-butenyl, 2-pentenyl and 3-pentenyl;
denote a residue selected from the group consisting of 2,3-dihydro-1H-indenyl, piperidinyl, pyrrolidinyl, cyclopropyl, cyclobutyl, oxetanyl, cyclopentyl and cyclohexyl, which may in each case be attached via a —CH 2 —O—, —CH 2 —CH 2 —O—, —CH 2 —CH 2 —O—CH 2 —, —CH 2 —CH(CH 3 )—O—CH 2 —, —(CH 2 )—, —(CH 2 ) 2 — or —(CH 2 ) 3 -group and/or in each case may optionally be substituted with 1, 2, 3, 4 or 5 substituents selected from the group consisting of methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, —C(═O)—O—CH 3 , —C(═O)—O—C 2 H 5 , —C(═O)—O—CH(CH 3 ) 2 and —C(═O)—O—C(CH 3 ) 3 ;
or denotes a residue selected from the group consisting of —(CH 2 )— pyridinyl, —(CH 2 ) 2 -pyridinyl, benzyl, phenethyl, phenyl, naphthyl, thiophenyl, furanyl, pyrrolyl and pyridinyl, which in each case may optionally be substituted with 1, 2, 3, 4 or 5 substituents selected from the group consisting of —CF 3 , F, Cl, Br, —O—CH 3 , —O—C 2 H 5 , methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, isobutyl and tert-butyl; or
R 12c and R 13c in each case together with the nitrogen atom joining them together as a ring member, form a residue selected from the group consisting of 3-aza-bicyclo[3.1.1]heptyl, 6-aza-aza-spiro[2.5]octyl, 3-aza-aza-bicyclo[3.2.1]octyl, 6-aza-aza-bicyclo[3.3.1]heptyl, 8-aza-aza-bicyclo[3.2.1]octyl, 1-oxa-2,8-diaza-spiro[4.5]dec-2-enyl, azocanyl, isoindolyl, indolyl, (1,2,3,6)-tetrahydropyridinyl, (4,5,6,7)-tetrahydroisoxazolo[5,4-c]pyridinyl, pyrrolidinyl, piperidinyl, (1,2,3,6)-tetrahydropyridinyl, piperazinyl, morpholinyl, azepanyl, diazepanyl and thiomorpholinyl, which in each case may optionally be substituted with 1 or 2 substituents selected from the group consisting of —CH 2 —O—CH 2 -oxetanyl, —O—CH 2 -oxetanyl, —CH 2 —OH, —CH 2 —CH 2 —OH, ═CH 2 , —C(═O)—O—CH 3 , —C(═O)—O—C 2 H 5 , —C(═O)—O—C(CH 3 ) 3 , —C(═O)—CH 3 , —C(═O)—C 2 H 5 , —C(═O)—C(CH 3 ) 3 , —CN, —CH 2 —N(CH 3 ) 2 , —CH 2 —N(C 2 H 5 ) 2 , —CH 2 —NH—CH 3 , —CH 2 —NH—C 2 H 5 , —N—[C(═O)—C 2 H 5 ]-phenyl, —N—[C(═O)—CH 3 ]-phenyl, —CH 2 —O—CH 3 , —CH 2 —O—CH 2 —CH 3 , —NH 2 , —NH—CH 3 , —NH—C 2 H 5 , —N(CH 3 ) 23 —N(C 2 H 5 ) 23 —NH-phenyl, —N(CH 3 )-phenyl, —N(C 2 H 5 )-phenyl, oxo (═O), thioxo (═S), —OH, F, Cl, Br, —CF 3 , —O—CH 3 , —O—C 2 H 5 , —O—C(CH 3 ) 3 , —O—CH(CH 3 ) 2 , —O—CH 2 —CH 2 —CH 2 —CH 3 , methyl, ethyl, isopropyl, n-propyl, n-butyl, tert-butyl, sec-butyl, cyclohexyl, cyclopentyl, (4,5)-dihydroisoxazolyl, thiazolyl, (1,2,5)-thiadiazolyl, thiophenyl, phenethyl, piperidinyl, pyrrolidinyl, —O-phenyl, —O—C(═O)—CH 3 , —O—C(═O)—C 2 H 5 , —O—C(═O)—C(CH 3 ) 3 , —(CH 2 )-pyridinyl, pyridinyl, phenyl and benzyl, wherein in each case the cyclic moiety of the residues oxetanyl, —N—[C(═O)—C 2 H 5 ]-phenyl, —N—[C(═O)—CH 3 ]-phenyl, (4,5)-dihydroisoxazolyl, thiazolyl, (1,2,5)-thiadiazolyl, thiophenyl, phenethyl, —NH-phenyl, —N(CH 3 )-phenyl, —N(C 2 H 5 )-phenyl, —(CH 2 )-pyridinyl, pyridinyl, phenyl, —O-phenyl and benzyl may optionally be substituted with 1, 2, 3, 4 or 5 substituents mutually independently selected from the group consisting of —CF 3 , —OH, —O—CH 3 , —O—C 2 H 5 , F, Cl, Br, methyl, ethyl, isopropyl, n-propyl, n-butyl, tert-butyl and sec-butyl;
R 25c and R 26c , mutually independently, in each case denote a hydrogen residue; or denote a residue selected from the group consisting of —CH 2 —OH, —CH 2 —CH 2 —OH, —CH 2 —CH 2 —CH 2 —OH, —CH 2 —CH 2 —CH 2 —CH 2 —OH, isopropyl, n-butyl, sec-butyl, isobutyl, methyl, ethyl and n-propyl;
providing that R 25c and R 26c do not in each case denote a hydrogen residue; or
R 25c and R 26c in each case together with the carbon atom joining them together as a ring member, form a residue selected from the group consisting of cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl and cycloheptyl;
in each case optionally in the form of one of the pure stereoisomers thereof, in particular enantiomers or diastereomers, the racemates thereof or in the form of a mixture of stereoisomers, in particular the enantiomers and/or diastereomers, in any desired mixing ratio, or in each case in the form of corresponding salts or in each case in the form of corresponding solvates.
23 . Compounds of general formula Ic according claim 22 ,
in which
nc, R 8c and R 2c have the meaning as defined in claim 22 ;
in each case optionally in the form of one of the pure stereoisomers thereof, in particular enantiomers or diastereomers, the racemates thereof or in the form of a mixture of stereoisomers, in particular the enantiomers and/or diastereomers, in any desired mixing ratio, or in each case in the form of corresponding salts or in each case in the form of corresponding solvates.
24 . Compounds according to claim 23 , characterized in that
nc denotes 1; R 2c denotes F; R 8c denotes H; F; Cl; Br; I; —CN; —OH; —NH 2 ; —NO 2 ; —NHR 11c ; —NR 12c R 13c ; —OR 14c ; —SR 15c ;
denotes a residue selected from the group consisting of methyl, —CF 3 , —CCl 3 , —CBr 3 , —CHF 2 , —CH 2 F, —CF 2 Cl, —CCl 2 F, ethyl, —CF 2 —CH 3 , —CH 2 —CF 3 , —C 2 F 5 , —CH 2 —CCl 3 , —CH 2 —CBr 3 , —CHF—CF 2 Cl, —CF 2 —CF 2 Cl, —CFCl—CF 2 Cl, n-propyl, —CF 2 —CF 2 —CF 3 , —CF(CF 3 ) 2 , isopropyl, sec-butyl, isobutyl, tert-butyl, —CH 2 —CH 2 —CH 2 —CF 3 , —CH 2 —CH 2 —CH 2 —CH 2 —CF 3 , —CH 2 —C(═O)—O—CH 3 , —CH 2 —C(═O)—C 2 H 5 , —CH 2 —C(═O)—C(CH 3 ) 3 , —CH 2 —O—C(═O)—CH 3 , —CH 2 —O—C(═O)—C 2 H 5 , —CH 2 —O—C(═O)—CH(CH 3 ) 2 , —CH 2 —O—C(═O)—C(CH 3 ) 3 , n-butyl, n-pentyl, n-hexyl, (3,3)-dimethyl-but-1-yl, 3-methyl-but-1-yl, 4-methyl-pent-1-yl, (3,3)-dimethyl-but-1-ynyl, 4-methyl-pent-1-ynyl, 1-hexynyl, propynyl, ethynyl, butynyl, pentynyl, 2-methyl-propen-1-yl, 3-methyl-but-2-en-1-yl, 1-pentenyl, 1-octenyl, 1-heptenyl, 1-hexenyl and (3,3)-dimethyl-but-1-enyl;
denotes a residue selected from the group consisting of cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cyclohexenyl, pyrrolidinyl, piperidinyl, morpholinyl, piperazinyl, azepanyl, diazepanyl, azocanyl and thiomorpholinyl, which is in each case attached to the parent structure via a carbon atom of the rings of the above-stated residues or via a —(CH═CH)—, —C≡C— or —C≡C—CH 2 -group and in each case may optionally be substituted with 1, 2, 3, 4 or 5 substituents selected from the group consisting of —C(═O)—O—CH 3 , —C(═O)—O—C 2 H 5 , —C(═O)—O—C(CH 3 ) 3 , —C(═O)—CH 3 , —C(═O)—C 2 H 5 , —C(═O)—C(CH 3 ) 3 , —CN, —CH 2 —N(CH 3 ) 2 , —CH 2 —N(C 2 H 5 ) 2 , —CH 2 —NH—CH 3 , —CH 2 —NH—C 2 H 5 , —N—[C(═O)—C 2 H 5 ]-phenyl, —N—[C(═O)—CH 3 ]-phenyl, oxo (═O), thioxo (═S), methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, isobutyl, tert-butyl and n-pentyl;
or denotes a residue selected from the group consisting of tetrazolyl, (1,3)-benzodioxolyl, (1,4)-benzodioxanyl, indolyl, (2,3)-dihydrothieno[3,4-b][1,4]dioxinyl, benzo[b]furanyl, phenyl, naphthyl, oxazolyl, thiazolyl, imidazolyl, pyrimidinyl, thiophenyl, furanyl and pyridinyl, wherein the residue may in each case be attached via a —(CH═CH)—, —C≡C—, —(CH 2 )—, —(CH 2 ) 2 — or —(CH 2 ) 3 -group and/or in each case may optionally be substituted with 1, 2, 3, 4 or 5 substituents selected from the group consisting of F, Cl, Br, I, —CN, —CF 3 , —SF S , —OH, —O—CH 3 , —O—C 2 H 5 , —NH 2 , —N(CH 3 ) 2 , —N(C 2 H 5 ) 2 , —NH—S(═O) 2 —CH 3 , —NH—S(═O 2 )—C 2 H 5 , —NH—S(═O) 2 —CH(CH 3 ) 2 , —NO 2 , —O—CF 3 , —S—CF 3 , —SH, —S—CH 3 , —S—C 2 H 5 , —S—CH(CH 3 ) 2 , —S—C(CH 3 ) 3 , methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, isobutyl and tert-butyl;
R 11c , R 12c , R 13c , R 14c and R 15c , mutually independently, in each case
denote a residue selected from the group consisting of methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, isobutyl, tert-butyl, n-pentyl, 3-pentyl, n-heptyl, 4-heptyl, n-octyl, n-nonyl, 5-nonyl, (2,6)-dimethyl-hept-4-yl, 3-methyl-butyl, n-hexyl, (3,3)-dimethylbutyl, —CH 2 —CH 2 —O—CH 3 , —CH 2 —CH 2 —O—C 2 H 5 , —CH 2 —CH 2 —O-phenyl, —CH 2 —CH 2 —CH 2 —O—CH 3 , ethenyl, propenyl, 2-butenyl, 3-butenyl, 2-pentenyl and 3-pentenyl;
denote a residue selected from the group consisting of 2,3-dihydro-1H-indenyl, piperidinyl, pyrrolidinyl, cyclopropyl, cyclobutyl, oxetanyl, cyclopentyl and cyclohexyl, wherein the residue may in each case be attached via a —CH 2 —O—, —CH 2 —CH 2 —O—, —CH 2 —CH 2 —O—CH 2 —, —CH 2 —CH(CH 3 )—O—CH 2 —, —(CH 2 )—, —(CH 2 ) 2 — or —(CH 2 ) 3 -group and/or in each case may optionally be substituted with 1, 2, 3, 4 or 5 substituents selected from the group consisting of methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, —C(═O)—O—CH 3 , —C(═O)—O—C 2 H 5 , —C(═O)—O—CH(CH 3 ) 2 and —C(═O)—O—C(CH 3 ) 3 ;
or denotes a residue selected from the group consisting of —(CH 2 )— pyridinyl, —(CH 2 ) 2 -pyridinyl, benzyl, phenethyl, phenyl, naphthyl, thiophenyl, furanyl, pyrrolyl and pyridinyl, which in each case may optionally be substituted with 1, 2, 3, 4 or 5 substituents selected from the group consisting of —CF 3 , F, Cl, Br, —O—CH 3 , —O—C 2 H 5 , methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, isobutyl and tert-butyl; or
R 12c and R 13c in each case together with the nitrogen atom joining them together as a ring member, form a residue selected from the group consisting of 3-aza-bicyclo[3.1.1]heptyl, 6-aza-spiro[2.5]octyl, 3-aza-bicyclo[3.2.1]octyl, 6-aza-bicyclo[3.3.1]heptyl, 8-aza-bicyclo[3.2.1]octyl, 1-oxa-2,8-diaza-spiro[4.5]dec-2-enyl, azocanyl, isoindolyl, indolyl, (1,2,3,6)-tetrahydropyridinyl, (4,5,6,7)-tetrahydroisoxazolo[5,4-c]pyridinyl, pyrrolidinyl, piperidinyl, (1,2,3,6)-tetrahydropyridinyl, piperazinyl, morpholinyl, azepanyl, diazepanyl and thiomorpholinyl, which in each case may optionally be substituted with 1 or 2 substituents selected from the group consisting of —C(═O)—O—CH 3 , —C(═O)—O—C 2 H 5 , —C(═O)—O—C(CH 3 ) 3 , —C(═O)—CH 3 , —C(═O)—C 2 H 5 , —C(═O)—C(CH 3 ) 3 , —CN, —CH 2 —N(CH 3 ) 2 , —CH 2 —N(C 2 H 5 ) 2 , —CH 2 —NH—CH 3 , —CH 2 —NH—C 2 H 5 , —N—[C(═O)—C 2 H 5 ]-phenyl, —N—[C(═O)—CH 3 ]-phenyl, —CH 2 —O—CH 2 -oxetanyl, —O—CH 2 -oxetanyl, —CH 2 —OH, —CH 2 —CH 2 —OH, ═CH 2 , —CH 2 —O—CH 3 , —CH 2 —O—CH 2 —CH 3 , —NH 2 , —NH—CH 3 , —NH—C 2 H 5 , —N(CH 3 ) 2 , —N(C 2 H 5 ) 2 , —NH-phenyl, —N(CH 3 )-phenyl, —N(C 2 H 5 )-phenyl, oxo (═O), thioxo (═S), —OH, F, Cl, Br, —CF 3 , —O—CH 3 , —O—C 2 H 5 , —O—C(CH 3 ) 3 , —O—CH(CH 3 ) 2 , —O—CH 2 —CH 2 —CH 2 —CH 3 , methyl, ethyl, isopropyl, n-propyl, n-butyl, tert-butyl, sec-butyl, cyclohexyl, cyclopentyl, (4,5)-dihydroisoxazolyl, thiazolyl, (1,2,5)-thiadiazolyl, thiophenyl, phenethyl, piperidinyl, pyrrolidinyl, —O-phenyl, —O—C(═O)—CH 3 , —O—C(═O)—C 2 H 5 , —O—C(═O)—C(CH 3 ) 3 , —(CH 2 )-pyridinyl, pyridinyl, phenyl and benzyl, wherein in each case the cyclic moiety of the residues oxetanyl, —N—[C(═O)—C 2 H 5 ]-phenyl, —N—[C(═O)—CH 3 ]-phenyl, (4,5)-dihydroisoxazolyl, thiazolyl, (1,2,5)-thiadiazolyl, thiophenyl, phenethyl, —NH-phenyl, —N(CH 3 )-phenyl, —N(C 2 H 5 )-phenyl, —(CH 2 )-pyridinyl, pyridinyl, phenyl, —O-phenyl and benzyl may optionally be substituted with 1, 2, 3, 4 or 5 substituents mutually independently selected from the group consisting of —CF 3 , —OH, —O—CH 3 , —O—C 2 H 5 , F, Cl, Br, methyl, ethyl, isopropyl, n-propyl, n-butyl, tert-butyl and sec-butyl; in each case optionally in the form of one of the pure stereoisomers thereof, in particular enantiomers or diastereomers, the racemates thereof or in the form of a mixture of stereoisomers, in particular the enantiomers and/or diastereomers, in any desired mixing ratio, or in each case in the form of corresponding salts or in each case in the form of corresponding solvates.
