US2024009175A9PendingUtilityA9

Tetrazole derivatives

Assignee: MERCK PATENT GMBHPriority: Mar 19, 2020Filed: Mar 16, 2021Published: Jan 11, 2024
Est. expiryMar 19, 2040(~13.6 yrs left)· nominal 20-yr term from priority
A61K 31/437C07D 471/04A61K 31/444A61K 31/506A61K 31/501A61K 47/02A61K 9/02A61K 47/44A61K 9/08A61K 41/17A61K 9/06A61K 9/2059A61K 9/2013A61K 9/2813A61K 9/2826A61K 9/286A61K 9/4825A61K 9/19C07B 2200/05C07D 403/04C07D 403/14A61P 35/00
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Claims

Abstract

Substituted tetrazole derivatives are useful for the prevention and/or treatment of several medical conditions including hyperproliferative disorders and diseases.

Claims

exact text as granted — not AI-modified
1 : A tetrazole derivative of formula I-a, I-b, or I-c: 
       
         
           
           
               
               
           
         
         wherein independently from each other 
         R 1  denotes Ar A  or Hetar A ; 
         R 2  denotes Ar B  or Hetar B ; 
         R 3  denotes C 1-6 -aliphatic or —O—C 1-6 -aliphatic; 
         R 4  denotes H, D, C 1-6 -aliphatic, or —O—C 1-6 -aliphatic; 
         R 5  denotes H, D, C 1-6 -aliphatic, —O—C 1-6 -aliphatic, or halogen; 
         Ar A  is a mono- or biaryl with 5, 6, 7, 8, 9, 10, or 11 ring carbon atoms, wherein Ar A  may be unsubstituted or substituted with substituents R A1 , R A2 , R A3 , R A4 , and/or R A5  which may be the same or different; 
         Ar B  is a mono- or biaryl with 5, 6, 7, 8, 9, 10, or 11 ring carbon atoms, wherein Ar B  may be unsubstituted or substituted with substituents R B1 , R B2 , R B3 , R B4 , and/or R B5  which may be the same or different; 
         Hetar A  is a mono- or bicyclic heteroaryl with 5, 6, 7, 8, 9, 10, or 11 ring atoms, wherein 1, 2, 3, 4, or 5 of said ring atoms is/are a hetero atom(s) selected from the group consisting of N, O, and S, and the remaining ring atoms are carbon atoms, wherein Hetar A  may be unsubstituted or substituted with substituents R A1 , R A2 , R A3 , R A4 , and/or R A5  which may be the same or different; 
         Hetar B  is a mono- or bicyclic heteroaryl with 5, 6, 7, 8, 9, 10, or 11 ring atoms, wherein 1, 2, 3, 4, or 5 of said ring atoms is/are a hetero atom(s) selected from the group consisting of N, O and S, and the remaining ring atoms are carbon atoms, wherein Hetar B  may be unsubstituted or substituted with substituents R B1 , R B2 , R B3 , R B4  and/or R B5  which may be the same or different; 
         R A1 , R A2 , R A3 , R A4 , R A5 , R B1 , R B2 , R B3 , R B4 , R B5  are independently from each other H, D, halogen, C 1-6 -aliphatic, or —O—C 1-6 -aliphatic; and 
         halogen denotes F, Cl, Br, or I; 
         or any derivative, N-oxide, prodrug, solvate, tautomer, or stereoisomer thereof and/or any pharmaceutically acceptable salt of each of the foregoing, including a mixture thereof in all ratios. 
       
     
     
         2 : The tetrazole derivative according to  claim 1 ,
 wherein R 1  and R 2  are the same.   
     
     
         3 : The tetrazole derivative according to  claim 1 ,
 wherein R 1  and R 2  are different.   
     
