US2017073341A1PendingUtilityA1
Benzene Sulfonamide Thiazole and Oxazole Compounds
Est. expiryMay 6, 2028(~1.8 yrs left)· nominal 20-yr term from priority
Inventors:Tara Renae Rheault
A61P 35/04A61P 35/02A61P 35/00A61K 31/427C07D 413/04C07D 413/14C07D 417/04C07D 417/14
58
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Claims
Abstract
The present invention provides thiazole sulfonamide and oxazole sulfonamide compounds, compositions containing the same, as well as processes for the preparation and methods for their use as pharmaceutical agents.
Claims
exact text as granted — not AI-modifiedThat which is claimed is:
1 . A compound of formula (I)
wherein:
a is 0, 1, 2 or 3;
each R 1 is the same or different and is independently selected from halo, alkyl, haloalkyl, —OR 6 , —CO 2 R 6 , —NR 6 R 7 , and —CN;
Ring A is selected from C 3-6 cycloalkyl, phenyl, 5-6 membered heterocycle and 5-6 membered heteroaryl, said heterocycle and said heteroaryl each having 1 or 2 heteroatoms selected from N, O and S;
each of Q 1 , Q 2 , Q 3 and Q 4 is CH, C—R 2 or N, wherein not more than one of Q 1 , Q 2 , Q 3 , and Q 4 is N;
each R 2 is the same or different and is independently selected from halo, alkyl, haloalkyl, and —OR 6 ;
W is selected from —O— and —S—;
R 3 is selected from H, alkyl, haloalkyl-, -alkylene-OH, —NR 6 R 7 , —C 3-6 cycloalkyl, -alkylene-C(O)—OH, -alkylene-NH 2 , and Het;
wherein said R 3 C 3-6 cycloalkyl is optionally substituted with 1 or 2 substituents which are the same or different and are independently selected from halo, C 1-3 alkyl, haloC 1-3 alkyl, OH, O—C 1-3 alkyl, oxo, S(C 1-3 alkyl), SO 2 , NH 2 , N(H)C 1-3 alkyl and N(C 1-3 alkyl) 2 ;
Het is a 5-6 membered heterocycle having 1 or 2 heteroatoms selected from N, O and S and optionally substituted with 1 or 2 substituents which are the same or different and are each independently selected from halo, C 1-3 alkyl, haloC 1-3 alkyl, O—C 1-3 alkyl, C 1-3 alkylene-O—C 1-3 alkyl, OH, C 1-3 alkylene-OH, oxo, SO 2 (C 1-3 alkyl), C 1-3 alkylene-SO 2 (C 1-3 alkyl), NH 2 , N(H)C 1-3 alkyl, N(C 1-3 alkyl) 2 , CN, and —CH 2 CN;
R 4 is selected from H, alkyl, haloalkyl, alkenyl, —OR 6 , —R 5 —OR 6 , —R 5 —CO 2 R 6 , —R 5 —SO 2 R 6 , —R 5 —Het, —R 5 —C(O)-Het, —N(H)R 8 , —N(CH 3 )R 8 , and —R 5 —NR 6 R 7 ;
each R 5 is the same or different and is independently C 1-4 alkylene;
each R 6 and each R 7 is the same or different and is independently selected from H, alkyl, haloalkyl, —C(O)-alkyl, and —C(O)-cycloalkyl;
R 8 is selected from H, alkyl (optionally substituted by —OH), haloalkyl, C 3-6 cycloalkyl, —R 5 —C 3-6 cycloalkyl, Het 2 , —R 5 —Het 2 , —R 5 —OR 6 , —R 5 —O—R 5 —OR 6 , —R 5 —C(O) 2 R 6 , —R 5 —C(O)NR 6 R 7 , —R 5 —N(H)C(O)—R 6 , —R 5 —N(H)C(O)—R 5 —OR 6 , —R 5 —N(H)C(O) 2 —R 6 , —R 5 —NR 6 R 7 , —R 5 —S(O) 2 R 6 , —R 5 —CN, and —R 5 —N(H)S(O) 2 R 6 ;
wherein said R 8 C 3-6 cycloalkyl is optionally substituted with 1 or 2 substituents which are the same or different and are independently selected from halo, C 1-3 alkyl, haloC 1-3 alkyl, OH, O—C 1-3 alkyl, oxo, S(C 1-3 alkyl), SO 2 (C 1-3 alkyl), NH 2 , N(H)C 1-3 alkyl and N(C 1-3 alkyl) 2 , and N(H)SO 2 C 1-3 alkyl; and
Het 2 is a 4-6 membered heterocycle having 1 or 2 heteroatoms selected from N, O and S and optionally substituted with 1, 2, 3, 4 or 5 C 1-3 alkyl or 1 or 2 substituents which are the same or different and are each independently selected from halo, C 1-3 alkyl, haloC 1-3 alkyl, O—C 1-3 alkyl, C 1-3 alkylene-O—C 1-3 alkyl, OH, C 1-3 alkylene-OH, oxo, SO 2 (C 1-3 alkyl), C 1-3 alkylene-SO 2 (C 1-3 alkyl), NH 2 , N(H)C 1-3 alkyl, N(C 1-3 alkyl) 2 , N(H)SO 2 C 1-3 alkyl, C(O)(C 1-3 alkyl), CO 2 (C 1-4 alkyl), CN, and —CH 2 CN;
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