25 . Compounds of general formula Id1 according to claim 1 ,
in which
X d denotes O or S;
nd denotes 0, 1 or 2;
R 2d denotes F; Cl; Br; I or denotes a residue selected from the group consisting of methyl, —CF 3 , —CCl 3 , —CBr 3 , —CHF 2 , —CH 2 F, —O—CH 3 , —O—CF 3 , —O—CCl 3 , —O—CBr 3 , —O—CHF 2 , —O—CH 2 F, —S—CH 3 , —S—CF 3 , —S—CCl 3 , —S—CBr 3 , —S—CHF 2 , —S—CH 2 F, —S—CF 2 Cl and —S—CCl 2 F;
R 5d denotes F; Cl; Br; I; —SF 5 ;
denotes a residue selected from the group consisting of methyl, ethyl, —CF 3 , —CCl 3 , —CBr 3 , —CHF 2 , —CH 2 F, —CF 2 Cl, —CCl 2 F, —C(CH 3 ) 2 —(CH 2 OH), tert-butyl, —O—CF 3 , —O—CCl 3 , —O—CBr 3 , —O—CHF 2 , —O—CH 2 F, —O—CF 2 Cl, —O—CCl 2 F, —O—CF 2 —CH 3 , —S—CF 3 , —S—CCl 3 , —S—CBr 3 , —S—CHF 2 , —S—CH 2 F, —S—CF 2 Cl, —S—CCl 2 F, —S—CF 2 —CH 3 , —S(═O) 2 —CF 3 , —S(═O) 2 —CCl 3 , —S(═O) 2 —CBr 3 , —S(═O) 2 —CHF 2 , —S(═O) 2 —CH 2 F and —S(═O) 2 —CF 2 Cl;
or denotes a residue selected from the group consisting of cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cyclopentenyl and cyclohexenyl;
R 10d denotes —CN; —OH; —NH 2 ; —NO 2 ; —NHR 11d ; —NR 12d R 13d ; —OR 14d ; —SR 15d ; —C(═O)—OR 22d ;
denotes a residue selected from the group consisting of cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cyclohexenyl, pyrrolidinyl, piperidinyl, morpholinyl, piperazinyl, azepanyl, diazepanyl, azocanyl and thiomorpholinyl, which is in each case attached to the parent structure via a carbon atom of the rings of the above-stated residues or via a —(CH═CH)—, —C≡C— or —C≡C—CH 2 -group and in each case may optionally be substituted with 1, 2, 3, 4 or 5 substituents selected from the group consisting of —C(═O)—O—CH 3 , —C(═O)—O—C 2 H 5 , —C(═O)—O—C(CH 3 ) 3 , —C(═O)—CH 3 , —C(═O)—C 2 H 5 , —C(═O)—C(CH 3 ) 3 , —CN, —CH 2 —N(CH 3 ) 2 , —CH 2 —N(C 2 H 5 ) 2 , —CH 2 —NH—CH 3 , —CH 2 —NH—C 2 H 5 , —N—[C(═O)—C 2 H 5 ]-phenyl, —N—[C(═O)—CH 3 ]-phenyl, oxo (═O), thioxo (═S), methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, isobutyl, tert-butyl and n-pentyl;
or denotes a residue selected from the group consisting of tetrazolyl, (1,3)-benzodioxolyl, (1,4)-benzodioxanyl, (2,3)-dihydrothieno[3,4-b][1,4]dioxinyl, benzo[b]furanyl, indolyl, phenyl, naphthyl, oxazolyl, thiazolyl, imidazolyl, pyrimidinyl, thiophenyl, furanyl and pyridinyl, wherein the residue may in each case be attached via a —(CH═CH)—, —C═C—, —(CH 2 )—, —(CH 2 ) 2 — or —(CH 2 ) 3 -group and/or in each case may optionally be substituted with 1, 2, 3, 4 or 5 substituents selected from the group consisting of F, Cl, Br, I, —CN, —CF 3 , —SF 5 , —OH, —O—CH 3 , —O—C 2 H 5 , —NH 2 , —N(CH 3 ) 2 , —N(C 2 H 5 ) 2 , —NH—S(═O) 2 —CH 3 , —NH—S(═O 2 )—C 2 H 5 , —NH—S(═O) 2 —CH(CH 3 ) 2 , —NO 2 , —O—CF 3 , —S—CF 3 , —SH, —S—CH 3 , —S—C 2 H 5 , —S—CH(CH 3 ) 2 , —S—C(CH 3 ) 3 , methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, isobutyl and tert-butyl;
R 11d , R 12d , R 13d , R 14d , R 15d , and R 22d , mutually independently, in each case
denote a residue selected from the group consisting of methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, isobutyl, tert-butyl, n-pentyl, 3-pentyl, n-heptyl, 4-heptyl, n-octyl, n-nonyl, 5-nonyl, (2,6)-dimethyl-hept-4-yl, 3-methyl-butyl, n-hexyl, (3,3)-dimethylbutyl, —CH 2 —CH 2 —O—CH 3 , —CH 2 —CH 2 —O—C 2 H 5 , —CH 2 —CH 2 —O-phenyl, —CH 2 —CH 2 —CH 2 —O—CH 3 , ethenyl, propenyl, 2-butenyl, 3-butenyl, 2-pentenyl and 3-pentenyl;
denote a residue selected from the group consisting of 2,3-dihydro-1H-indenyl, piperidinyl, pyrrolidinyl, cyclopropyl, cyclobutyl, oxetanyl, cyclopentyl and cyclohexyl, wherein the residue may in each case be attached via a —CH 2 —O—, —CH 2 —CH 2 —O—, —CH 2 —CH 2 —O—CH 2 —, —CH 2 —CH(CH 3 )—O—CH 2 —, —(CH 2 )—, —(CH 2 ) 2 — or —(CH 2 ) 3 -group and/or in each case may optionally be substituted with 1, 2, 3, 4 or 5 substituents selected from the group consisting of methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, —C(═O)—O—CH 3 , —C(═O)—O—C 2 H 5 , —C(═O)—O—CH(CH 3 ) 2 and —C(═O)—O—C(CH 3 ) 3 ;
or denotes a residue selected from the group consisting of —(CH 2 )— pyridinyl, —(CH 2 ) 2 -pyridinyl, phenyl, naphthyl, thiophenyl, furanyl, pyrrolyl and pyridinyl, which in each case may optionally be substituted with 1, 2, 3, 4 or 5 substituents selected from the group consisting of —CF 3 , F, Cl, Br, —O—CH 3 , —O—C 2 H 5 , methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, isobutyl and tert-butyl; or
R 12d and R 13d in each case together with the nitrogen atom joining them together as a ring member, form a residue selected from the group consisting of 3-aza-bicyclo[3.1.1]heptyl, 6-aza-spiro[2.5]octyl, 3-aza-bicyclo[3.2.1]octyl, 6-aza-bicyclo[3.3.1]heptyl, 8-aza-bicyclo[3.2.1]octyl, 1-oxa-2,8-diaza-spiro[4.5]dec-2-enyl, azocanyl, isoindolyl, indolyl, (1,2,3,6)-tetrahydropyridinyl, (4,5,6,7)-tetrahydroisoxazolo[5,4-c]pyridinyl, pyrrolidinyl, piperidinyl, (1,2,3,6)-tetrahydropyridinyl, piperazinyl, morpholinyl, azepanyl, diazepanyl and thiomorpholinyl, which in each case may optionally be substituted with 1 or 2 substituents selected from the group consisting of —CH 2 —O—CH 2 -oxetanyl, —O—CH 2 -oxetanyl, —CH 2 —OH, —CH 2 —CH 2 —OH, ═CH 2 , —C(═O)—O—CH 3 , —C(═O)—O—C 2 H 5 , —C(═O)—O—C(CH 3 ) 3 , —C(═O)—CH 3 , —C(═O)—C 2 H 5 , —C(═O)—C(CH 3 ) 3 , —CN, —CH 2 —N(CH 3 ) 2 , —CH 2 —N(C 2 H 5 ) 2 , —CH 2 —NH—CH 3 , —CH 2 —NH—C 2 H 5 , —N—[C(═O)—C 2 H 5 ]-phenyl, —N—[C(═O)—CH 3 ]-phenyl, —CH 2 —O—CH 3 , —CH 2 —O—CH 2 —CH 3 , —NH 2 , —NH—CH 3 , —NH—C 2 H 5 , —N(CH 3 ) 2 , —N(C 2 H 5 ) 2 , —NH-phenyl, —N(CH 3 )-phenyl, —N(C 2 H 5 )-phenyl, oxo (═O), thioxo (═S), —OH, F, Cl, Br, —CF 3 , —O—CH 3 , —O—C 2 H 5 , —O—C(CH 3 ) 3 , —O—CH(CH 3 ) 2 , —O—CH 2 —CH 2 —CH 2 —CH 3 , methyl, ethyl, isopropyl, n-propyl, n-butyl, tert-butyl, sec-butyl, cyclohexyl, cyclopentyl, (4,5)-dihydroisoxazolyl, thiazolyl, (1,2,5)-thiadiazolyl, thiophenyl, phenethyl, piperidinyl, pyrrolidinyl, —O-phenyl, —O—C(═O)—CH 3 , —O—C(═O)—C 2 H 5 , —O—C(═O)—C(CH 3 ) 3 , —(CH 2 )-pyridinyl, pyridinyl, phenyl and benzyl, wherein in each case the cyclic moiety of the residues oxetanyl, —N—[C(═O)—C 2 H 5 ]-phenyl, —N—[C(═O)—CH 3 ]-phenyl, (4,5)-dihydroisoxazolyl, thiazolyl, (1,2,5)-thiadiazolyl, thiophenyl, phenethyl, —NH-phenyl, —N(CH 3 )-phenyl, —N(C 2 H 5 )-phenyl, —(CH 2 )-pyridinyl, pyridinyl, phenyl, —O-phenyl and benzyl may optionally be substituted with 1, 2, 3, 4 or 5 substituents mutually independently selected from the group consisting of —CF 3 , —OH, —O—CH 3 , —O—C 2 H 5 , F, Cl, Br, methyl, ethyl, isopropyl, n-propyl, n-butyl, tert-butyl and sec-butyl;
R 25d and R 26d , mutually independently, in each case denote a hydrogen residue; or denote an alkyl residue selected from the group consisting of —CH 2 —OH, —CH 2 —CH 2 —OH, —CH 2 —CH 2 —CH 2 —OH, —CH 2 —CH 2 —CH 2 —CH 2 —OH, isopropyl, n-butyl, sec-butyl, isobutyl, methyl, ethyl and n-propyl;
providing that R 25d and R 26d do not in each case denote a hydrogen residue; or
R 25d and R 26d in each case together with the carbon atom joining them together as a ring member, form a residue selected from the group consisting of cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl and cycloheptyl;
in each case optionally in the form of one of the pure stereoisomers thereof, in particular enantiomers or diastereomers, the racemates thereof or in the form of a mixture of stereoisomers, in particular the enantiomers and/or diastereomers, in any desired mixing ratio, or in each case in the form of corresponding salts or in each case in the form of corresponding solvates.
26 . Compounds of general formula Id according to claim 25 ,
in which
X d , nd, R 2d , R 5d and R 10d have the meaning as defined in claim 25 ;
in each case optionally in the form of one of the pure stereoisomers thereof, in particular enantiomers or diastereomers, the racemates thereof or in the form of a mixture of stereoisomers, in particular the enantiomers and/or diastereomers, in any desired mixing ratio, or in each case in the form of corresponding salts or in each case in the form of corresponding solvates.
27 . Compounds of general formula Ie1 according to claim 1 ,
in which
ne denotes 0, 1 or;
R 2e denotes methyl; —O—CH 3 ; F; Cl; Br or I;
R 10e denotes —CN; —OH; —NH 2 ; —NO 2 ; —NHR 11e ; —NR 12e R 13e ; —OR 14e ; —S 15e ;
denotes a residue selected from the group consisting of cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cyclohexenyl, pyrrolidinyl, piperidinyl, morpholinyl, piperazinyl, azepanyl, diazepanyl, azocanyl and thiomorpholinyl, which is in each case attached to the parent structure via a carbon atom of the rings of the above-stated residues or via a —(CH═CH)—, —C≡C— or —C≡C—CH 2 -group and in each case may optionally be substituted with 1, 2, 3, 4 or 5 substituents selected from the group consisting of —C(═O)—O—CH 3 , —C(═O)—O—C 2 H 5 , —C(═O)—O—C(CH 3 ) 3 , —C(═O)—CH 3 , —C(═O)—C 2 H 5 , —C(═O)—C(CH 3 ) 3 , —CN, —CH 2 —N(CH 3 ) 2 , —CH 2 —N(C 2 H 5 ) 2 , —CH 2 —NH—CH 3 , —CH 2 —NH—C 2 H 5 , —N—[C(═O)—C 2 H 5 ]-phenyl, —N—[C(═O)—CH 3 ]-phenyl, oxo (═O), thioxo (═S), methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, isobutyl, tert-butyl and n-pentyl;
or denotes a residue selected from the group consisting of tetrazolyl, (1,3)-benzodioxolyl, (1,4)-benzodioxanyl, indolyl, (2,3)-dihydrothieno[3,4-b][1,4]dioxinyl, benzo[b]furanyl, phenyl, naphthyl, oxazolyl, thiazolyl, imidazolyl, pyrimidinyl, thiophenyl, furanyl and pyridinyl, wherein the residue may in each case be attached via a —(CH═CH)—, —C≡C—, —(CH 2 )—, —(CH 2 ) 2 — or —(CH 2 ) 3 -group and/or in each case may optionally be substituted with 1, 2, 3, 4 or 5 substituents selected from the group consisting of F, Cl, Br, I, —CN, —CF 3 , —SF S , —OH, —O—CH 3 , —O—C 2 H 5 , —NH 2 , —N(CH 3 ) 2 , —N(C 2 H 5 ) 2 , —NH—S(═O) 2 —CH 3 , —NH—S(═O 2 )—C 2 H 5 , —NH—S(═O) 2 —CH(CH 3 ) 2 , —NO 2 , —O—CF 3 , —S—CF 3 , —SH, —S—CH 3 , —S—C 2 H 5 , —S—CH(CH 3 ) 2 , —S—C(CH 3 ) 3 , methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, isobutyl and tert-butyl;
R 11e , R 12e , R 13e , R 14e and R 15e , mutually independently, in each case
denote a residue selected from the group consisting of methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, isobutyl, tert-butyl, n-pentyl, 3-pentyl, n-heptyl, 4-heptyl, n-octyl, n-nonyl, 5-nonyl, (2,6)-dimethyl-hept-4-yl, 3-methyl-butyl, n-hexyl, (3,3)-dimethylbutyl, —CH 2 —CH 2 —O—CH 3 , —CH 2 —CH 2 —O—C 2 H 5 , —CH 2 —CH 2 —O-phenyl, —CH 2 —CH 2 —CH 2 —O—CH 3 , ethenyl, propenyl, 2-butenyl, 3-butenyl, 2-pentenyl and 3-pentenyl;
denote a residue selected from the group consisting of oxetanyl, 2,3-dihydro-1H-indenyl, piperidinyl, pyrrolidinyl, cyclopropyl, cyclobutyl, cyclopentyl and cyclohexyl, wherein the residue may in each case be attached via a —CH 2 —O—, —CH 2 —CH 2 —O—, —CH 2 —CH 2 —O—CH 2 —, —CH 2 —CH(CH 3 )—O—CH 2 —, —(CH 2 )—, —(CH 2 ) 2 — or —(CH 2 ) 3 -group and/or in each case may optionally be substituted with 1, 2, 3, 4 or 5 substituents selected from the group consisting of methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, —C(═O)—O—CH 3 , —C(═O)—O—C 2 H 5 , —C(═O)—O—CH(CH 3 ) 2 and —C(═O)—O—C(CH 3 ) 3 ;
or denote a residue selected from the group consisting of —(CH 2 )— pyridinyl, —(CH 2 ) 2 -pyridinyl, benzyl, phenethyl, phenyl, naphthyl, thiophenyl, furanyl, pyrrolyl and pyridinyl, which in each case may optionally be substituted with 1, 2, 3, 4 or 5 substituents selected from the group consisting of —CF 3 , F, Cl, Br, —O—CH 3 , —O—C 2 H 5 , methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, isobutyl and tert-butyl; or
R 12e and R 13e in each case together with the nitrogen atom joining them together as a ring member, form a residue selected from the group consisting of 3-aza-bicyclo[3.1.1]heptyl, 6-aza-spiro[2.5]octyl, 3-aza-bicyclo[3.2.1]octyl, 6-aza-bicyclo[3.3.1]heptyl, 8-aza-bicyclo[3.2.1]octyl, 1-oxa-2,8-diaza-spiro[4.5]dec-2-enyl, azocanyl, isoindolyl, indolyl, (1,2,3,6)-tetrahydropyridinyl, (4,5,6,7)-tetrahydroisoxazolo[5,4-c]pyridinyl, pyrrolidinyl, piperidinyl, (1,2,3,6)-tetrahydropyridinyl, piperazinyl, morpholinyl, azepanyl, diazepanyl and thiomorpholinyl, which in each case may optionally be substituted with 1 or 2 substituents selected from the group consisting of —CH 2 —O—CH 2 -oxetanyl, —O—CH 2 -oxetanyl, —CH 2 —OH, —CH 2 —CH 2 —OH, ═CH 2 , —C(═O)—O—CH 3 , —C(═O)—O—C 2 H 5 , —C(═O)—O—C(CH 3 ) 3 , —C(═O)—CH 3 , —C(═O)—C 2 H 5 , —C(═O)—C(CH 3 ) 3 , —CN, —CH 2 —N(CH 3 ) 2 , —CH 2 —N(C 2 H 5 ) 2 , —CH 2 —NH—CH 3 , —CH 2 —NH—C 2 H 5 , —N—[C(═O)—C 2 H 5 ]-phenyl, —N—[C(═O)—CH 3 ]-phenyl, —CH 2 —O—CH 3 , —CH 2 —O—CH 2 —CH 3 , —NH 2 , —NH—CH 3 , —NH—C 2 H 5 , —N(CH 3 ) 2 , —N(C 2 H 5 ) 2 , —NH-phenyl, —N(CH 3 )-phenyl, —N(C 2 H 5 )— phenyl, oxo (═O), thioxo (═S), —OH, F, Cl, Br, —CF 3 , —O—CH 3 , —O—C 2 H 5 , —O—C(CH 3 ) 3 , —O—CH(CH 3 ) 2 , —O—CH 2 —CH 2 —CH 2 —CH 3 , methyl, ethyl, isopropyl, n-propyl, n-butyl, tert-butyl, sec-butyl, cyclohexyl, cyclopentyl, (4,5)-dihydroisoxazolyl, thiazolyl, (1,2,5)-thiadiazolyl, thiophenyl, phenethyl, piperidinyl, pyrrolidinyl, —O-phenyl, —O—C(═O)—CH 3 , —O—C(═O)—C 2 H 5 , —O—C(═O)—C(CH 3 ) 3 , —(CH 2 )-pyridinyl, pyridinyl, phenyl and benzyl, wherein in each case the cyclic moiety of the residues oxetanyl, —N—[C(═O)—C 2 H 5 ]-phenyl, —N—[C(═O)—CH 3 ]-phenyl, (4,5)-dihydroisoxazolyl, thiazolyl, (1,2,5)-thiadiazolyl, thiophenyl, phenethyl, —NH-phenyl, —N(CH 3 )-phenyl, —N(C 2 H 5 )-phenyl, —(CH 2 )-pyridinyl, pyridinyl, phenyl, —O-phenyl and benzyl may optionally be substituted with 1, 2, 3, 4 or 5 substituents mutually independently selected from the group consisting of —CF 3 , —OH, —O—CH 3 , —O—C 2 H 5 , F, Cl, Br, methyl, ethyl, isopropyl, n-propyl, n-butyl, tert-butyl and sec-butyl;
R 25e and R 26e , mutually independently, in each denote a hydrogen residue; or denote an alkyl residue selected from the group consisting of —CH 2 —OH, —CH 2 —CH 2 —OH, —CH 2 —CH 2 —CH 2 —OH, —CH 2 —CH 2 —CH 2 —CH 2 —OH, isopropyl, n-butyl, sec-butyl, isobutyl, methyl, ethyl and n-propyl;
providing that R 25e and R 26e do not in each case denote a hydrogen residue; or
R 25e and R 26e in each case together with the carbon atom joining them together as a ring member, form a residue selected from the group consisting of cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl and cycloheptyl;
in each case optionally in the form of one of the pure stereoisomers thereof, in particular enantiomers or diastereomers, the racemates thereof or in the form of a mixture of stereoisomers, in particular the enantiomers and/or diastereomers, in any desired mixing ratio, or in each case in the form of corresponding salts or in each case in the form of corresponding solvates.