     
         4 : The tetrazole derivative according to  claim 1 ,
 wherein   Ar A  is phenyl which may be unsubstituted or mono- or di-substituted with R A1  and/or R A2 ;   Ar B  is phenyl which may be unsubstituted or mono- or di-substituted with R B1  and/or R B2 ;   Hetar A  is a monocyclic heteroaryl with 5 or 6 ring atoms, wherein 1 or 2 of said ring atoms is/are a hetero atom(s) selected from the group consisting of N, O, and S, and the remaining ring atoms are carbon atoms, wherein Hetar A  may be unsubstituted or substituted with substituents R A1  and/or R A2  which may be the same or different; and   Hetar B  is a monocyclic heteroaryl with 5 or 6 ring atoms, wherein 1 or 2 of said ring atoms is/are a hetero atom(s) selected from the group consisting of N, O, and S, and the remaining ring atoms are carbon atoms, wherein Hetar B  may be unsubstituted or substituted with substituents R B1  and/or R B2  which may be the same or different.   
     
     
         5 : The tetrazole derivative according to  claim 4 ,
 wherein   R A1 , R A2 , R B1 , R B2  are independently from each other H, F, Cl, C 1-4 -aliphatic, or —O—C 1-4 -aliphatic.   
     
     
         6 : The tetrazole derivative according to  claim 1 ,
 wherein independently from each other   R 3  denotes substituted or unsubstituted C 1-4 -alkyl;   R 4  denotes H; and   R 5  denotes H, C 1-4 -alkyl, —O—C 1-4 -alkyl, F, or Cl.   
     
     
         7 : The tetrazole derivative according to  claim 1 ,
 wherein independently from each other   R 3  denotes methyl, ethyl, 2-aminoethyl, or 2-hydroxyethyl;   R 4  denotes H;   R 5  denotes H, methyl, ethyl, methoxy, F, or Cl;   Ar A  is phenyl; deuterophenyl; flurophenyl; methylphenyl (tolyl); difluoromethoxy; or 4-difluoromethoxy-2-fluorophenyl;   Ar B  is phenyl; deuterophenyl; flurophenyl; methylphenyl (tolyl); difluoromethoxy; or 4-difluoromethoxy-2-fluorophenyl;   Hetar A  is methylpyrazolyl; thien-2-yl, thien-3-yl; methylthienyl; thiazolyl; pyridin-2-yl, pyridin-3-yl, pyridin-4-yl; pyrimidinyl; or pyridazinyl; and   Hetar B  is methylpyrazolyl; thien-2-yl, thien-3-yl; methylthienyl; thiazolyl; pyridin-2-yl, pyridin-3-yl, pyridin-4-yl; or pyridazinyl.   
     
     
         8 : The tetrazole derivative according to  claim 1 ,
 wherein the tetrazole derivative is selected from the group consisting of:   
       
         
           
                 
                 
                 
               
                     
                 
                   Compound 
                     
                     
                 
                   No. 
                   Structure 
                   Name 
                 
                     
                 
                     
                 
                 
                 
                 
               
                   1 
                   
                     
                       
                       
                           
                           
                       
                     
                   
                   [3.7-diethyl-6-(1H-1,2,3,4-tetrazol-5- yl)imidazo[1.2-a]pyridin-2- yl]diphenylmethanol 
                 
                     
                 
                   2 
                   
                     
                       
                       
                           
                           
                       
                     
                   
                   [3-Ethyl-7-methoxy-6-(1H-tetrazol- 5-yl)-imidazo[1,2-a]pyridin-2-yl]- diphenyl-methanol 
                 
                     
                 
                   3 
                   
                     
                       
                       
                           
                           
                       
                     
                   
                   [3-Ethyl-7-fluoro-6-(1H-tetrazol-5- yl)-imidazo[1,2-a]pyridin-2-yl] diphenyl-methanol 
                 
                     
                 
                   4 
                   
                     
                       
                       
                           
                           
                       
                     
                   