28 . Compounds of general formula Ie according to claim 27 ,
in which
ne, R 10e and R 2e have the meaning as defined in claim 27 ,
in each case optionally in the form of one of the pure stereoisomers thereof, in particular enantiomers or diastereomers, the racemates thereof or in the form of a mixture of stereoisomers, in particular the enantiomers and/or diastereomers, in any desired mixing ratio, or in each case in the form of corresponding salts or in each case in the form of corresponding solvates.
29 . Compounds according to claim 28 , characterized in that
ne denotes 1; R 2e denotes F; R 10e denotes —CN; —OH; —NH 2 ; —NO 2 ; —NHR 11e ; —NR 12e R 13e ; —OR 14e ; —SR 15e ;
denotes a residue selected from the group consisting of cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cyclohexenyl, pyrrolidinyl, piperidinyl, morpholinyl, piperazinyl, azepanyl, diazepanyl, azocanyl and thiomorpholinyl, which is in each case attached to the parent structure via a carbon atom of the rings of the above-stated residues or via a —(CH═CH)—, —C≡C— or —C≡C—CH 2 -group and in each case may optionally be substituted with 1, 2, 3, 4 or 5 substituents selected from the group consisting of —C(═O)—O—CH 3 , —C(═O)—O—C 2 H 5 , —C(═O)—O—C(CH 3 ) 3 , —C(═O)—CH 3 , —C(═O)—C 2 H 5 , —C(═O)—C(CH 3 ) 3 , —CN, —CH 2 —N(CH 3 ) 2 , —CH 2 —N(C 2 H 5 ) 2 , —CH 2 —NH—CH 3 , —CH 2 —NH—C 2 H 5 , —N—[C(═O)—C 2 H 5 ]-phenyl, —N—[C(═O)—CH 3 ]-phenyl, oxo (═O), thioxo (═S), methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, isobutyl, tert-butyl and n-pentyl;
or denotes a residue selected from the group consisting of tetrazolyl, (1,3)-benzodioxolyl, (1,4)-benzodioxanyl, indolyl, (2,3)-dihydrothieno[3,4-b][1,4]dioxinyl, benzo[b]furanyl, phenyl, naphthyl, oxazolyl, thiazolyl, imidazolyl, pyrimidinyl, thiophenyl, furanyl and pyridinyl, wherein the residue may in each case be attached via a —(CH═CH)—, —C≡C—, —(CH 2 )—, —(CH 2 ) 2 — or —(CH 2 ) 3 -group and/or in each case may optionally be substituted with 1, 2, 3, 4 or 5 substituents selected from the group consisting of F, Cl, Br, I, —CN, —CF 3 , —SF S , —OH, —O—CH 3 , —O—C 2 H 5 , —NH 2 , —N(CH 3 ) 2 , —N(C 2 H 5 ) 2 , —NH—S(═O) 2 —CH 3 , —NH—S(═O 2 )—C 2 H 5 , —NH—S(═O) 2 —CH(CH 3 ) 2 , —NO 2 , —O—CF 3 , —S—CF 3 , —SH, —S—CH 3 , —S—C 2 H 5 , —S—CH(CH 3 ) 2 , —S—C(CH 3 ) 3 , methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, isobutyl and tert-butyl;
R 11e , R 12e , R 13e , R 14e and R 15e , mutually independently, in each case
denote a residue selected from the group consisting of methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, isobutyl, tert-butyl, n-pentyl, 3-pentyl, n-heptyl, 4-heptyl, n-octyl, n-nonyl, 5-nonyl, (2,6)-dimethyl-hept-4-yl, 3-methyl-butyl, n-hexyl, (3,3)-dimethylbutyl, —CH 2 —CH 2 —O—CH 3 , —CH 2 —CH 2 —O—C 2 H 5 , —CH 2 —CH 2 —O-phenyl, —CH 2 —CH 2 —CH 2 —O—CH 3 , ethenyl, propenyl, 2-butenyl, 3-butenyl, 2-pentenyl and 3-pentenyl;
denote a residue selected from the group consisting of oxetanyl, 2,3-dihydro-1H-indenyl, piperidinyl, pyrrolidinyl, cyclopropyl, cyclobutyl, cyclopentyl and cyclohexyl, wherein the residue may in each case be attached via a —CH 2 —O—, —CH 2 —CH 2 —O—, —CH 2 —CH 2 —O—CH 2 —, —CH 2 —CH(CH 3 )—O—CH 2 —, —(CH 2 )—, —(CH 2 ) 2 — or —(CH 2 ) 3 -group and/or in each case may optionally be substituted with 1, 2, 3, 4 or 5 substituents selected from the group consisting of methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, —C(═O)—O—CH 3 , —C(═O)—O—C 2 H 5 , —C(═O)—O—CH(CH 3 ) 2 and —C(═O)—O—C(CH 3 ) 3 ;
or denote a residue selected from the group consisting of —(CH 2 )— pyridinyl, —(CH 2 ) 2 -pyridinyl, benzyl, phenethyl, phenyl, naphthyl, thiophenyl, furanyl, pyrrolyl and pyridinyl, which in each case may optionally be substituted with 1, 2, 3, 4 or 5 substituents selected from the group consisting of —CF 3 , F, Cl, Br, —O—CH 3 , —O—C 2 H 5 , methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, isobutyl and tert-butyl; or
R 12e and R 13e in each case together with the nitrogen atom joining them together as a ring member, form a residue selected from the group consisting of 3-aza-bicyclo[3.1.1]heptyl, 6-aza-spiro[2.5]octyl, 3-aza-bicyclo[3.2.1]octyl, 6-aza-bicyclo[3.3.1]heptyl, 8-aza-bicyclo[3.2.1]octyl, 1-oxa-2,8-diaza-spiro[4.5]dec-2-enyl, azocanyl, isoindolyl, indolyl, (1,2,3,6)-tetrahydropyridinyl, (4,5,6,7)-tetrahydroisoxazolo[5,4-c]pyridinyl, pyrrolidinyl, piperidinyl, (1,2,3,6)-tetrahydropyridinyl, piperazinyl, morpholinyl, azepanyl, diazepanyl and thiomorpholinyl, which in each case may optionally be substituted with 1 or 2 substituents selected from the group consisting of —CH 2 —O—CH 2 -oxetanyl, —O—CH 2 -oxetanyl, —CH 2 —OH, —CH 2 —CH 2 —OH, ═CH 2 , —C(═O)—O—CH 3 , —C(═O)—O—C 2 H 5 , —C(═O)—O—C(CH 3 ) 3 , —C(═O)—CH 3 , —C(═O)—C 2 H 5 , —C(═O)—C(CH 3 ) 3 , —CN, —CH 2 —N(CH 3 ) 2 , —CH 2 —N(C 2 H 5 ) 2 , —CH 2 —NH—CH 3 , —CH 2 —NH—C 2 H 5 , —N—[C(═O)—C 2 H 5 ]-phenyl, —N—[C(═O)—CH 3 ]-phenyl, —CH 2 —O—CH 3 , —CH 2 —O—CH 2 —CH 3 , —NH 2 , —NH—CH 3 , —NH—C 2 H 5 , —N(CH 3 ) 2 , —N(C 2 H 5 ) 2 , —NH-phenyl, —N(CH 3 )-phenyl, —N(C 2 H 5 )-phenyl, oxo (═O), thioxo (═S), —OH, F, Cl, Br, —CF 3 , —O—CH 3 , —O—C 2 H 5 , —O—C(CH 3 ) 3 , —O—CH(CH 3 ) 2 , —O—CH 2 —CH 2 —CH 2 —CH 3 , methyl, ethyl, isopropyl, n-propyl, n-butyl, tert-butyl, sec-butyl, cyclohexyl, cyclopentyl, (4,5)-dihydroisoxazolyl, thiazolyl, (1,2,5)-thiadiazolyl, thiophenyl, phenethyl, piperidinyl, pyrrolidinyl, —O-phenyl, —O—C(═O)—CH 3 , —O—C(═O)—C 2 H 5 , —O—C(═O)—C(CH 3 ) 3 , —(CH 2 )-pyridinyl, pyridinyl, phenyl and benzyl, wherein in each case the cyclic moiety of the residues oxetanyl, N—[C(═O)—C 2 H 5 ]-phenyl, —N—[C(═O)—CH 3 ]-phenyl, (4,5)-dihydroisoxazolyl, thiazolyl, (1,2,5)-thiadiazolyl, thiophenyl, phenethyl, —NH-phenyl, —N(CH 3 )-phenyl, —N(C 2 H 5 )-phenyl, —(CH 2 )-pyridinyl, pyridinyl, phenyl, —O-phenyl and benzyl may optionally be substituted with 1, 2, 3, 4 or 5 substituents mutually independently selected from the group consisting of —CF 3 , —OH, —O—CH 3 , —O—C 2 H 5 , F, Cl, Br, methyl, ethyl, isopropyl, n-propyl, n-butyl, tert-butyl and sec-butyl; in each case optionally in the form of one of the pure stereoisomers thereof, in particular enantiomers or diastereomers, the racemates thereof or in the form of a mixture of stereoisomers, in particular the enantiomers and/or diastereomers, in any desired mixing ratio, or in each case in the form of corresponding salts or in each case in the form of corresponding solvates.
30 . Compounds of general formula If1 according to claim 1 ,
in which
nf denotes 0, 1 or 2;
R 2f denotes methyl; —O—CH 3 ; F; Cl; Br or I;
R 10f denotes —CN; —OH; —NH 2 ; —NO 2 ; —NHR 11f ; —NR 12f R 13f ; —OR 14f ; —SR 15f ;
denotes a residue selected from the group consisting of cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cyclohexenyl, pyrrolidinyl, piperidinyl, morpholinyl, piperazinyl, azepanyl, diazepanyl, azocanyl and thiomorpholinyl, which is in each case attached to the parent structure via a carbon atom of the rings of the above-stated residues or via a —(CH═CH)—, —C≡C— or —C≡C—CH 2 -group and in each case may optionally be substituted with 1, 2, 3, 4 or 5 substituents selected from the group consisting of —C(═O)—O—CH 3 , —C(═O)—O—C 2 H 5 , —C(═O)—O—C(CH 3 ) 3 , —C(═O)—CH 3 , —C(═O)—C 2 H 5 , —C(═O)—C(CH 3 ) 3 , —CN, —CH 2 —N(CH 3 ) 2 , —CH 2 —N(C 2 H 5 ) 2 , —CH 2 —NH—CH 3 , —CH 2 —NH—C 2 H 5 , —N—[C(═O)—C 2 H 5 ]-phenyl, —N—[C(═O)—CH 3 ]-phenyl, oxo (═O), thioxo (═S), methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, isobutyl, tert-butyl and n-pentyl;
or denotes a residue selected from the group consisting of (1,3)-benzodioxolyl, (1,4)-benzodioxanyl, indolyl, tetrazolyl, (2,3)-dihydrothieno[3,4-b][1,4]dioxinyl, benzo[b]furanyl, phenyl, naphthyl, oxazolyl, thiazolyl, imidazolyl, pyrimidinyl, thiophenyl, furanyl and pyridinyl, wherein the residue may in each case be attached via a —(CH═CH)—, —C≡C—, —(CH 2 )—, —(CH 2 ) 2 — or —(CH 2 ) 3 -group and/or in each case may optionally be substituted with 1, 2, 3, 4 or 5 substituents selected from the group consisting of F, Cl, Br, I, —CN, —CF 3 , —SF S , —OH, —O—CH 3 , —O—C 2 H 5 , —NH 2 , —N(CH 3 ) 2 , —N(C 2 H 5 ) 2 , —NH—S(═O) 2 —CH 3 , —NH—S(═O 2 )—C 2 H 5 , —NH—S(═O) 2 —CH(CH 3 ) 2 , —NO 2 , —O—CF 3 , —S—CF 3 , —SH, —S—CH 3 , —S—C 2 H 5 , —S—CH(CH 3 ) 2 , —S—C(CH 3 ) 3 , methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, isobutyl and tert-butyl;
R 11f , R 12f , R 13f , R 14f and R 15f , mutually independently, in each case
denote a residue selected from the group consisting of methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, isobutyl, tert-butyl, n-pentyl, 3-pentyl, n-heptyl, 4-heptyl, n-octyl, n-nonyl, 5-nonyl, (2,6)-dimethyl-hept-4-yl, 3-methyl-butyl, n-hexyl, (3,3)-dimethylbutyl, —CH 2 —CH 2 —O—CH 3 , —CH 2 —CH 2 —O—C 2 H 5 , —CH 2 —CH 2 —O-phenyl, —CH 2 —CH 2 —CH 2 —O—CH 3 , ethenyl, propenyl, 2-butenyl, 3-butenyl, 2-pentenyl and 3-pentenyl;
denote a residue selected from the group consisting of oxetanyl, 2,3-dihydro-1H-indenyl, piperidinyl, pyrrolidinyl, cyclopropyl, cyclobutyl, cyclopentyl and cyclohexyl, wherein the residue may in each case be attached via a —CH 2 —O—, —CH 2 —CH 2 —O—, —CH 2 —CH 2 —O—CH 2 —, —CH 2 —CH(CH 3 )—O—CH 2 —, —(CH 2 )—, —(CH 2 ) 2 — or —(CH 2 ) 3 -group and/or in each case may optionally be substituted with 1, 2, 3, 4 or 5 substituents selected from the group consisting of methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, —C(═O)—O—CH 3 , —C(═O)—O—C 2 H 5 , —C(═O)—O—CH(CH 3 ) 2 and —C(═O)—O—C(CH 3 ) 3 ;
or denote a residue selected from the group consisting of —(CH 2 )— pyridinyl, —(CH 2 ) 2 -pyridinyl, benzyl, phenethyl, phenyl, naphthyl, thiophenyl, furanyl, pyrrolyl and pyridinyl, which in each case may optionally be substituted with 1, 2, 3, 4 or 5 substituents selected from the group consisting of —CF 3 , F, Cl, Br, —O—CH 3 , —O—C 2 H 5 , methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, isobutyl and tert-butyl; or
R 12f and R 13f in each case together with the nitrogen atom joining them together as a ring member, form a residue selected from the group consisting of 3-aza-bicyclo[3.1.1]heptyl, 6-aza-spiro[2.5]octyl, 3-aza-bicyclo[3.2.1]octyl, 6-aza-bicyclo[3.3.1]heptyl, 8-aza-bicyclo[3.2.1]octyl, 1-oxa-2,8-diaza-spiro[4.5]dec-2-enyl, azocanyl, isoindolyl, indolyl, (1,2,3,6)-tetrahydropyridinyl, (4,5,6,7)-tetrahydroisoxazolo[5,4-c]pyridinyl, pyrrolidinyl, piperidinyl, (1,2,3,6)-tetrahydropyridinyl, piperazinyl, morpholinyl, azepanyl, diazepanyl and thiomorpholinyl, which in each case may optionally be substituted with 1 or 2 substituents selected from the group consisting of —CH 2 —O—CH 2 -oxetanyl, —O—CH 2 -oxetanyl, —CH 2 —OH, —CH 2 —CH 2 —OH, ═CH 2 , —C(═O)—O—CH 3 , —C(═O)—O—C 2 H 5 , —C(═O)—O—C(CH 3 ) 3 , —C(═O)—CH 3 , —C(═O)—C 2 H 5 , —C(═O)—C(CH 3 ) 3 , —CN, —CH 2 —N(CH 3 ) 2 , —CH 2 —N(C 2 H 5 ) 2 , —CH 2 —NH—CH 3 , —CH 2 —NH—C 2 H 5 , —N—[C(═O)—C 2 H 5 ]-phenyl, —N—[C(═O)—CH 3 ]-phenyl, —CH 2 —O—CH 3 , —CH 2 —O—CH 2 —CH 3 , —NH 2 , —NH—CH 3 , —NH—C 2 H 5 , —N(CH 3 ) 2 , —N(C 2 H 5 ) 2 , —NH-phenyl, —N(CH 3 )-phenyl, —N(C 2 H 5 )— phenyl, oxo (═O), thioxo (═S), —OH, F, Cl, Br, —CF 3 , —O—CH 3 , —O—C 2 H 5 , —O—C(CH 3 ) 3 , —O—CH(CH 3 ) 2 , —O—CH 2 —CH 2 —CH 2 —CH 3 , methyl, ethyl, isopropyl, n-propyl, n-butyl, tert-butyl, sec-butyl, cyclohexyl, cyclopentyl, (4,5)-dihydroisoxazolyl, thiazolyl, (1,2,5)-thiadiazolyl, thiophenyl, phenethyl, piperidinyl, pyrrolidinyl, —O-phenyl, —O—C(═O)—CH 3 , —O—C(═O)—C 2 H 5 , —O—C(═O)—C(CH 3 ) 3 , —(CH 2 )-pyridinyl, pyridinyl, phenyl and benzyl, wherein in each case the cyclic moiety of the residues oxetanyl, —N—[C(═O)—C 2 H 5 ]-phenyl, —N—[C(═O)—CH 3 ]-phenyl, (4,5)-dihydroisoxazolyl, thiazolyl, (1,2,5)-thiadiazolyl, thiophenyl, phenethyl, —NH-phenyl, —N(CH 3 )-phenyl, —N(C 2 H 5 )-phenyl, —(CH 2 )-pyridinyl, pyridinyl, phenyl, —O-phenyl and benzyl may optionally be substituted with 1, 2, 3, 4 or 5 substituents mutually independently selected from the group consisting of —CF 3 , —OH, —O—CH 3 , —O—C 2 H 5 , F, Cl, Br, methyl, ethyl, isopropyl, n-propyl, n-butyl, tert-butyl and sec-butyl;
R 25f and R 26f , mutually independently, in each case denote a hydrogen residue;
or denote an alkyl residue selected from the group consisting of —CH 2 —OH, —CH 2 —CH 2 —OH, —CH 2 —CH 2 —CH 2 —OH, —CH 2 —CH 2 —CH 2 —CH 2 —OH, isopropyl, n-butyl, sec-butyl, isobutyl, methyl, ethyl and n-propyl;
providing that R 25f and R 26f do not in each case denote a hydrogen residue; or
R 25f and R 26f in each case together with the carbon atom joining them together as a ring member, form a residue selected from the group consisting of cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl and cycloheptyl;
in each case optionally in the form of one of the pure stereoisomers thereof, in particular enantiomers or diastereomers, the racemates thereof or in the form of a mixture of stereoisomers, in particular the enantiomers and/or diastereomers, in any desired mixing ratio, or in each case in the form of corresponding salts or in each case in the form of corresponding solvates.
31 . Compounds of general formula If according to claim 30 ,
in which
nf, R 10f and R 2f have the meaning as defined in claim 30 ;
in each case optionally in the form of one of the pure stereoisomers thereof, in particular enantiomers or diastereomers, the racemates thereof or in the form of a mixture of stereoisomers, in particular the enantiomers and/or diastereomers, in any desired mixing ratio, or in each case in the form of corresponding salts or in each case in the form of corresponding solvates.
32 . Compounds according to claim 31 , characterized in that
nf denotes 1; R 2f denotes F; R 10f denotes —CN; —OH; —NH 2 ; —NO 2 ; —NHR 11f ; —NR 12f R 13f ; —OR 14f ; —SR 15f ;
denotes a residue selected from the group consisting of cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cyclohexenyl, pyrrolidinyl, piperidinyl, morpholinyl, piperazinyl, azepanyl, diazepanyl, azocanyl and thiomorpholinyl, which is in each case attached to the parent structure via a carbon atom of the rings of the above-stated residues or via a —(CH═CH)—, —C≡C— or —C≡C—CH 2 -group and in each case may optionally be substituted with 1, 2, 3, 4 or 5 substituents selected from the group consisting of —C(═O)—O—CH 3 , —C(═O)—O—C 2 H 5 , —C(═O)—O—C(CH 3 ) 3 , —C(═O)—CH 3 , —C(═O)—C 2 H 5 , —C(═O)—C(CH 3 ) 3 , —CN, —CH 2 —N(CH 3 ) 2 , —CH 2 —N(C 2 H 5 ) 2 , —CH 2 —NH—CH 3 , —CH 2 —NH—C 2 H 5 , —N—[C(═O)—C 2 H 5 ]-phenyl, —N—[C(═O)—CH 3 ]-phenyl, oxo (═O), thioxo (═S), methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, isobutyl, tert-butyl and n-pentyl;
or denotes a residue selected from the group consisting of (1,3)-benzodioxolyl, (1,4)-benzodioxanyl, indolyl, tetrazolyl, (2,3)-dihydrothieno[3,4-b][1,4]dioxinyl, benzo[b]furanyl, phenyl, naphthyl, oxazolyl, thiazolyl, imidazolyl, pyrimidinyl, thiophenyl, furanyl and pyridinyl, wherein the residue may in each case be attached via a —(CH═CH)—, —C≡C—, —(CH 2 )—, —(CH 2 ) 2 — or —(CH 2 ) 3 -group and/or in each case may optionally be substituted with 1, 2, 3, 4 or 5 substituents selected from the group consisting of F, Cl, Br, I, —CN, —CF 3 , —SF S , —OH, —O—CH 3 , —O—C 2 H 5 , —NH 2 , —N(CH 3 ) 2 , —N(C 2 H 5 ) 2 , —NH—S(═O) 2 —CH 3 , —NH—S(═O 2 )—C 2 H 5 , —NH—S(═O) 2 —CH(CH 3 ) 2 , —NO 2 , —O—CF 3 , —S—CF 3 , —SH, —S—CH 3 , —S—C 2 H 5 , —S—CH(CH 3 ) 2 , —S—C(CH 3 ) 3 , methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, isobutyl and tert-butyl;
R 11f , R 12f , R 13f , R 14f and R 15f , mutually independently, in each case
denote a residue selected from the group consisting of methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, isobutyl, tert-butyl, n-pentyl, 3-pentyl, n-heptyl, 4-heptyl, n-octyl, n-nonyl, 5-nonyl, (2,6)-dimethyl-hept-4-yl, 3-methyl-butyl, n-hexyl, (3,3)-dimethylbutyl, —CH 2 —CH 2 —O—CH 3 , —CH 2 —CH 2 —O—C 2 H 5 , —CH 2 —CH 2 —O-phenyl, —CH 2 —CH 2 —CH 2 —O—CH 3 , ethenyl, propenyl, 2-butenyl, 3-butenyl, 2-pentenyl and 3-pentenyl;
denote a residue selected from the group consisting of oxetanyl, 2,3-dihydro-1H-indenyl, piperidinyl, pyrrolidinyl, cyclopropyl, cyclobutyl, cyclopentyl and cyclohexyl, wherein the residue may in each case be attached via a —CH 2 —O—, —CH 2 —CH 2 —O—, —CH 2 —CH 2 —O—CH 2 —, —CH 2 —CH(CH 3 )—O—CH 2 —, —(CH 2 )—, —(CH 2 ) 2 — or —(CH 2 ) 3 -group and/or in each case may optionally be substituted with 1, 2, 3, 4 or 5 substituents selected from the group consisting of methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, tert-butyl, n-pentyl, n-hexyl, —C(═O)—O—CH 3 , —C(═O)—O—C 2 H 5 , —C(═O)—O—CH(CH 3 ) 2 and —C(═O)—O—C(CH 3 ) 3 ;
or denotes a residue selected from the group consisting of —(CH 2 )— pyridinyl, —(CH 2 ) 2 -pyridinyl, benzyl, phenethyl, phenyl, naphthyl, thiophenyl, furanyl, pyrrolyl and pyridinyl, which in each case may optionally be substituted with 1, 2, 3, 4 or 5 substituents selected from the group consisting of —CF 3 , F, Cl, Br, —O—CH 3 , —O—C 2 H 5 , methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, isobutyl and tert-butyl; or
R 12f and R 13f in each case together with the nitrogen atom joining them together as a ring member, form a residue selected from the group consisting of 3-aza-bicyclo[3.1.1]heptyl, 6-aza-spiro[2.5]octyl, 3-aza-bicyclo[3.2.1]octyl, 6-aza-bicyclo[3.3.1]heptyl, 8-aza-bicyclo[3.2.1]octyl, 1-oxa-2,8-diaza-spiro[4.5]dec-2-enyl, azocanyl, isoindolyl, indolyl, (1,2,3,6)-tetrahydropyridinyl, (4,5,6,7)-tetrahydroisoxazolo[5,4-c]pyridinyl, pyrrolidinyl, piperidinyl, (1,2,3,6)-tetrahydropyridinyl, piperazinyl, morpholinyl, azepanyl, diazepanyl and thiomorpholinyl, which in each case may optionally be substituted with 1 or 2 substituents selected from the group consisting of —CH 2 —O—CH 2 -oxetanyl, —O—CH 2 -oxetanyl, —CH 2 —OH, —CH 2 —CH 2 —OH, ═CH 2 , —C(═O)—O—CH 3 , —C(═O)—O—C 2 H 5 , —C(═O)—O—C(CH 3 ) 3 , —C(═O)—CH 3 , —C(═O)—C 2 H 5 , —C(═O)—C(CH 3 ) 3 , —CN, —CH 2 —N(CH 3 ) 2 , —CH 2 —N(C 2 H 5 ) 2 , —CH 2 —NH—CH 3 , —CH 2 —NH—C 2 H 5 , —N—[C(═O)—C 2 H 5 ]-phenyl, —N—[C(═O)—CH 3 ]-phenyl, —CH 2 —O—CH 3 , —CH 2 —O—CH 2 —CH 3 , —CH 2 —O—CH 3 , —NH 2 , —NH—CH 3 , —NH—C 2 H 5 , —N(CH 3 ) 2 , —N(C 2 H 5 ) 2 , —NH-phenyl, —N(CH 3 )-phenyl, —N(C 2 H 5 )-phenyl, oxo (═O), thioxo (═S), —OH, F, Cl, Br, —CF 3 , —O—CH 3 , —O—C 2 H 5 , —O—C(CH 3 ) 3 , —O—CH(CH 3 ) 2 , —O—CH 2 —CH 2 —CH 2 —CH 3 , methyl, ethyl, isopropyl, n-propyl, n-butyl, tert-butyl, sec-butyl, piperidinyl, pyrrolidinyl, —O-phenyl, —O—C(═O)—CH 3 , —O—C(═O)—C 2 H 5 , —O—C(═O)—C(CH 3 ) 3 , —(CH 2 )-pyridinyl, cyclohexyl, cyclopentyl, (4,5)-dihydroisoxazolyl, thiazolyl, (1,2,5)-thiadiazolyl, thiophenyl, phenethyl, pyridinyl, phenyl and benzyl, wherein in each case the cyclic moiety of the residues oxetanyl, —N—[C(═O)—C 2 H 5 ]-phenyl, —N—[C(═O)—CH 3 ]-phenyl, (4,5)-dihydroisoxazolyl, thiazolyl, (1,2,5)-thiadiazolyl, thiophenyl, phenethyl, —NH-phenyl, —N(CH 3 )-phenyl, —N(C 2 H 5 )-phenyl, —(CH 2 )-pyridinyl, pyridinyl, phenyl, —O-phenyl and benzyl may optionally be substituted with 1, 2, 3, 4 or 5 substituents mutually independently selected from the group consisting of —CF 3 , —OH, —O—CH 3 , —O—C 2 H 5 , F, Cl, Br, methyl, ethyl, isopropyl, n-propyl, n-butyl, tert-butyl and sec-butyl; in each case optionally in the form of one of the pure stereoisomers thereof, in particular enantiomers or diastereomers, the racemates thereof or in the form of a mixture of stereoisomers, in particular the enantiomers and/or diastereomers, in any desired mixing ratio, or in each case in the form of corresponding salts or in each case in the form of corresponding solvates.
33 . Compounds of general formula Ig according to claim 1 ,
in which
ng denotes 0, 1 or 2;
R 2g denotes methyl; —O—CH 3 ; F; Cl; Br or I;
R 14g denotes a residue selected from the group consisting of methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, isobutyl, tert-butyl, n-pentyl, 3-pentyl, n-heptyl, 4-heptyl, n-octyl, n-nonyl, 5-nonyl, (2,6)-dimethyl-hept-4-yl, 3-methyl-butyl, n-hexyl, (3,3)-dimethylbutyl, —CH 2 —CH 2 —O—CH 3 , —CH 2 —CH 2 —O—C 2 H 5 , —CH 2 —CH 2 —O-phenyl, —CH 2 —CH 2 —CH 2 —O—CH 3 , ethenyl, propenyl, 2-butenyl, 3-butenyl, 2-pentenyl and 3-pentenyl;
T denotes CH and U denotes N and V denotes CH or
T denotes N and U denotes CH and V denotes CH or
T denotes N and U denotes N and V denotes CH or
T denotes N and U denotes CH and V denotes N or
T denotes CH and U denotes N and V denotes N;
in each case optionally in the form of one of the pure stereoisomers thereof, in particular enantiomers or diastereomers, the racemates thereof or in the form of a mixture of stereoisomers, in particular the enantiomers and/or diastereomers, in any desired mixing ratio, or in each case in the form of corresponding salts or in each case in the form of corresponding solvates.
34 . Compounds according to claim 33 , characterized in that
ng denotes 1; R 2g denotes F; R 14g denotes a residue selected from the group consisting of methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, isobutyl, tert-butyl, n-pentyl, 3-pentyl, n-heptyl, 4-heptyl, n-octyl, n-nonyl, 5-nonyl, (2,6)-dimethyl-hept-4-yl, 3-methyl-butyl, n-hexyl, (3,3)-dimethylbutyl, —CH 2 —CH 2 —O—CH 3 , —CH 2 —CH 2 —O—C 2 H 5 , —CH 2 —CH 2 —O-phenyl, —CH 2 —CH 2 —CH 2 —O—CH 3 , ethenyl, propenyl, 2-butenyl, 3-butenyl, 2-pentenyl and 3-pentenyl; T denotes CH and U denotes N and V denotes CH or T denotes N and U denotes CH and V denotes CH or T denotes N and U denotes N and V denotes CH or T denotes N and U denotes CH and V denotes N or T denotes CH and U denotes N and V denotes N; in each case optionally in the form of one of the pure stereoisomers thereof, in particular enantiomers or diastereomers, the racemates thereof or in the form of a mixture of stereoisomers, in particular the enantiomers and/or diastereomers, in any desired mixing ratio, or in each case in the form of corresponding salts or in each case in the form of corresponding solvates.
35 . Compounds according to claim 1 selected from the group consisting of
[1] 2-(3-fluoro-4-(methylsulfonamido)phenyl)-N-((2-methyl-6-(trifluoromethyl)pyridin-3-yl)methyl)propanamide
[2] 2-(3-fluoro-4-(methylsulfonamido)phenyl)-N-((2-(piperidin-1-yl)-6-(trifluoromethyl)pyridin-3-yl)methyl)propanamide
[3]2-(3-fluoro-4-(methylsulfonamido)phenyl)-N-((2-piperidin-1-yl)-4-(trifluoromethyl)benzyl)propanamide
[4] 2-(3-fluoro-4-(methylsulfonamido)phenyl)-N-((2-fluoro-6-(trifluoromethyl)pyridin-3-yl)methyl)propanamide
[5] N-((2-chloro-6-(trifluoromethyl)pyridin-3-yl)methyl)-2-(3-fluoro-4-(methylsulfonamido)phenyl)propanamide
[6] N-((-bromo2-bromo-6-(trifluoromethyl)pyridin-3-yl)methyl)-2-(3-fluoro-4-(methylsulfonamido)phenyl)propanamide
[7] 2-(3-fluoro-4-(methylsulfonamido)phenyl)-N-((2-iodo-6-(trifluoromethyl)pyridin-3-yl)methyl)propanamide
[8] N-((2-tert-butyl-6-(trifluoromethyl)pyridin-3-yl)methyl)-2-(3-fluoro-4-(methylsulfonamido)phenyl)propanamide
[9] N-((2-cyano-6-(trifluoromethyl)pyridin-3-yl)methyl)-2-(3-fluoro-4-(methylsulfonamido)phenyl)propanamide
[10] (S)-2-(3-fluoro-4-(methylsulfonamido)phenyl)-N-((2-(piperidin-1-yl)-6-(trifluoromethyl)pyridin-3-yl)methyl)propanamide
[11] (R)-2-(3-fluoro-4-(methylsulfonamido)phenyl)-N-((2-(piperidin-1-yl)-6-(trifluoromethyl)pyridin-3-yl)methyl)propanamide
[12] 2-(3-fluoro-4-(methylsulfonamido)phenyl)-N-((2-morpholino-6-(trifluoromethyl)pyridin-3-yl)methyl)propanamide
[13] 2-(3-fluoro-4-(methylsulfonamido)phenyl)-N-((2-(pyrrolidin-1-yl)-6-(trifluoromethyl)pyridin-3-yl)methyl)propanamide
[14] N-((2-(dimethylamino)-6-(trifluoromethyl)pyridin-3-yl)methyl)-2-(3-fluoro-4-(methylsulfonamido)phenyl)propanamide
[15] N-((2-(diethylamino)-6-(trifluoromethyl)pyridin-3-yl)methyl)-2-(3-fluoro-4-(methylsulfonamido)phenyl)propanamide
[16] N-((2-(dipropylamino)-6-(trifluoromethyl)pyridin-3-yl)methyl)-2-(3-fluoro-4-(methylsulfonamido)phenyl)propanamide
[17] 2-(3-fluoro-4-(methylsulfonamido)phenyl)-N-((2-hydroxy-6-(trifluoromethyl)pyridin-3-yl)methyl)propanamide
[18] 2-(3-fluoro-4-(methylsulfonamido)phenyl)-N-((2-methoxy-6-(trifluoromethyl)pyridin-3-yl)methyl)propanamide
[19] N-((2-butoxy-6-(trifluoromethyl)pyridin-3-yl)methyl)-2-(3-fluoro-4-(methylsulfonamido)phenyl)propanamide
[20] 2-(3-fluoro-4-(methylsulfonamido)phenyl)-N-((2-isopropoxy-6-(trifluoromethyl)pyridin-3-yl)methyl)propanamide
[21] N-((2-cyclopentyloxy-6-(trifluoromethyl)pyridin-3-yl)methyl)-2-(3-fluoro-4-(methylsulfonam ido)phenyl)propanamide
[22] 2-(3-fluoro-4-(methylsulfonamido)phenyl)-N-((2-phenyl-6-(trifluoromethyl)pyridin-3-yl)methyl)propanamide
[23] 2-(3-fluoro-4-(methylsulfonam ido)phenyl)-N-((2-(4-fluoro-phenyl)-6-(trifluoromethyl)pyridin-3-yl)methyl)propanamide
[24] 2-(3-fluoro-4-(methylsulfonam ido)phenyl)-N-((6-(trifluoromethyl)-2,2′-bipyridin-3-yl)methyl)propanamide
[25] 2-(3-fluoro-4-(methylsulfonamido)phenyl)-N-((6-(trifluoromethyl)-2,3′-bipyridin-3-yl)methyl)propanamide
[26] 2-(3-fluoro-4-(methylsulfonamido)phenyl)-N-((2-(pyrimidin-2-yl)-6-(trifluoromethyl)pyridin-3-yl)methyl)propanamide
[27] 2-(3-fluoro-4-(methylsulfonamido)phenyl)-N-((2-(thiazol-2-yl)-6-(trifluoromethyl)pyridin-3-yl)methyl)propanamide
[28] 2-(3-fluoro-4-(methylsulfonam ido)phenyl)-N-((2-(oxazol-2-yl)-6-(trifluoromethyl)pyridin-3-yl)methyl)propanamide
[29] N-((2-(1H-imidazol-2-yl)-6-(trifluoromethyl)pyridin-3-yl)methyl)-2-(3-fluoro-4-(methylsulfonamido)phenyl)propanamide
[30] N-(2-cyano-4-(trifluoromethyl)benzyl)-2-(3-fluoro-4-(methylsulfonamido)phenyl)propanamide
[31] (S)-2-(3-fluoro-4-(methylsulfonamido)phenyl)-N-(2-(piperidin-1-yl)-4-(trifluoromethyl)benzyl)propanamide
[32] (R)-2-(3-fluoro-4-(methylsulfonamido)phenyl)-N-(2-(piperidin-1-yl)-4-(trifluoromethyl)benzyl)propanamide
[33] 2-(3-fluoro-4-(methylsulfonamido)phenyl)-N-(2-morpholino-4-(trifluoromethyl)benzyl)propanamide
[34] 2-(3-fluoro-4-(methylsulfonamido)phenyl)-N-(2-(pyrrolidin-1-yl)-4-(trifluoromethyl)benzyl)propanamide
[35] N-(2-(dimethylamino)-4-(trifluoromethyl)benzyl)-2-(3-fluoro-4-(methylsulfonamido)phenyl)propanamide
[36] N-(2-(diethylamino)-4-(trifluoromethyl)benzyl)-2-(3-fluoro-4-(methylsulfonamido)phenyl)propanamide
[37] N-(2-(dipropylamino)-4-(trifluoromethyl)benzyl)-2-(3-fluoro-4-(methylsulfonamido)phenyl)propanamide
[38] 2-(3-fluoro-4-(methylsulfonamido)phenyl)-N-(2-hydroxy-4-(trifluoromethyl)benzyl)propanamide
[39] 2-(3-fluoro-4-(methylsulfonamido)phenyl)-N-(2-methoxy-4-(trifluoromethyl)benzyl)propanamide
[40] N-(2-butoxy-4-(trifluoromethyl)benzyl)-2-(3-fluoro-4-(methylsulfonamido)phenyl)propanamide
[41] 2-(3-fluoro-4-(methylsulfonamido)phenyl)-N-(2-isopropoxy-4-(trifluoromethyl)benzyl)propanamide
[42] N-(2-(cyclopentyloxy)-4-(trifluoromethyl)benzyl)-2-(3-fluoro-4-(methylsulfonamido)phenyl)propanamide