                   [3-Ethyl-6-(1H-tetrazol-5-yl)- imidazo[1,2-a]pyridin-2-yl]- diphenyl-methanol 
                 
                     
                 
                   5 
                   
                     
                       
                       
                           
                           
                       
                     
                   
                   [7-Chloro-3-ethyl-6-(1H-tetrazol-5- yl)-imidazo[1,2-a]pyridin-2-yl]-bis- (2-fluoro-phenyl)-methanol 
                 
                     
                 
                   6 
                   
                     
                       
                       
                           
                           
                       
                     
                   
                   [3-Ethyl-7-methoxy-6-(1H-tetrazol- 5-yl)-imidazo[1,2-a]pyridin-2-yl- bis-(2-fluoro-phenyl)-methanol 
                 
                     
                 
                   7 
                   
                     
                       
                       
                           
                           
                       
                     
                   
                   [7-chloro-3-ethyl-6-(1H-tetrazol-5- yl)imidazo[1,2-a]pyridin-2-yl]- phenyl-(2-pyridyl)methanol 
                 
                     
                 
                   8 
                   
                     
                       
                       
                           
                           
                       
                     
                   
                   [7-chloro-3-ethyl-6-(1H-tetrazol-5- yl)imidazo[1,2-a]pyridin-2-yl]- pbenyl-(2-pyridyl)methanol 
                 
                     
                 
                   9 
                   
                     
                       
                       
                           
                           
                       
                     
                   
                   [7-Chloro-3-ethyl-6-(1H-tetrazol-5- yl)-imidazo[1,2-a]pyridin-2-yl]- diphenyl-methanol 
                 
                     
                 
                   10 
                   
                     
                       
                       
                           
                           
                       
                     
                   
                   [3-Ethyl-7-methoxy-6-(1H-tetrazol- 5-yl)-imidazo[1,2-a]pyridin-2-yl]- phenyl-pyridin-2-yl-methanol 
                 
                     
                 
                   11 
                   
                     
                       
                       
                           
                           
                       
                     
                   
                   [3-Ethyl-7-methoxy-6-(1H-tetrazol- 5-yl)-imidazo[1,2-a]pyridin-2-yl]- phenyl-pyridin-2-yl-methanol 
                 
                     
                 
                   12 
                   
                     
                       
                       
                           
                           
                       
                     
                   
                   [3-Ethyl-7-methoxy-6-(1H-tetrazol- 5-yl)-imidazo[1,2-a]pyridin-2-yl]-(5- methyl-thiophen-2-yl)-phenyl- methanol 
                 
                     
                 
                   13 
                   
                     
                       
                       
                           
                           
                       
                     
                   
                   [3-Ethyl-7-methoxy-6-(1H-tetrazol- 5-yl)-imidazo[1,2-a]pyridin-2-yl]-(5- methyl-thiophen-2-yl)-phenyl- methanol 
                 
                     
                 
                   14 
                   
                     
                       
                       
                           
                           
                       
                     
                   
                   [3-Ethyl-7-methoxy-6-(1H-tetrazol- 5-yl)-imidazo[1,2-a]pyridin-2-yl]- phenyl-pyrimidin-2-yl-methanol 
                 
                     
                 
                   15 
                   
                     
                       
                       
                           
                           
                       
                     
                   
                   [3-Ethyl-7-methoxy-6-(1H-tetrazol- 5-yl)-imidazo[1,2-a]pyridin-2-yl]- phenyl-pyrimidin-2-yl-methanol 
                 
                     
                 
                   16 
                   
                     
                       
                       
                           
                           
                       
                     
                   
                   [3-ethyl-7-methoxy-6-(1H-1,2,3,4- tetrazol-5-yl)imidazo[1,2-a]pyridin- 2-yl](phenyl)[1,3-thiazol-2- yl)methanol 
                 
                     
                 
                   17 
                   
                     
                       
                       
                           
                           
                       
                     
                   