[43] 2-(3-fluoro-4-(methylsulfonamido)phenyl)-N-((5-(trifluoromethyl)biphenyl-2-yl)methyl)propanamide
[44] 2-(3-fluoro-4-(methylsulfonam ido)phenyl)-N-((4′-fluoro-5-(trifluoromethyl)biphenyl-2-yl)methyl)propanamide
[45] 2-(3-fluoro-4-(methylsulfonamido)phenyl)-N-(2-(pyridin-2-yl)-4-(trifluoromethyl)benzyl)propanamide
[46] 2-(3-fluoro-4-(methylsulfonamido)phenyl)-N-(2-(pyridin-3-yl)-4-(trifluoromethyl)benzyl)propanamide
[47] 2-(3-fluoro-4-(methylsulfonamido)phenyl)-N-(2-(pyrimidin-2-yl)-4-(trifluoromethyl)benzyl)propanamide
[48] 2-(3-fluoro-4-(methylsulfonamido)phenyl)-N-(2-(thiazol-2-yl)-4-(trifluoromethyl)benzyl)propanamide
[49] 2-(3-fluoro-4-(methylsulfonamido)phenyl)-N-(2-(oxazol-2-yl)-4-(trifluoromethyl)benzyl)propanamide
[50] N-(2-(1H-imidazol-2-yl)-4-(trifluoromethyl)benzyl)-2-(3-fluoro-4-(methylsulfonamido)phenyl)propanamide
[51] N-((6-tert-butyl-2-(piperidin-1-yl)pyridin-3-yl)methyl)-2-(3-fluoro-4-(methylsulfonamido)phenyl)propanamide
[52] 2-(3-fluoro-4-(methylsulfonamido)phenyl)-N-((4-(piperidin-1-yl)-6-(trifluoromethyl)pyridin-3-yl)methyl)propanamide
[53] 2-(3-fluoro-4-(methylsulfonamido)phenyl)-N-((3-(piperidin-1-yl)-5-(trifluoromethyl)pyridin-2-yl)methyl)propanamide
[54] 2-(3-fluoro-4-(methylsulfonamido)phenyl)-N-((4-(piperidin-1-yl)-2-(trifluoromethyl)pyrimidin-5-yl)methyl)propanamide
[55] 2-(3-fluoro-4-(methylsulfonamido)phenyl)-N-((3-(piperidin-1-yl)-5-(trifluoromethyl)pyrazin-2-yl)methyl)propanamide
[56] 2-(3-fluoro-4-(methylsulfonamido)phenyl)-N-((4-(piperidin-1-yl)-6-(trifluoromethyl)pyridazin-3-yl)methyl)propanamide
[57] 2-(3-fluoro-4-(methylsulfonamido)phenyl)-N-((2-piperidin-1-yl)-6-(trifluoromethyl)pyridin-3-yl)propanamide
[58] 2-(3-fluoro-4-(methylsulfonamido)phenyl)-N-((2-piperidin-1-yl)-4-(trifluoromethyl)phenyl)propanamide
[59] 2-(3-fluoro-4-(methylsulfonamido)phenyl)-N-(2-(2-(piperidin-1-yl)-6-(trifluoromethyl)pyridin-3-yl)ethyl)propanamide
[60] 2-(3-fluoro-4-(methylsulfonamido)phenyl)-N-(2-(piperidin-1-yl)-4-(trifluoromethyl)phenethyl)propanamide
[61] N-(2-amino-4-(trifluoromethyl)benzyl)-2-(3-fluoro-4-(methylsulfonamido)phenyl)propanamide
[62] 2-(3-fluoro-4-(methylsulfonamido)phenyl)-N-(2-nitro-4-(trifluoromethyl)benzyl)propanamide
[63] N-(4-tert-butyl-2-(piperidin-1-yl)benzyl)-2-(3-fluoro-4-(methylsulfonamido)phenyl)propanamide
[64] 2-(3-chloro-4-(methylsulfonamido)phenyl)-N-((2-(piperidin-1-yl)-6-(trifluoromethyl)pyridin-3-yl)methyl)propanamide
[65] 2-(3-chloro-4-(methylsulfonamido)phenyl)-N-((2-(pyrrolidin-1-yl)-6-(trifluoromethyl)pyridin-3-yl)methyl)propanamide
[66] 2-(3-chloro-4-(methylsulfonamido)phenyl)-N-(2-(piperidin-1-yl)-4-(trifluoromethyl)benzyl)propanamide
[67] 2-(3-bromo-4-(methylsulfonamido)phenyl)-N-((2-(piperidin-1-yl)-6-(trifluoromethyl)pyridin-3-yl)methyl)propanamide
[68] 2-(3-bromo-4-(methylsulfonamido)phenyl)-N-(2-(piperidin-1-yl)-4-(trifluoromethyl)benzyl)propanamide
[69] 2-(3-bromo-4-(methylsulfonamido)phenyl)-N-(2-(pyrrolidin-1-yl)-4-(trifluoromethyl)benzyl)propanamide
[70] N-(4-tert-butyl-2-cyanobenzyl)-2-(3-fluoro-4-(methylsulfonamido)phenyl)propanamide
[71] N-((6-(chlorodifluoromethyl)-2-(piperidin-1-yl)pyridin-3-yl)methyl)-2-(3-fluoro-(4-methylsulfonamido)phenyl)propanamide
[72] (S)-2-(3-fluoro-4-(methylsulfonamido)phenyl)-N-((2-morpholino-6-(trifluoromethyl)pyridin-3-yl)methyl)propanamide
[73] N-((2-(4-benzylpiperazin-1-yl)-6-(trifluoromethyl)pyridin-3-yl)methyl)-2-(3-fluoro-4-(methylsulfonamido)phenyl)propanamide
[74] 2-(3-fluoro-4-(methylsulfonamido)phenyl)-N-((2-piperazin-1-yl)-6-(trifluoromethyl)pyridin-3-yl)methyl)propanamide;
[76] N-((2-(cyclohexyloxy)-6-(trifluoromethyl)pyridin-3-yl)methyl-2-(3-fluoro-4-methylsulfonamido)phenyl)propanamide
[77] N-((3-chloro-5-(trifluoromethyl)pyridin-2-yl)methyl-2-(3-fluoro-4-(methylsulfonamido)phenyl)propanamide
[78] 2-(3-fluoro-4-(methylsulfonamido)phenyl)-N-((3-(pyrrolidin-1-yl)-5-(trifluoromethyl)pyridin-2-yl)methyl)propanamide
[79] N-((2-(3,5-dimethylpiperidin-1-yl)-6-(trifluoromethyl)pyridin-3-yl)methyl)-2-(3-fluoro-4-(methylsulfonamido)phenyl)propanamide
[80] 2-(3-fluoro-4-(methylsulfonamido)phenyl)-N-((2-(4-methylpiperidin-1-yl)-6-(trifluoromethyl)pyridin-3-yl)methyl)propanamide
[81] N-((2-(azepan-1-yl)-6-(trifluoromethyl)pyridin-3-yl)methyl)-2-(3-fluoro-4-(methylsulfonamido)phenyl)propanamide
[82] 2-(3-fluoro-4-(methylsulfonamido)phenyl)-N-(2-(4-methylpiperidin-1-yl)-4-(trifluoromethyl)benzyl)propanamide;
83 (S)-2-(3-fluoro-4-methylsulfonamido-phenyl)-N-[2-(4-methyl-piperidin-1-yl)-4-trifluoromethyl-benzyl]-propionamide
84 (R)-2-(3-fluoro-4-methylsulfonamido-phenyl)-N-[2-(4-methyl-piperidin-1-yl)-4-trifluoromethyl-benzyl]-propionamide
85 N-(2-dimethylamino-6-trifluoromethyl-pyridin-3-ylmethyl)-2-(3-fluoro-4-methylsulfonamido-phenyl)-propionamide
87 2-(3-fluoro-4-methylsulfonamido-phenyl)-N-(2-imidazol-1-yl-6-trifluoromethyl-pyridin-3-ylmethyl)-propionamide
88 2-(3-fluoro-4-methylsulfonamido-phenyl)-N-(2-thiophen-2-yl-6-trifluoromethyl-pyridin-3-ylmethyl)-propionamide
89 2-(3-fluoro-4-methylsulfonamido-phenyl)-N-[2-(4-fluoro-phenyl)-6-trifluoromethyl-pyridin-3-ylmethyl]-propionamide
90 N-(2-cyclohexylamino-6-trifluoromethyl-pyridin-3-ylmethyl)-2-(3-fluoro-4-methylsulfonamido-phenyl)-propionamide
91 2-(3-fluoro-4-methylsulfonamido-phenyl)-N-(2-hexyloxy-6-trifluoromethyl-pyridin-3-ylmethyl)-propionamide
93 (S)-2-(3-fluoro-4-methylsulfonamido-phenyl)-N-(2-hexyloxy-6-trifluoromethyl-pyridin-3-ylmethyl)-propionamide
94 (R)-2-(3-fluoro-4-methylsulfonamido-phenyl)-N-(2-hexyloxy-6-trifluoromethyl-pyridin-3-ylmethyl)-propionamide
95 2-(3-fluoro-4-methylsulfonamido-phenyl)-N-(2-isobutoxy-6-trifluoromethyl-pyridin-3-ylmethyl)-propionamide
96 (S)-2-(3-fluoro-4-methylsulfonamido-phenyl)-N-(2-isobutoxy-6-trifluoromethyl-pyridin-3-ylmethyl)-propionamide
97 (R)-2-(3-fluoro-4-methylsulfonamido-phenyl)-N-(2-isobutoxy-6-trifluoromethyl-pyridin-3-ylmethyl)-propionamide
98 2-(3-fluoro-4-methylsulfonamido-phenyl)-N-(2-isobutoxy-4-trifluoromethyl-benzyl)-propionamide
99 (R)-2-(3-fluoro-4-methylsulfonamido-phenyl)-N-(2-isobutoxy-4-trifluoromethyl-benzyl)-propionamide
100 N-(2-cyclopropylmethoxy-6-trifluoromethyl-pyridin-3-ylmethyl)-2-(3-fluoro-4-methylsulfonamido-phenyl)-propionamide
101 N-(2-cyclobutylmethoxy-6-trifluoromethyl-pyridin-3-ylmethyl)-2-(3-fluoro-4-methylsulfonamido-phenyl)-propionamide
102 2-(3-chloro-4-methylsulfonamido-phenyl)-N-(2-pyrrolidin-1-yl-6-trifluoromethyl-pyridin-3-ylmethyl)-propionamide
103 2-(3-bromo-4-methylsulfonamido-phenyl)-N-(2-pyrrolidin-1-yl-6-trifluoromethyl-pyridin-3-ylmethyl)-propionamide
104 N-(4-benzyl-6′-trifluoromethyl-3,4,5,6-tetrahydro-2H-[1,2′]bipyridinyl-3′-ylmethyl)-2-(3-fluoro-4-methylsulfonamido-phenyl)-propionamide
106 N-(2-benzyloxy-6-trifluoromethyl-pyridin-3-ylmethyl)-2-(3-fluoro-4-methylsulfonamido-phenyl)-propionamide
107 2-(3-fluoro-4-methylsulfonamido-phenyl)-N-[2-(3-methoxy-benzyloxy)-6-trifluoromethyl-pyridin-3-ylmethyl]-propionamide
108 N-(2-butoxy-4-tert-butyl-benzyl)-2-(3-fluoro-4-methylsulfonamido-phenyl)-propionamide
109 2-(3-fluoro-4-methylsulfonamido-phenyl)-N-[2-(4-phenyl-piperazin-1-yl)-6-trifluoromethyl-pyridin-3-ylmethyl]-propionamide
110 2-(3-fluoro-4-methylsulfonamido-phenyl)-N-(2-phenylamino-6-trifluoromethyl-pyridin-3-ylmethyl)-propionamide
111 2-(3-fluoro-4-methylsulfonamido-phenyl)-N-(2-propoxy-6-trifluoromethyl-pyridin-3-ylmethyl)-propionamide
112 2-(3-fluoro-4-methylsulfonamido-phenyl)-N-[2-(4-fluoro-phenylamino)-6-trifluoromethyl-pyridin-3-ylmethyl]-propionamide
113 N-[2-(4-chloro-phenylamino)-6-trifluoromethyl-pyridin-3-ylmethyl]-2-(3-fluoro-4-methylsulfonamido-phenyl)-propionamide
114 2-(3-fluoro-4-methylsulfonamido-phenyl)-N-(2-fluoro-4-trifluoromethyl-benzyl)-propionamide
115 N-(2-benzylamino-6-trifluoromethyl-pyridin-3-ylmethyl)-2-(3-fluoro-4-methylsulfonamido-phenyl)-propionamide
116 N-(2-butylamino-6-trifluoromethyl-pyridin-3-ylmethyl)-2-(3-fluoro-4-methylsulfonamido-phenyl)-propionamide
117 N-[2-(4-tert-butyl-phenyl)-6-trifluoromethyl-pyridin-3-ylmethyl]-2-(3-fluoro-4-methylsulfonamido-phenyl)-propionamide
118 N-[2-(3-chloro-4-fluoro-phenyl)-6-trifluoromethyl-pyridin-3-ylmethyl]-2-(3-fluoro-4-methylsulfonamido-phenyl)-propionamide
120 (S)—N-[2-(3-chloro-4-fluoro-phenyl)-6-trifluoromethyl-pyridin-3-ylmethyl]-2-(3-fluoro-4-methylsulfonamido-phenyl)-propionamide
121 (R)—N-[2-(3-chloro-4-fluoro-phenyl)-6-trifluoromethyl-pyridin-3-ylmethyl]-2-(3-fluoro-4-methylsulfonamido-phenyl)-propionamide
122 N-(2-butylsulfanyl-6-trifluoromethyl-pyridin-3-ylmethyl)-2-(3-fluoro-4-methylsulfonamido-phenyl)-propionamide
123 2-(3-fluoro-4-methylsulfonamido-phenyl)-N-[2-(3-methyl-butoxy)-6-trifluoromethyl-pyridin-3-ylmethyl]-propionamide
124 2-(3-fluoro-4-methylsulfonamido-phenyl)-N-[2-(2-methyl-cyclopropylmethoxy)-6-trifluoromethyl-pyridin-3-ylmethyl]-propionamide
125 N-[2-(3,3-dimethyl-butoxy)-6-trifluoromethyl-pyridin-3-ylmethyl]-2-(3-fluoro-4-methylsulfonamido-phenyl)-propionamide
126 N-(2-cyclohexylsulfanyl-6-trifluoromethyl-pyridin-3-ylmethyl)-2-(3-fluoro-4-methylsulfonamido-phenyl)-propionamide
127 2-(4-methylsulfonamido-3-methyl-phenyl)-N-(6′-trifluoromethyl-3,4,5,6-tetrahydro-2H-[1,2′]bipyridinyl-3′-ylmethyl)-propionamide
128 N-(2-azocan-1-yl-6-trifluoromethyl-pyridin-3-ylmethyl)-2-(3-fluoro-4-methylsulfonamido-phenyl)-propionamide
129 2-(3-fluoro-4-methylsulfonamido-phenyl)-N-(2-pyrrolidin-1-yl-4-trifluoromethyl-benzyl)-thiopropionamide
130 2-(3-fluoro-4-methylsulfonamido-phenyl)-N-[2-(4-fluoro-phenyl)-6-trifluoromethyl-pyridin-3-ylmethyl]-thiopropionamide
131 N-[6′-(chloro-difluoro-methyl)-4-methyl-3,4,5,6-tetrahydro-2H-[1,2′]bipyridinyl-3′-ylmethyl]-2-(3-fluoro-4-methylsulfonamido-phenyl)-propionamide
132 N-[2-azepan-1-yl-6-(chlor-difluor-methyl)-pyridin-3-ylmethyl]-2-(3-fluoro-4-methylsulfonamido-phenyl)-propionamide
133 N-(4-tert-butyl-2-isobutoxy-benzyl)-2-(3-fluoro-4-methylsulfonamido-phenyl)-propionamide
134 2-(3-fluoro-4-methylsulfonamido-phenyl)-N-[2-(4-methyl-piperazin-1-yl)-6-trifluoromethyl-pyridin-3-ylmethyl]-propionamide
135 N-[2-(3,4-dimethyl-phenylamino)-6-trifluoromethyl-pyridin-3-ylmethyl]-2-(3-fluoro-4-methylsulfonamido-phenyl)-propionamide
136 N-[2-(5-chloro-2-methyl-phenylamino)-6-trifluoromethyl-pyridin-3-ylmethyl]-2-(3-fluoro-4-methylsulfonamido-phenyl)-propionamide
137 2-(3-fluoro-4-methylsulfonamido-phenyl)-N-(4-phenyl-6′-trifluoromethyl-3,4,5,6-tetrahydro-2H-[1,2′]bipyridinyl-3′-ylmethyl)-propionamide
138 2-(3-fluoro-4-methylsulfonamido-phenyl)-N-(4-fluoro-6′-trifluoromethyl-3,4,5,6-tetrahydro-2H-[1,2′]bipyridinyl-3′-ylmethyl)-propionamide
139 2-(3-fluoro-4-methylsulfonamido-phenyl)-N-(6′-trifluoromethyl-3,6-dihydro-2H-[1,2′]bipyridinyl-3′-ylmethyl)-propionamide
140 N-[2-butoxy-6-(chlor-difluor-methyl)-pyridin-3-ylmethyl]-2-(3-fluoro-4-methylsulfonamido-phenyl)-propionamide
142 2-(3-fluoro-4-methylsulfonamido-phenyl)-N-(2-pentyl-6-trifluoromethyl-pyridin-3-ylmethyl)-propionamide
144 (S)-2-(3-fluoro-4-methylsulfonamido-phenyl)-N-(2-pentyl-6-trifluoromethyl-pyridin-3-ylmethyl)-propionamide
145 (R)-2-(3-fluoro-4-methylsulfonamido-phenyl)-N-(2-pentyl-6-trifluoromethyl-pyridin-3-ylmethyl)-propionamide
147 N-[2-(4-chloro-phenyl)-6-trifluoromethyl-pyridin-3-ylmethyl]-2-(3-fluoro-4-methylsulfonamido-phenyl)-propionamide
148 2-(3-fluoro-4-methylsulfonamido-phenyl)-N-[2-(3-fluoro-phenyl)-6-trifluoromethyl-pyridin-3-ylmethyl]-propionamide
149 N-[2-(3-chloro-phenyl)-6-trifluoromethyl-pyridin-3-ylmethyl]-2-(3-fluoro-4-methylsulfonamido-phenyl)-propionamide
150 2-(3-fluoro-4-methylsulfonamido-phenyl)-N-[2-(2-fluoro-phenyl)-6-trifluoromethyl-pyridin-3-ylmethyl]-propionamide
151 2-(3-fluoro-4-methylsulfonamido-phenyl)-N-[2-(4-methoxy-phenyl)-6-trifluoromethyl-pyridin-3-ylmethyl]-propionamide
152 N-[4-tert-butyl-2-(2,2-dimethyl-propoxy)-benzyl]-2-(3-fluoro-4-methylsulfonamido-phenyl)-propionamide
153 N-(4-tert-butyl-2-pentyloxy-benzyl)-2-(3-fluoro-4-methylsulfonamido-phenyl)-propionamide
154 N-(4-tert-butyl-2-cyclohexyloxy-benzyl)-2-(3-fluoro-4-methylsulfonamido-phenyl)-propionamide
155 N-(4-tert-butyl-2-cyclopentyloxy-benzyl)-2-(3-fluoro-4-methylsulfonamido-phenyl)-propionamide
156 N-(2-cyclobutoxy-6-trifluoromethyl-pyridin-3-ylmethyl)-2-(3-fluoro-4-methylsulfonamido-phenyl)-propionamide
157 2-(3-fluoro-4-methylsulfonamido-phenyl)-N-[2-(4-methyl-cyclohexyloxy)-6-trifluoromethyl-pyridin-3-ylmethyl]-propionamide
158 acetic acid-3′-{[2-(3-fluoro-4-methylsulfonamido-phenyl)-propionylamino]-methyl}-6′-trifluoromethyl-3,4,5,6-tetrahydro-2H-[1,2′]bipyridinyl-4-ylester
159 2-(3-fluoro-4-methylsulfonamido-phenyl)-N-(4-methoxy-6′-trifluoromethyl-3,4,5,6-tetrahydro-2H-[1,2′]bipyridinyl-3′-ylmethyl)-propionamide
160 N-(4-butoxy-6′-trifluoromethyl-3,4,5,6-tetrahydro-2H-[1,2′]bipyridinyl-3′-ylmethyl)-2-(3-fluoro-4-methylsulfonamido-phenyl)-propionamide
161 N-(2-cyclopentylmethoxy-6-trifluoromethyl-pyridin-3-ylmethyl)-2-(3-fluoro-4-methylsulfonamido-phenyl)-propionamide
162 2-(3-fluoro-4-methylsulfonamido-phenyl)-N-(4-isopropoxy-6′-trifluoromethyl-3,4,5,6-tetrahydro-2H-[1,2′]bipyridinyl-3′-ylmethyl)-propionamide
163 N-(2-ethoxy-6-trifluoromethyl-pyridin-3-ylmethyl)-2-(3-fluoro-4-methylsulfonamido-phenyl)-propionamide
164 2-(3-fluoro-4-methylsulfonamido-phenyl)-N-(6″-trifluoromethyl-3,4,5,6,3′,4′,5′,6′-octahydro-2H,2′H-[1,4′;1′,2″]terpyridin-3″-ylmethyl)-propionamide
165 2-(3-fluoro-4-methylsulfonamido-phenyl)-N-(4-pyrrolidin-1-yl-6′-trifluoromethyl-3,4,5,6-tetrahydro-2H-[1,2′]bipyridinyl-3′-ylmethyl)-propionamide
166 N-[6-(chloro-difluoro-methyl)-2-cyclopentyloxy-pyridin-3-ylmethyl]-2-(3-fluoro-4-methylsulfonamido-phenyl)-propionamide
167 N-[2-(butyl-methyl-amino)-6-trifluoromethyl-pyridin-3-ylmethyl]-2-(3-fluoro-4-methylsulfonamido-phenyl)-propionamide
168 N-[6-(chloro-difluoro-methyl)-2-cyclohexyloxy-pyridin-3-ylmethyl]-2-(3-fluoro-4-methylsulfonamido-phenyl)-propionamide
169 N-[2-benzyloxy-6-(chlor-difluor-methyl)-pyridin-3-ylmethyl]-2-(3-fluoro-4-methylsulfonamido-phenyl)-propionamide
170 N-[2-(4-tert-butyl-cyclohexyloxy)-6-trifluoromethyl-pyridin-3-ylmethyl]-2-(3-fluoro-4-methylsulfonamido-phenyl)-propionamide
171 N-[2-(4-ethyl-cyclohexyloxy)-6-trifluoromethyl-pyridin-3-ylmethyl]-2-(3-fluoro-4-methylsulfonamido-phenyl)-propionamide
172 2-(3-fluoro-4-methylsulfonamido-phenyl)-N-[2-(4-methyl-benzyloxy)-6-trifluoromethyl-pyridin-3-ylmethyl]-propionamide
173 N-[2-(4-chloro-benzylamino)-6-trifluoromethyl-pyridin-3-ylmethyl]-2-(3-fluoro-4-methylsulfonamido-phenyl)-propionamide
174 N-(2-azepan-1-yl-4-trifluoromethyl-benzyl)-2-(3-fluoro-4-methylsulfonamido-phenyl)-propionamide
175 N-[2-(4-fluoro-benzyloxy)-6-trifluoromethyl-pyridin-3-ylmethyl]-2-(3-fluoro-4-methylsulfonamido-phenyl)-propionamide
176 2-(3-fluoro-4-methylsulfonamido-phenyl)-N-[2-(4-pyridin-4-yl-piperazin-1-yl)-6-trifluoromethyl-pyridin-3-ylmethyl]-propionamide
177 2-(3-fluoro-4-methylsulfonamido-phenyl)-N-[2-(pyridin-4-ylmethoxy)-6-trifluoromethyl-pyridin-3-ylmethyl]-propionamide
178 2-(3-fluoro-4-methylsulfonamido-phenyl)-N-(2-phenethyloxy-6-trifluoromethyl-pyridin-3-ylmethyl)-propionamide
179 2-(3-fluoro-4-methylsulfonamido-phenyl)-N-{2-[4-(4-fluoro-phenyl)-piperazin-1-yl]-6-trifluoromethyl-pyridin-3-ylmethyl}-propionamide
180 N-[6-(chloro-difluoro-methyl)-2-hexyloxy-pyridin-3-ylmethyl]-2-(3-fluoro-4-methylsulfonamido-phenyl)-propionamide
181 N-[6-(chloro-difluoro-methyl)-2-(pyridin-3-ylmethoxy)-pyridin-3-ylmethyl]-2-(3-fluoro-4-methylsulfonamido-phenyl)-propionamide
182 N-[6-(chloro-difluoro-methyl)-2-(pyridin-2-ylmethoxy)-pyridin-3-ylmethyl]-2-(3-fluoro-4-methylsulfonamido-phenyl)-propionamide
183 N-(2-dibutylamino-6-trifluoromethyl-pyridin-3-ylmethyl)-2-(3-fluoro-4-methylsulfonamido-phenyl)-propionamide
184 2-(3-fluoro-4-methylsulfonamido-phenyl)-N-[6′-(4-fluoro-phenyl)-4-methyl-3,4,5,6-tetrahydro-2H-[1,2′]bipyridinyl-3′-ylmethyl]-propionamide
185 N-[2-azepan-1-yl-6-(4-fluoro-phenyl)-pyridin-3-ylmethyl]-2-(3-fluoro-4-methylsulfonamido-phenyl)-propionamide
186 N-[6-(chloro-difluoro-methyl)-2-dipropylamino-pyridin-3-ylmethyl]-2-(3-fluoro-4-methylsulfonamido-phenyl)-propionamide
187 N-[6′-(chloro-difluoro-methyl)-3,5-dimethyl-3,4,5,6-tetrahydro-2H-[1,2′]bipyridinyl-3′-ylmethyl]-2-(3-fluoro-4-methylsulfonamido-phenyl)-propionamide
188 N-[2-(1,3-dihydro-isoindol-2-yl)-6-trifluoromethyl-pyridin-3-ylmethyl]-2-(3-fluoro-4-methylsulfonamido-phenyl)-propionamide
189 3′-{[2-(3-fluoro-4-methylsulfonamido-phenyl)-propionylamino]-methyl}-4-phenyl-6′-trifluoromethyl-3,4,5,6-tetrahydro-2H-[1,2′]bipyridinyl-4-carbonic acid ethylester
190 N-(4,6′-bis-trifluoromethyl-3,4,5,6-tetrahydro-2H-[1,2′]bipyridinyl-3′-ylmethyl)-2-(3-fluoro-4-methylsulfonamido-phenyl)-propionamide
191 2-(3-fluoro-4-(methylsulfonamido)phenyl)-N-((2-styryl-6-(trifluoromethyl)pyridin-3-yl)methyl)propanamide
192 2-(3-fluoro-4-methylsulfonamido-phenyl)-N-(2-phenethyl-6-trifluoromethyl-pyridin-3-ylmethyl)-propionamide
193 N-{2-[4-(3-chloro-pyridin-2-yl)-piperazin-1-yl]-6-trifluoromethyl-pyridin-3-ylmethyl}-2-(3-fluoro-4-methylsulfonamido-phenyl)-propionamide
194 N-{2-[4-(3-chloro-pyridin-2-yl)-2-methyl-piperazin-1-yl]-6-trifluoromethyl-pyridin-3-ylmethyl}-2-(3-fluoro-4-methylsulfonamido-phenyl)-propionamide
195 N-(4,6′-bis-trifluoromethyl-3,4,5,6-tetrahydro-2H-[1,2′]bipyridinyl-3′-ylmethyl)-2-(4-methylsulfonamido-3-methyl-phenyl)-propionamide
196 2-(4-methylsulfonamido-3-methyl-phenyl)-N-(4-methyl-6′-trifluoromethyl-3,4,5,6-tetrahydro-2H-[1,2′]bipyridinyl-3′-ylmethyl)-propionamide
197 N-(4-ethyl-6′-trifluoromethyl-3,4,5,6-tetrahydro-2H-[1,2′]bipyridinyl-3′-ylmethyl)-2-(3-fluoro-4-methylsulfonamido-phenyl)-propionamide
198 2-(3-fluoro-4-methylsulfonamido-phenyl)-N-(2-phenoxy-6-trifluoromethyl-pyridin-3-ylmethyl)-propionamide
199 2-(3-fluoro-4-methylsulfonamido-phenyl)-N-(4-methoxymethyl-6′-trifluoromethyl-3,4,5,6-tetrahydro-2H-[1,2′]bipyridinyl-3′-ylmethyl)-propionamide
200 2-(3-fluoro-4-methylsulfonamido-phenyl)-N-[4-(4-fluoro-phenyl)-6′-trifluoromethyl-3,4,5,6-tetrahydro-2H-[1,2′]bipyridinyl-3′-ylmethyl]-propionamide
201 2-(3-fluoro-4-methylsulfonamido-phenyl)-N-{2-[4-(2-fluoro-phenyl)-piperazin-1-yl]-6-trifluoromethyl-pyridin-3-ylmethyl}-propionamide
202 2-(3-fluoro-4-methylsulfonamido-phenyl)-N-[2-(pyridin-2-ylmethoxy)-6-trifluoromethyl-pyridin-3-ylmethyl]-propionamide
203 2-(4-methylsulfonamido-3-methyl-phenyl)-N-[2-(4-phenyl-piperazin-1-yl)-6-trifluoromethyl-pyridin-3-ylmethyl]-propionamide
204 N-(2-benzyloxy-6-trifluoromethyl-pyridin-3-ylmethyl)-2-(4-methylsulfonamido-3-methyl-phenyl)-propionamide
205 2-(3-fluoro-4-methylsulfonamido-phenyl)-N-[2-(methyl-phenyl-amino)-6-trifluoromethyl-pyridin-3-ylmethyl]-propionamide
206 2-(3-fluoro-4-methylsulfonamido-phenyl)-N-[4-trifluoromethyl-2-(4-trifluoromethyl-benzyloxy)-benzyl]-propionamide
207 N-[6-(chloro-difluoro-methyl)-2-(4-phenyl-piperazin-1-yl)-pyridin-3-ylmethyl]-2-(3-fluoro-4-methylsulfonamido-phenyl)-propionamide
208 N-[6-(chloro-difluoro-methyl)-2-isobutoxy-pyridin-3-ylmethyl]-2-(3-fluoro-4-methylsulfonamido-phenyl)-propionamide
209 N-(2-benzyloxy-4-trifluoromethyl-benzyl)-2-(3-fluoro-4-methylsulfonamido-phenyl)-propionamide
210 N-(4,4-dimethyl-6′-trifluoromethyl-3,4,5,6-tetrahydro-2H-[1,2′]bipyridinyl-3′-ylmethyl)-2-(3-fluoro-4-methylsulfonamido-phenyl)-propionamide
211 2-(3-fluoro-4-methylsulfonamido-phenyl)-N-[2-(pyridin-3-ylmethoxy)-6-trifluoromethyl-pyridin-3-ylmethyl]-propionamide
212 2-(3-fluoro-4-methylsulfonamido-phenyl)-N-{6-trifluoromethyl-2-[4-(3-trifluoromethyl-pyridin-2-yl)-piperazin-1-yl]-pyridin-3-ylmethyl}-propionamide
213 2-(3-fluoro-4-methylsulfonamido-phenyl)-N-{6-trifluoromethyl-2-[4-(3-trifluoromethyl-pyridin-2-yl)-piperazin-1-yl]-pyridin-3-ylmethyl}-propionamide
214 2-(3-fluoro-4-methylsulfonamido-phenyl)-N-[2-(4-pyridin-2-yl-piperazin-1-yl)-6-trifluoromethyl-pyridin-3-ylmethyl]-propionamide
215 2-(3-fluoro-4-methylsulfonamido-phenyl)-N-(6-trifluoromethyl-pyridin-3-ylmethyl)-propionamide
216 2-(3-fluoro-4-methylsulfonamido-phenyl)-N-[2-(4-phenyl-piperazin-1-yl)-4-trifluoromethyl-benzyl]-propionamide
217 N-(2-azocan-1-yl-4-trifluoromethyl-benzyl)-2-(3-fluoro-4-methylsulfonamido-phenyl)-propionamide
218 N-[2-(4,4-dimethyl-piperidin-1-yl)-4-trifluoromethyl-benzyl]-2-(3-fluoro-4-methylsulfonamido-phenyl)-propionamide
219 2-(3-fluoro-4-methylsulfonamido-phenyl)-N-[2-(4-p-tolyl-piperazin-1-yl)-6-trifluoromethyl-pyridin-3-ylmethyl]-propionamide
220 2-(3-fluoro-4-methylsulfonamido-phenyl)-N-[2-(4-m-tolyl-piperazin-1-yl)-6-trifluoromethyl-pyridin-3-ylmethyl]-propionamide
221 2-(3-fluoro-4-methylsulfonamido-phenyl)-N-{2-[4-(4-methoxy-phenyl)-piperazin-1-yl]-6-trifluoromethyl-pyridin-3-ylmethyl}-propionamide
222 2-(3-fluoro-4-methylsulfonamido-phenyl)-N-{6-trifluoromethyl-2-[4-(4-trifluoromethyl-phenyl)-piperazin-1-yl]-pyridin-3-ylmethyl}-propionamide
223 N-(2-benzyloxy-4-hydroxymethyl-6-trifluoromethyl-pyridin-3-ylmethyl)-2-(3-fluoro-4-methylsulfonamido-phenyl)-propionamide
225 2-(3-fluoro-4-methylsulfonamido-phenyl)-N-(2-pentyloxy-6-trifluoromethyl-pyridin-3-ylmethyl)-propionamide
226 2,2-dimethyl-propionic acid-3′-{[2-(3-fluoro-4-methylsulfonamido-phenyl)-propionylamino]-methyl}-6′-trifluoromethyl-3,4,5,6-tetrahydro-2H-[1,2′]bipyridinyl-4-yl ester
227 2-(3-fluoro-4-methylsulfonamido-phenyl)-N-(4-oxo-6′-trifluoromethyl-3,4,5,6-tetrahydro-2H-[1,2′]bipyridinyl-3′-ylmethyl)-propionamide
228 N-(4-ethoxy-6′-trifluoromethyl-3,4,5,6-tetrahydro-2H-[1,2′]bipyridinyl-3′-ylmethyl)-2-(3-fluoro-4-methylsulfonamido-phenyl)-propionamide
229 N-[2-(4-ethyl-piperidin-1-yl)-4-trifluoromethyl-benzyl]-2-(3-fluoro-4-methylsulfonamido-phenyl)-propionamide
230 2-(3-fluoro-4-methylsulfonamido-phenyl)-N-[4-trifluoromethyl-2-(4-trifluoromethyl-piperidin-1-yl)-benzyl]-propionamide
231 N-[2-(4-benzyl-piperidin-1-yl)-4-trifluoromethyl-benzyl]-2-(3-fluoro-4-methylsulfonamido-phenyl)-propionamide
233 N-(6-tert-butyl-2-cyclohexyloxy-pyridin-3-ylmethyl)-2-(3-fluoro-4-methylsulfonamido-phenyl)-propionamide
234 N-(6-tert-butyl-2-cyclopentyloxy-pyridin-3-ylmethyl)-2-(3-fluoro-4-methylsulfonamido-phenyl)-propionamide
235 N-(2-butoxy-6-tert-butyl-pyridin-3-ylmethyl)-2-(3-fluoro-4-methylsulfonamido-phenyl)-propionamide
236 N-(6-tert-butyl-2-hexyloxy-pyridin-3-ylmethyl)-2-(3-fluoro-4-methylsulfonamido-phenyl)-propionamide
237 N-(2-benzyloxy-6-tert-butyl-pyridin-3-ylmethyl)-2-(3-fluoro-4-methylsulfonamido-phenyl)-propionamide
238 N-(2-cyclohexyloxy-4-trifluoromethyl-benzyl)-2-(3-fluoro-4-methylsulfonamido-phenyl)-propionamide
239 (R)—N-(2-cyclohexyloxy-4-trifluoromethyl-benzyl)-2-(3-fluoro-4-methylsulfonamido-phenyl)-propionamide
240 N-(6-tert-butyl-2-pyrrolidin-1-yl-pyridin-3-ylmethyl)-2-(3-fluoro-4-methylsulfonamido-phenyl)-propionamide
241 N-(6′-tert-butyl-4-methyl-3,4,5,6-tetrahydro-2H-[1,2′]bipyridinyl-3′-ylmethyl)-2-(3-fluoro-4-methylsulfonamido-phenyl)-propionamide
242 N-[2-(4-ethyl-benzyloxy)-6-trifluoromethyl-pyridin-3-ylmethyl]-2-(3-fluoro-4-methylsulfonamido-phenyl)-propionamide
243 N-[2-(4-butyl-benzyloxy)-6-trifluoromethyl-pyridin-3-ylmethyl]-2-(3-fluoro-4-methylsulfonamido-phenyl)-propionamide
244 N-[2-(4-tert-butyl-benzyloxy)-6-trifluoromethyl-pyridin-3-ylmethyl]-2-(3-fluoro-4-methylsulfonamido-phenyl)-propionamide
245 2-(3-fluoro-4-methylsulfonamido-phenyl)-N-[2-(indan-2-yloxy)-6-trifluoromethyl-pyridin-3-ylmethyl]-propionamide
246 2-(3-fluoro-4-methylsulfonamido-phenyl)-N-[2-(4-p-tolyl-piperazin-1-yl)-4-trifluoromethyl-benzyl]-propionamide
247 2-(3-fluoro-4-methylsulfonamido-phenyl)-N-[2-(4-m-tolyl-piperazin-1-yl)-4-trifluoromethyl-benzyl]-propionamide
248 2-(3-fluoro-4-methylsulfonamido-phenyl)-N-{4-trifluoromethyl-2-[4-(4-trifluoromethyl-phenyl)-piperazin-1-yl]-benzyl}-propionamide
249 2-(3-fluoro-4-methylsulfonamido-phenyl)-N-{2-[4-(4-methoxy-phenyl)-piperazin-1-yl]-4-trifluoromethyl-benzyl}-propionamide
250 N-[2-(3,4-dichloro-phenyl)-6-trifluoromethyl-pyridin-3-ylmethyl]-2-(3-fluoro-4-methylsulfonamido-phenyl)-propionamide
251 N-[2-(3-tert-butyl-1-oxa-2,8-diaza-spiro[4.5]dec-2-en-8-yl)-6-trifluoromethyl-pyridin-3-ylmethyl]-2-(3-fluoro-4-methylsulfonamido-phenyl)-propionamide
252 2-(3-fluoro-4-methylsulfonamido-phenyl)-N-[2-(3-phenyl-1-oxa-2,8-diaza-spiro[4.5]dec-2-en-8-yl)-6-trifluoromethyl-pyridin-3-ylmethyl]-propionamide
253 2-(3-fluoro-4-(pentafluorsulfanylsulfonamido)phenyl)-N-p-tolylpropanamid
254 2-(3-fluoro-4-methylsulfonamido-phenyl)-N-[2-(3-fluoro-4-methoxy-phenyl)-6-trifluoromethyl-pyridin-3-ylmethyl]-propionamide
255 2-(3-fluoro-4-methylsulfonamido-phenyl)-N-{2-[4-(4-fluoro-phenyl)-piperidin-1-yl]-4-trifluoromethyl-benzyl}-propionamide
256 N-(2-butoxy-6-trifluoromethyl-pyridin-3-ylmethyl)-2-(4-methylsulfonamido-3-methyl-phenyl)-propionamide
257 N-(2-hexyloxy-6-trifluoromethyl-pyridin-3-ylmethyl)-2-(4-methylsulfonamido-3-methyl-phenyl)-propionamide
258 N-[2-(4-chloro-benzyloxy)-6-trifluoromethyl-pyridin-3-ylmethyl]-2-(3-fluoro-4-methylsulfonamido-phenyl)-propionamide
259 N-(4-dimethylaminomethyl-4-phenyl-6′-trifluoromethyl-3,4,5,6-tetrahydro-2H-[1,2′]bipyridinyl-3′-ylmethyl)-2-(3-fluoro-4-methylsulfonamido-phenyl)-propionamide
260 N-[2-(4-cyclohexyl-piperazin-1-yl)-6-trifluoromethyl-pyridin-3-ylmethyl]-2-(3-fluoro-4-methylsulfonamido-phenyl)-propionamide
261 N-(6-tert-butyl-2-cyclopentyloxy-4-hydroxymethyl-pyridin-3-ylmethyl)-2-(3-fluoro-4-methylsulfonamido-phenyl)-propionamide
262 2-(4-methylsulfonamido-phenyl)-N-(4-methyl-6′-trifluoromethyl-3,4,5,6-tetrahydro-2H-[1,2′]bipyridinyl-3′-ylmethyl)-propionamide
263 N-[2-(3,3-dimethyl-butyl)-6-trifluoromethyl-pyridin-3-ylmethyl]-2-(3-fluoro-4-methylsulfonamido-phenyl)-propionamide
264 2-(3-fluoro-4-methylsulfonamido-phenyl)-N-[2-(2-p-tolyl-ethyl)-6-trifluoromethyl-pyridin-3-ylmethyl]-propionamide
265 N-[2-(2,3-dihydro-benzo[1,4]dioxin-6-yl)-6-trifluoromethyl-pyridin-3-ylmethyl]-2-(3-fluoro-4-methylsulfonamido-phenyl)-propionamide
266 N-(2-benzo[1,3]dioxol-5-yl-6-trifluoromethyl-pyridin-3-ylmethyl)-2-(3-fluoro-4-methylsulfonamido-phenyl)-propionamide
267 2-(3-fluoro-4-methylsulfonamido-phenyl)-N-(2-hexyl-6-trifluoromethyl-pyridin-3-ylmethyl)-propionamide
268 2-(3-fluoro-4-methylsulfonamido-phenyl)-N-[2-(4-methyl-pentyl)-6-trifluoromethyl-pyridin-3-ylmethyl]-propionamide
269 2-(3-fluoro-4-methylsulfonamido-phenyl)-N-(4-hydroxy-6′-trifluoromethyl-3,4,5,6-tetrahydro-2H-[1,2′]bipyridinyl-3′-ylmethyl)-propionamide