                   [3-Ethy]-7-methoxy-6-(1H-tetrazol- 5-yl)-imidazo[1,2-a]pyridin-2-yl]-(1- methyl-1H-pyrazol-3-yl)-phenyl- methanol 
                 
                     
                 
                   18 
                   
                     
                       
                       
                           
                           
                       
                     
                   
                   [3-Ethyl-7-methoxy-6-(1H-tetrazol- 5-yl)-imidazo[1,2-a]pyridin-2-yl-(1- methyl-1H-pyrazol-3-yl)-phenyl- methanol 
                 
                     
                 
                   19 
                   
                     
                       
                       
                           
                           
                       
                     
                   
                   [3-Ethyl-6-methoxy-5-(1H-tetrazol- 5-yl)-pyrazolo[1,5-a]pyridin-2-yl]- bis-(2-fluoro-phenyl)-methanol 
                 
                     
                 
                   20 
                   
                     
                       
                       
                           
                           
                       
                     
                   
                   [6-Chloro-3-ethyl-5-(1H-tetrazol-5- yl)-pyrazolo[1,5-a]pyridin-2-yl]-bis- (2-fluoro-phenyl)-methanol 
                 
                     
                 
                   21 
                   
                     
                       
                       
                           
                           
                       
                     
                   
                   [6-Chloro-3-ethyl-5-(1H-tetrazol-5- yl)-pyrazolo[1,5-a]pyridin-2-yl]- diphenyl-methanol 
                 
                     
                 
                   22 
                   
                     
                       
                       
                           
                           
                       
                     
                   
                   [3-Ethyl-6-methoxy-5-(1H-tetrazol- 5-yl)-pyrazolo[1,5-a]pyridin-2-yl]- diphenyl-methanol 
                 
                     
                 
                   23 
                   
                     
                       
                       
                           
                           
                       
                     
                   
                   [3-Ethyl-6-fluoro-5-(1H-tetrazol-5- yl)-pyrazolo[1,5-a]pyridin-2-yl]- diphenyl-methanol 
                 
                     
                 
                   24 
                   
                     
                       
                       
                           
                           
                       
                     
                   
                   [5-methoxy-1-methyl-6-(1H-1,2,3,4- tetrazol-5-yl)-1H-imidazo[4,5- b]pyridin-2-yl]diphenylmethanol 
                 
                     
                 
                   25 
                   
                     
                       
                       
                           
                           
                       
                     
                   
                   [1-ethyl-5-methoxy-6-(1H-1,2,3,4- tetrazol-5-yl)-1H-imidazo[4,5- b]pyridin-2-yl](phenyl)(pyrimidin-4- yl)methanol 
                 
                     
                 
                   26 
                   
                     
                       
                       
                           
                           
                       
                     
                   
                   [1-ethyl-5-methoxy-6-(1H-1,2,3,4- tetrazol-5-yl)-1H-imidazo[4,5- b]pyridin-2-yl](pyridin-2- yl)(thiophen-2-yl)methanol 
                 
                     
                 
                   27 
                   
                     
                       
                       
                           
                           
                       
                     
                   
                   [1-ethyl-5-methoxy-6-(1H-1,2,3,4- tetrazol-5-yl)-1H-imidazo[4,5- b]pyridin-2-yl](phenyl)(pyridazin-3- yl)methanol 
                 
                     
                 
                   28 
                   
                     
                       
                       
                           
                           
                       
                     
                   
                   [1-(2-aminoethyl)-5-methoxy-6-(1H- 1,2,3,4-tetrazol-5-yl)-1H- imidazo[4,5-b]pyridin-2- yl]diphenylmethanol 
                 
                     
                 
                   29 
                   
                     
                       
                       
                           
                           
                       
                     
                   
                   [1-ethyl-5-methoxy-6-(1H-1,2,3,4- tetrazol-5-yl)-1H-imidazo[4,5- b]pyridin-2-yl]bis(thiophen-3- yl)methanol 
                 