270 N-(2-cyclohexylmethoxy-6-trifluoromethyl-pyridin-3-ylmethyl)-2-(3-fluoro-4-methylsulfonamido-phenyl)-propionamide
271 2-(3-fluoro-4-methylsulfonamido-phenyl)-N-[2-(4-methyl-cyclohexylmethoxy)-6-trifluoromethyl-pyridin-3-ylmethyl]-propionamide
272 2-(3-fluoro-4-methylsulfonamido-phenyl)-N-[2-(3-methylsulfonamido-phenyl)-6-trifluoromethyl-pyridin-3-ylmethyl]-propionamide
273 2-(3-fluoro-4-methylsulfonamido-phenyl)-N-[2-(2-methyl-propenyl)-6-trifluoromethyl-pyridin-3-ylmethyl]-propionamide
274 N-[2-(3,3-dimethyl-but-1-enyl)-6-trifluoromethyl-pyridin-3-ylmethyl]-2-(3-fluoro-4-methylsulfonamido-phenyl)-propionamide
275 2-(3-fluoro-4-methylsulfonamido-phenyl)-N-[2-(1H-indol-6-yl)-6-trifluoromethyl-pyridin-3-ylmethyl]-propionamide
276 2-(3-fluoro-4-methylsulfonamido-phenyl)-N-[2-(1H-indol-5-yl)-6-trifluoromethyl-pyridin-3-ylmethyl]-propionamide
277 N-[2-(4-chloro-3-fluoro-phenyl)-6-trifluoromethyl-pyridin-3-ylmethyl]-2-(3-fluoro-4-methylsulfonamido-phenyl)-propionamide
278 2-(3-fluoro-4-methylsulfonamido-phenyl)-N-[2-(4-fluoro-3-methyl-phenyl)-6-trifluoromethyl-pyridin-3-ylmethyl]-propionamide
279 N-[2-(2,2-dimethyl-cyclopropylmethoxy)-6-trifluoromethyl-pyridin-3-ylmethyl]-2-(3-fluoro-4-methylsulfonam ido-phenyl)-propionamide
282 2-(3-fluoro-4-methylsulfonamido-phenyl)-N-(3-methyl-6′-trifluoromethyl-3,4,5,6-tetrahydro-2H-[1,2′]bipyridinyl-3′-ylmethyl)-propionamide
283 2-(3-fluoro-4-methylsulfonamido-phenyl)-N-(2-methyl-6′-trifluoromethyl-3,4,5,6-tetrahydro-2H-[1,2′]bipyridinyl-3′-ylmethyl)-propionamide
284 2-(3-fluoro-4-methylsulfonamido-phenyl)-N-[2-(4-methyl-6′-trifluoromethyl-3,4,5,6-tetrahydro-2H-[1,2′]bipyridinyl-3′-yl)-ethyl]-propionamide
285 N-(4-cyano-4-phenyl-6′-trifluoromethyl-3,4,5,6-tetrahydro-2H-[1,2′]bipyridinyl-3′-ylmethyl)-2-(3-fluoro-4-methylsulfonamido-phenyl)-propionamide
287 2-(4-ethanesulfonylamino-3-fluoro-phenyl)-N-(4-methyl-6′-trifluoromethyl-3,4,5,6-tetrahydro-2H-[1,2′]bipyridinyl-3′-ylmethyl)-propionamide
288 2-(4-(N,N-dimethylsulfamoylamino)-3-fluorphenyl)-N-((2-(4-methylpipendin-1-yl)-6-(trifluoromethyl)pyridin-3-yl)methyl)propanamide
289 2-(4-methylsulfonamido-3-methoxy-phenyl)-N-(4-methyl-6′-trifluoromethyl-3,4,5,6-tetrahydro-2H-[1,2′]bipyridinyl-3′-ylmethyl)-propionamide
290 2-(3-fluoro-4-methylsulfonamido-phenyl)-N-(4-phenylamino-6′-trifluoromethyl-3,4,5,6-tetrahydro-2H-[1,2′]bipyridinyl-3′-ylmethyl)-propionamide
291 N-(2-cyclohexyl-6-trifluoromethyl-pyridin-3-ylmethyl)-2-(3-fluoro-4-methylsulfonamido-phenyl)-propionamide
292 2-(3-fluoro-4-methylsulfonamido-phenyl)-N-(4-phenyl-6-trifluoromethyl-pyridin-3-ylmethyl)-propionamide
293 2-(3-fluoro-4-methylsulfonamido-phenyl)-N-(4-methyl-6′-trifluoromethyl-3,4,5,6-tetrahydro-2H-[1,2′]bipyridinyl-3′-ylmethyl)-thiopropionamide
294 N-(2-cyclohexylsulfanyl-6-trifluoromethyl-pyridin-3-ylmethyl)-2-(3-fluoro-4-methylsulfonamido-phenyl)-propionamide
295 2-(3-fluoro-4-methylsulfonamido-phenyl)-N-(4-phenyl-6′-trifluoromethyl-3,4,5,6-tetrahydro-2H-[1,2′]bipyridinyl-3′-ylmethyl)-propionamide
296 N-(2-azepan-1-yl-6-tert-butyl-pyridin-3-ylmethyl)-2-(3-fluoro-4-methylsulfonamido-phenyl)-propionamide
297 N-(6-tert-butyl-2-dipropylamino-pyridin-3-ylmethyl)-2-(3-fluoro-4-methylsulfonamido-phenyl)-propionamide
298 N-(2-but-2-enyloxy-6-trifluoromethyl-pyridin-3-ylmethyl)-2-(3-fluoro-4-methylsulfonamido-phenyl)-propionamide
299 2-(3-fluoro-4-methylsulfonamido-phenyl)-N-(2-pent-2-enyloxy-6-trifluoromethyl-pyridin-3-ylmethyl)-propionamide
300 2-(3-fluoro-4-methylsulfonamido-phenyl)-N-(2-pent-1-enyl-6-trifluoromethyl-pyridin-3-ylmethyl)-propionamide
301 2-(3-fluoro-4-methylsulfonamido-phenyl)-N-(2-pent-1-enyl-6-trifluoromethyl-pyridin-3-ylmethyl)-propionamide
302 2-(3-fluoro-4-methylsulfonamido-phenyl)-N-(2-hexyloxy-4-methyl-6-trifluoromethyl-pyridin-3-ylmethyl)-propionamide
303 2-(3-fluoro-4-methylsulfonamido-phenyl)-N-{2-[2-(4-fluoro-phenyl)-ethyl]-6-trifluoromethyl-pyridin-3-ylmethyl}-propionamide
304 N-(4-acetyl-4-phenyl-6′-trifluoromethyl-3,4,5,6-tetrahydro-2H-[1,2′]bipyridinyl-3′-ylmethyl)-2-(3-fluoro-4-methylsulfonamido-phenyl)-propionamide
307 2-(3-fluoro-4-methylsulfonamido-phenyl)-N-[4-(phenyl-propionyl-amino)-6′-trifluoromethyl-3,4,5,6-tetrahydro-2H-[1,2′]bipyridinyl-3′-ylmethyl]-propionamide
308 N-[2-(4-dimethylamino-phenyl)-6-trifluoromethyl-pyridin-3-ylmethyl]-2-(3-fluoro-4-methylsulfonamido-phenyl)-propionamide
309 2-[3-fluoro-4-(propan-2-sulfonylamino)-phenyl]-N-(4-methyl-6′-trifluoromethyl-3,4,5,6-tetrahydro-2H-[1,2′]bipyridinyl-3′-ylmethyl)-propionamide
310 2-[3-fluoro-4-(2,2,2-trifluor-ethansulfonylamino)-phenyl]-N-(4-methyl-6′-trifluoromethyl-3,4,5,6-tetrahydro-2H-[1,2′]bipyridinyl-3′-ylmethyl)-propionamide
311 N-[2-(2,6-dimethyl-morpholin-4-yl)-6-trifluoromethyl-pyridin-3-ylmethyl]-2-(3-fluoro-4-methylsulfonamido-phenyl)-propionamide
312 2-(3-fluoro-4-trifluormethylsulfonamido-phenyl)-N-(4-methyl-6′-trifluoromethyl-3,4,5,6-tetrahydro-2H-[1,2′]bipyridinyl-3′-ylmethyl)-propionamide
313 2-(3-fluoro-4-(sulfamoylamino)phenyl)-N-((2-(4-methylpiperidin-1-yl)-6-(trifluoromethyl)pyridin-3-yl)methyl)propanamide
314 N-[2-(1,1-dioxo-1,6-thiomorpholin-4-yl)-6-trifluoromethyl-pyridin-3-ylmethyl]-2-(3-fluoro-4-methylsulfonamido-phenyl)-propionamide
315 N-(6′-difluormethyl-4-methyl-3,4,5,6-tetrahydro-2H-[1,2′]bipyridinyl-3′-ylmethyl)-2-(3-fluoro-4-methylsulfonamido-phenyl)-propionamide
316 N-(4,6′-dimethyl-3,4,5,6-tetrahydro-2H-[1,2′]bipyridinyl-3′-ylmethyl)-2-(3-fluoro-4-methylsulfonamido-phenyl)-propionamide
317 2-(3-fluoro-4-methylsulfonamido-phenyl)-N-(4-phenyl-6′-trifluoromethyl-3,6-dihydro-2H-[1,2′]bipyridinyl-3′-ylmethyl)-propionamide
318 N-(4,4′-dimethyl-6′-trifluoromethyl-3,4,5,6-tetrahydro-2H-[1,2′]bipyridinyl-3′-ylmethyl)-2-(3-fluoro-4-methylsulfonamido-phenyl)-propionamide
319 N-[2-(4-cyclohexyl-piperazin-1-yl)-4-trifluoromethyl-benzyl]-2-(3-fluoro-4-methylsulfonamido-phenyl)-propionamide
320 N-(4′-tert-butyl-5-trifluoromethyl-biphenyl-2-ylmethyl)-2-(3-fluoro-4-methylsulfonamido-phenyl)-propionamide
321 2-(3-fluoro-4-methylsulfonamido-phenyl)-N-(4′-methoxy-5-trifluoromethyl-biphenyl-2-ylmethyl)-propionamide
322 N-(3′-chloro-5-trifluoromethyl-biphenyl-2-ylmethyl)-2-(3-fluoro-4-methylsulfonamido-phenyl)-propionamide
323 2-(3-fluoro-4-methylsulfonamido-phenyl)-N-(3′-fluoro-5-trifluoromethyl-biphenyl-2-ylmethyl)-propionamide
324 N-(3′-chloro-4′-fluoro-5-trifluoromethyl-biphenyl-2-ylmethyl)-2-(3-fluoro-4-methylsulfonamido-phenyl)-propionamide
325 N-(3′,4′-dimethoxy-5-trifluoromethyl-biphenyl-2-ylmethyl)-2-(3-fluoro-4-methylsulfonamido-phenyl)-propionamide
326 N-[2-(3,4-dimethoxy-phenyl)-6-trifluoromethyl-pyridin-3-ylmethyl]-2-(3-fluoro-4-methylsulfonamido-phenyl)-propionamide
327 4-(3-{[2-(3-fluoro-4-methylsulfonamido-phenyl)-propionylamino]-methyl}-6-trifluoromethyl-pyridin-2-yloxymethylypiperidine-1-carbonic acid tert-butyl ester
328 N-(6-tert-butyl-2-pentyloxy-pyridin-3-ylmethyl)-2-(3-fluoro-4-methylsulfonamido-phenyl)-propionamide
329 N-[6-tert-butyl-2-(3-methyl-butoxy)-pyridin-3-ylmethyl]-2-(3-fluoro-4-methylsulfonamido-phenyl)-propionamide
330 N-(4-dimethylamino-4-phenyl-6′-trifluoromethyl-3,4,5,6-tetrahydro-2H-[1,2′]bipyridinyl-3′-ylmethyl)-2-(3-fluoro-4-methylsulfonamido-phenyl)-propionamide
331 N-(2-dipropylamino-6-trifluoromethyl-pyridin-3-ylmethyl)-2-(4-methylsulfonamido-3-methyl-phenyl)-propionamide
332 2-(3-fluoro-4-methylsulfonamido-phenyl)-N-[4-(4-fluoro-phenyl)-6′-trifluoromethyl-3,6-dihydro-2H-[1,2′]bipyridinyl-3′-ylmethyl]-propionamide
334 N-(2-cyclohex-1-enyl-6-trifluoromethyl-pyridin-3-ylmethyl)-2-(3-fluoro-4-methylsulfonamido-phenyl)-propionamide
335 N-[2-(1-ethyl-propoxy)-6-trifluoromethyl-pyridin-3-ylmethyl]-2-(3-fluoro-4-methylsulfonamido-phenyl)-propionamide
336 2-(3-fluoro-4-methylsulfonamido-phenyl)-N-[2-(1-propyl-butoxy)-6-trifluoromethyl-pyridin-3-ylmethyl]-propionamide
337 2-(3-fluoro-4-methylsulfonamido-phenyl)-N-[2-(1-isobutyl-3-methyl-butoxy)-6-trifluoromethyl-pyridin-3-ylmethyl]-propionamide
338 N-[2-(4,4-dimethyl-cyclohexyloxy)-6-trifluoromethyl-pyridin-3-ylmethyl]-2-(3-fluoro-4-methylsulfonamido-phenyl)-propionamide
339 2-(3-fluoro-4-methylsulfonamido-phenyl)-N-[6-trifluoromethyl-2-(4-trifluoromethyl-cyclohexyloxy)-pyridin-3-ylmethyl]-propionamide
340 2-(3-fluoro-4-methylsulfonamido-phenyl)-N-[6-trifluoromethyl-2-(4-trifluoromethyl-cyclohexyloxy)-pyridin-3-ylmethyl]-propionamide
341 4-(3-{[2-(3-fluoro-4-methylsulfonamido-phenyl)-propionylamino]-methyl}-6-trifluoromethyl-pyridin-2-yloxyypiperidine-1-carbonic acid tert-butyl ester
342 4-[(3-{[2-(3-fluoro-4-methylsulfonamido-phenyl)-propionylamino]-methyl}-6-trifluoromethyl-pyridin-2-ylaminoymethyl]-piperidine-1-carbonic acid tert-butyl ester
343 2-(3-fluoro-4-methylsulfonamido-phenyl)-N-[2-(piperidin-4-ylmethoxy)-6-trifluoromethyl-pyridin-3-ylmethyl]-propionamide
344 2-(3-fluoro-4-methylsulfonamido-phenyl)-N-[2-(piperidin-4-yloxy)-6-trifluoromethyl-pyridin-3-ylmethyl]-propionamide
345 2-(3-fluoro-4-methylsulfonamido-phenyl)-N-(2-p-tolyloxy-6-trifluoromethyl-pyridin-3-ylmethyl)-propionamide
346 N-[2-(2-cyclohexyl-vinyl)-6-trifluoromethyl-pyridin-3-ylmethyl]-2-(3-fluoro-4-methylsulfonamido-phenyl)-propionamide
347 2-(3-fluoro-4-methylsulfonamido-phenyl)-N-(4-methyl-6′-trifluoromethyl-3,4,5,6-tetrahydro-2H-[1,2′]bipyridinyl-3′-ylmethyl)-butyramide
348 N-[2-(3,5-dimethoxy-phenyl)-6-trifluoromethyl-pyridin-3-ylmethyl]-2-(3-fluoro-4-methylsulfonamido-phenyl)-propionamide
349 N-(2-cyclopentyloxy-4-methyl-6-trifluoromethyl-pyridin-3-ylmethyl)-2-(3-fluoro-4-methylsulfonamido-phenyl)-propionamide
350 N-(3′,5-dimethoxy-5-trifluoromethyl-biphenyl-2-ylmethyl)-2-(3-fluoro-4-methylsulfonamido-phenyl)-propionamide
351 ethyl 5-((2-(3-fluoro-4-(methylsulfonamido)phenyl)propanamido)methyl)-6-(4-methylpiperidin-1-yl)-2-(trifluoromethyl)nicotinat
352 2-(3-fluoro-4-(methylsulfonamido)phenyl)-N-((2-(nonan-5-yloxy)-6-(trifluoromethyl)pyridin-3-yl)methyl)propanamide
353 N-((6-tert-butyl-2-isobutoxypyridin-3-yl)methyl)-2-(3-fluoro-4-(methylsulfonamido)phenyl)propanamide
354 2-(3-fluoro-4-(methylsulfonamido)phenyl)-N-((2-(phenylethynyl)-6-(trifluoromethyl)pyridin-3-yl)methyl)propanamide
355 2-(3-fluoro-4-(methylsulfonamido)phenyl)-N-((2-(3-methoxypropoxy)-6-(trifluoromethyl)pyridin-3-yl)methyl)propanamide
356 N-((2-(4-benzylpiperidin-1-yl)-4-methyl-6-(trifluoromethyl)pyridin-3-yl)methyl)-2-(3-fluoro-4-(methylsulfonamido)phenyl)propanamide
357 2-(3-fluoro-4-methylsulfonamido-phenyl)-N-(4-methylene-6′-trifluoromethyl-3,4,5,6-tetrahydro-2H-[1,2′]bipyridinyl-3′-ylmethyl)-propionamide
358 N-[2-(6-aza-spiro[2.5]oct-6-yl)-6-trifluoromethyl-pyridin-3-ylmethyl]-2-(3-fluoro-4-methylsulfonamido-phenyl)-propionamide
359 2-(3-fluoro-4-methylsulfonamido-phenyl)-N-[2-(3-methyl-but-2-enyloxy)-6-trifluoromethyl-pyridin-3-ylmethyl]-propionamide
360 N-[2-(3-cyclohexyl-propyl)-6-trifluoromethyl-pyridin-3-ylmethyl]-2-(3-fluoro-4-methylsulfonamido-phenyl)-propionamide
361 N-[2-(3-ethoxy-propoxy)-6-trifluoromethyl-pyridin-3-ylmethyl]-2-(3-fluoro-4-methylsulfonamido-phenyl)-propionamide
362 2-(3-fluoro-4-methylsulfonamido-phenyl)-N-[2-(2-phenoxy-ethoxy)-6-trifluoromethyl-pyridin-3-ylmethyl]-propionamide
363 N-[2-(3,5-dimethoxy-benzyloxy)-6-trifluoromethyl-pyridin-3-ylmethyl]-2-(3-fluoro-4-methylsulfonamido-phenyl)-propionamide
364 2-(3-fluoro-4-methylsulfonamido-phenyl)-N-(4-hydroxymethyl-6′-trifluoro methyl-3,4,5,6-tetrahydro-2H-[1,2′]bipyridinyl-3′-ylmethyl)-propionamide
365 N-(6′-tert-butyl-4-phenyl-3,4,5,6-tetrahydro-2H-[1,2′]bipyridinyl-3′-ylmethyl)-2-(3-fluoro-4-methylsulfonamido-phenyl)-propionamide
366 N-{6-tert-butyl-2-[4-(4-fluoro-phenyl)-piperazin-1-yl]-pyridin-3-ylmethyl}-2-(3-fluoro-4-methylsulfonamido-phenyl)-propionamide
367 2-(4-methylsulfonamido-3-methyl-phenyl)-N-(2-pyrrolidin-1-yl-6-trifluoromethyl-pyridin-3-ylmethyl)-propionamide
[368] N-((2-(1H-indol-4-yl)-6-(trifluoromethyl)pyridin-3-yl)methyl)-2-(3-fluoro-4-(methylsulfonamido)phenyl)propanamide,
[369] N-((6-tert-butyl-2-propoxypyridin-3-yl)methyl)-2-(3-fluoro-4-(methylsulfonamido)phenyl)propanamide,
[370] N-((6-tert-butyl-2-(3-methoxypropoxy)pyridin-3-yl)methyl)-2-(3-fluoro-4-(methylsulfonamido)phenyl)propanamide,
[371] N-((6-tert-butyl-2-(4-(dimethylamino)-4-phenylpiperidin-1-yl)pyridin-3-yl)methyl)-2-(3-fluoro-4-(methylsulfonamido)phenyl)propanamide,
[372] N-((6-tert-butyl-2-methoxypyridin-3-yl)methyl)-2-(3-fluoro-4-(methylsulfonamido)phenyl)propanamide,
[373] N-((6-tert-butyl-2-ethoxypyridin-3-yl)methyl)-2-(3-fluoro-4-(methylsulfonamido)phenyl)propanamide,
[374] N-((6-tert-butyl-2-isopropoxypyridin-3-yl)methyl)-2-(3-fluoro-4-(methylsulfonamido)phenyl)propanamide,
[375] 2-(3-fluoro-4-(methylsulfonamido)phenyl)-N-((2-(pentyloxy)-6-(trifluoromethyl)pyridin-3-yl)methyl)propanamide,
[376] 2-(3-fluoro-4-(methylsulfonamido)phenyl)-N-((2-(hexyloxy)-6-(trifluoromethyl)pyridin-3-yl)methyl)propanamide,
[377] N-((2-(3,5-dimethylcyclohexyloxy)-6-(trifluoromethyl)pyridin-3-yl)methyl)-2-(3-fluoro-4-(methylsulfonamido)phenyl)propanamide,
[378] N-((6-tert-butyl-2-(2-ethoxyethoxy)pyridin-3-yl)methyl)-2-(3-fluoro-4-(methylsulfonamido)phenyl)propanamide,
in each case optionally in the form of one of the pure stereoisomers thereof, in particular enantiomers or diastereomers, the racemates thereof or in the form of a mixture of stereoisomers, in particular the enantiomers and/or diastereomers, in any desired mixing ratio, or in each case in the form of corresponding salts or in each case in the form of corresponding solvates.
36 . Compounds according to claim 1 , characterized in that, in an FLIPR assay with CHO-K21 cells which have been transfected with the human gene VR1, in a concentration of less than 2000 nM, preferably of less than 1000 nM, particularly preferably of less then 300 nM, very particularly preferably of less than 100 nM, still more preferably of less than 75 nM, even more preferably of less than 50 nM, most preferably of less than 10 nM; effect 50% displacement of capsaicin which is present in a concentration of 100 nM.
37 . A process for the production of a compound according to claim 1 , characterized in that at least one compound of the general formula II,
in which R 5 , U, T, V and W have the meaning according to claim 1 , m denotes 0, 1, 2 or 3 and R denotes or denotes a C 1-6 alkyl residue, is reacted in a reaction medium, in the presence of at least one reducing agent, preferably in the presence of at least one reducing agent selected from the group consisting of sodium hydride, sodium, potassium hydride, lithium aluminum hydride, sodium borohydride and di(isobutyl)aluminum hydride,
to yield at least one compound of the general formula III,
in which R 5 , U, T, V and W have the meaning according to claim 1 and m denotes 0, 1, 2 or 3 and said compound is optionally purified and/or isolated,
and at least one compound of the general formula III is reacted in a reaction medium in the presence of diphenylphosphoryl azide or in the presence of HN 3 to yield at least one compound of the general formula IV,
in which R 5 , U, T, V and W have the meaning according to claim 1 and m denotes 0, 1, 2 or 3 and said compound is optionally purified and/or isolated,
and at least one compound of the general formula IV is reacted in a reaction medium in the presence of at least one reducing agent, preferably in the presence of at least one reducing agent selected from the group consisting of sodium hydride, potassium hydride, lithium aluminum hydride, sodium borohydride and di(isobutyl)aluminum hydride
or in a reaction medium in the presence of a catalyst, preferably in the presence of a catalyst is based on platinum or palladium, particularly preferably in the presence of palladium on carbon, and in the presence of hydrogen or in the presence of hydrazine
or in a reaction medium in the presence of triphenylphosphine
to yield at least one compound of the general formula V,
in which R 5 , U, T, V and W have the meaning according to claim 1 and m denotes 0, 1, 2 or 3 and said compound is optionally purified and/or isolated,
or at least one compound of the general formula VI,
in which R 5 , U, T, V, and W have the meaning according to claim 1 and m denotes 0, 1, 2 or 3, is reacted in a reaction medium
in the presence of at least one catalyst, preferably in the presence of at least one catalyst based on palladium or platinum, particularly preferably in the presence of palladium on carbon, optionally in the presence of at least one acid, preferably in the presence of hydrochloric acid,
or in the presence of at least one reducing agent selected from the group consisting of BH 3 .S(CH 3 ) 2 , lithium aluminum hydride and sodium borohydride, optionally in the presence of NiCl 2 ,
to yield at least one compound of the general formula V, optionally in the form of a corresponding salt, preferably in the form of a corresponding hydrochloride, and said compound is optionally purified and/or isolated,
and at least one compound of the general formula V is reacted with at least one compound of the general formula VII,
in which Y, R 1 , R 2 , R 3 , R 4 , R 25 and R 26 have the meaning according to claim 1 , in a reaction medium, optionally in the presence of at least one suitable coupling agent, optionally in the presence of at least one base,
or with at least one compound of the general formula VIII,
in which Y, R 1 , R 2 , R 3 , R 4 , R 25 and R 26 have the meaning according to claim 1 and LG denotes a leaving group, preferably a chlorine or bromine atom, in a reaction medium, optionally in the presence of at least one base, to yield at least one compound of the general formula Ih,
in which Y, T, U, V, W, R 1 , R 2 , R 3 , R 4 , R 5 , R 25 and R 26 have the meaning according to claim 1 and n denotes 1, 2, 3 or 4 and said compound is optionally purified and/or isolated,
and optionally at least one compound of the general formula Ih is reacted in a reaction medium with at least one compound of the general formula IX,
in which the phenyl residues are in each case substituted with 1 or 2 substituents mutually independently selected from the group consisting of methoxy, phenoxy, Cl, methyl and Br, preferably in each case with a phenoxy residue or methoxy residue, particularly preferably in each case with a methoxy residue in para position, or with phosphorus pentasulfide, to yield at least one compound of the general formula Ik,
in which Y, T, U, V, W, R 1 , R 2 , R 3 , R 4 , R 5 , R 25 and R 26 have the meaning according to claim 1 and n denotes 1, 2, 3 or 4 and said compound is optionally purified and/or isolated.
38 . A process for the production of at least one compound according to claim 1 , characterized in that at least one compound of the general formula X,
in which R 5 , U, T, V and W have the meaning according to claim 1 , is reacted with at least one compound of the general formula VII,
in which Y, R 1 , R 2 , R 3 , R 4 , R 25 and R 26 have the meaning according to claim 1 , in a reaction medium, optionally in the presence of at least one suitable coupling agent, optionally in the presence of at least one base,
or with at least one compound of the general formula VIII,
in which Y, R 1 , R 2 , R 3 , R 4 , R 25 and R 26 have the meaning according to claim 1 and LG denotes a leaving group, preferably a chlorine or bromine atom, in a reaction medium, optionally in the presence of at least one base, to yield at least one compound of the general formula Im,
in which Y, T, U, V, W, R 1 , R 2 , R 3 , R 4 , R 5 , R 25 and R 26 have the meaning according to claim 1 and said compound is optionally purified and/or isolated,
and optionally at least one compound of the general formula Im is reacted in a reaction medium with at least one compound of the general formula IX,
in which the phenyl residues are in each case substituted with 1 or 2 substituents mutually independently selected from the group consisting of methoxy, phenoxy, Cl, methyl and Br, preferably in each case with a phenoxy residue or methoxy residue, particularly preferably in each case with a methoxy residue in para position, or with phosphorus pentasulfide, to yield at least one compound of the general formula In,
in which Y, T, U, V, W, R 1 , R 2 , R 3 , R 4 , R 5 , R 25 and R 26 have the meaning according to claim 1 and said compound is optionally purified and/or isolated.
39 . A pharmaceutical preparation containing at least one compound according to claim 1 and optionally one or more physiologically acceptable auxiliary substances.
40 . A pharmaceutical preparation according to claim 39 for the treatment and/or prevention of one or more diseases selected from the group consisting of pain, preferably of pain selected from the group consisting of acute pain, chronic pain, neuropathic pain and visceral pain; joint pain; hyperalgesia; allodynia; causalgia and migraine.
41 . A pharmaceutical preparation according to claim 39 for the treatment and/or prevention of one or more diseases selected from the group consisting of depression; neuropathy; nerve injury; neurodegenerative diseases, preferably selected from the group consisting of multiple sclerosis, Alzheimer's disease, Parkinson's disease and Huntington's chorea; cognitive dysfunction, preferably cognitive deficiency states, particularly preferably memory disorders; and epilepsy.
42 . A pharmaceutical preparation according to claim 39 for the treatment and/or prevention of one or more diseases selected from the group consisting of airways diseases, preferably selected from the group consisting of asthma, bronchitis and pulmonary inflammation; coughing; urinary incontinence; an overactive bladder (OAB); diseases and/or injuries of the gastrointestinal tract; duodenal ulcers; gastric ulcers; irritable bowel syndrome; strokes; eye irritation; skin irritation; neurotic skin conditions; allergic skin diseases; psoriasis; vitiligo; herpes simplex; inflammation, preferably inflammation of the intestines, the eyes, the bladder, the skin or the nasal mucosa; diarrhea; pruritus; osteoporosis; arthritis; osteoarthritis; rheumatic diseases; disorders of food intake, preferably selected from the group consisting of bulimia, cachexia, anorexia and obesity; dependency on medicines; abuse of medicines; withdrawal symptoms associated with dependency on medicines; development of tolerance towards medicines, preferably towards natural or synthetic opioids; dependency on drugs; drug abuse; withdrawal symptoms associated with dependency on drugs; dependency on alcohol; alcohol abuse and withdrawal symptoms associated with dependency on alcohol; for diuresis; for antinatriuresis; for influencing the cardiovascular system; for increasing vigilance; for the treatment of wounds and/or burns; for the treatment of severed nerves; for increasing libido; for modulating locomotor activity; for anxiolysis; for local anaesthesia and/or for inhibiting undesired side-effects, preferably selected from the group consisting of hyperthermia, high blood pressure and constriction of the bronchial tubes, triggered by the administration of agonists of the vanilloid receptor 1 (VR1/TRPV1 receptors), preferably selected from the group consisting of capsaicin, resiniferatoxin, olvanil, arvanil, SDZ-249665, SDZ-249482, nuvanil and capsavanil.
43 . Use of at least one compound according to one claim 1 for the production of a pharmaceutical preparation for the treatment and/or prevention of one or more diseases selected from the group consisting of pain, preferably of pain selected from the group consisting of acute pain, chronic pain, neuropathic pain and visceral pain; joint pain; hyperalgesia; allodynia; causalgia and migraine.
44 . Use of at least one compound according to claim 1 for the production of a pharmaceutical preparation for the treatment and/or prevention of one or more diseases selected from the group consisting of depression; neuropathy; nerve injury; neurodegenerative diseases, preferably selected from the group consisting of multiple sclerosis, Alzheimer's disease, Parkinson's disease and Huntington's chorea; cognitive dysfunction, preferably cognitive deficiency states, particularly preferably memory disorders; and epilepsy.
45 . Use of at least one compound according to claim 1 for the production of a pharmaceutical preparation for the treatment and/or prevention of one or more diseases selected from the group consisting of airways diseases, preferably selected from the group consisting of asthma, bronchitis and pulmonary inflammation; coughing; urinary incontinence; an overactive bladder (OAB); diseases and/or injuries of the gastrointestinal tract; duodenal ulcers; gastric ulcers; irritable bowel syndrome; strokes; eye irritation; skin irritation; neurotic skin conditions; allergic skin diseases; psoriasis; vitiligo; herpes simplex; inflammation, preferably inflammation of the intestines, the eyes, the bladder, the skin or the nasal mucosa; diarrhea; pruritus; osteoporosis; arthritis; osteoarthritis; rheumatic diseases; disorders of food intake, preferably selected from the group consisting of bulimia, cachexia, anorexia and obesity; dependency on medicines; abuse of medicines; withdrawal symptoms associated with dependency on medicines; development of tolerance towards medicines, preferably towards natural or synthetic opioids; dependency on drugs; drug abuse; withdrawal symptoms associated with dependency on drugs; dependency on alcohol; alcohol abuse and withdrawal symptoms associated with dependency on alcohol; for diuresis; for antinatriuresis; for influencing the cardiovascular system; for increasing vigilance; for the treatment of wounds and/or burns; for the treatment of severed nerves; for increasing libido; for modulating locomotor activity; for anxiolysis; for local anaesthesia and/or for inhibiting undesired side-effects, preferably selected from the group consisting of hyperthermia, high blood pressure and constriction of the bronchial tubes, triggered by the administration of agonists of the vanilloid receptor 1 (VR1/TRPV1 receptors), preferably selected from the group consisting of capsaicin, resiniferatoxin, olvanil, arvanil, SDZ-249665, SDZ-249482, nuvanil and capsavanil.Join the waitlist — get patent alerts
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