                     
                 
                   30 
                   
                     
                       
                       
                           
                           
                       
                     
                   
                   [1-ethyl-5-methoxy-6-(1H-1,2,3,4- tetrazol-5-yl)-1H-imidazo[4,5- b]pyridin-2-yl](phenyl)thiophen-3- yl)methanol 
                 
                     
                 
                   31 
                   
                     
                       
                       
                           
                           
                       
                     
                   
                   [1-ethyl-5-methoxy-6-(1H-1,2,3,4- tetrazol-5-yl)-1H-imidazo[4,5- b]pyridin-2-yl](phenyl)(1,3-thiazol- 2-yl)methanol 
                 
                     
                 
                   32 
                   
                     
                       
                       
                           
                           
                       
                     
                   
                   [1-ethyl-5-methoxy-6-(1H-1,2,3,4- tetrazol-5-yl)-1H-imidazo[4,5- b]pyridin-2-yl](phenyl)(1,3-thiazol- 2-yl)methanol 
                 
                     
                 
                   33 
                   
                     
                       
                       
                           
                           
                       
                     
                   
                   [1-ethyl-5-methoxy-6-(1H-1,2,3,4- tetrazol-5-yl)-1H-imidazo[4,5- b]pyridin-2-yl](phenyl)(1,3-thiazol- 2-yl)methanol 
                 
                     
                 
                   34 
                   
                     
                       
                       
                           
                           
                       
                     
                   
                   2-[2-(hydroxy-diphenylmethyl)-5- methoxy-6-(1H-1,2,3,4-tetrazol-5- yl)-1H-imidazo[4,5-b]pyridin-1- yl]ethan-1-ol 
                 
                     
                 
                   35 
                   
                     
                       
                       
                           
                           
                       
                     
                   
                   [1-ethyl-5-methoxy-6-(1H-1,2,3,4- tetrazol-5-yl)-1H-imidazo[4,5- b]pyridin-2-yl](phenyl)(thiophen-2- yl)methanol 
                 
                     
                 
                   36 
                   
                     
                       
                       
                           
                           
                       
                     
                   
                   [1-ethyl-5-methoxy-6-(1H-1,2,3,4- tetrazol-5-yl)-1H-imidazo[4,5- b]pyridin-2-yl](1-methyl-1H- pyrazol-4-yl)phenylmethanol 
                 
                     
                 
                   37 
                   
                     
                       
                       
                           
                           
                       
                     
                   
                   [1-ethyl-5-methoxy-6-(1H-1,2,3,4- tetrazol-5-yl)-1H-imidazo[4,5- b]pyridin-2-yl](phenyl)(pyrimidin-2- yl)methanol 
                 
                     
                 
                   38 
                   
                     
                       
                       
                           
                           
                       
                     
                   
                   [1-ethyl-5-methoxy-6-(1H-1,2,3,4- tetrazol-5-yl)-1H-imidazo[4,5- b]pyridin-2-yl]bis(thiophen-2- yl)methanol 
                 
                     
                 
                   39 
                   
                     
                       
                       
                           
                           
                       
                     
                   
                   [1-ethyl-5-methoxy-6-(1H-1,2,3,4- tetrazol-5-yl)-1H-imidazo[4,5- b]pyridin-2-yl]bis(2- methylphenyl)methanol 
                 
                     
                 
                   40 
                   
                     
                       
                       
                           
                           
                       
                     
                   
                   [1-ethyl-5-methoxy-6-(1H-1,2,3,4- tetrazol-5-yl)-1H-imidazo[4,5- b]pyridin-2-yl](phenyl)(pyridin-2- yl)methanol 
                 
                     
                 
                   41 
                   
                     
                       
                       
                           
                           
                       
                     
                   
                   [1-ethyl-5-methoxy-6-(1H-1,2,3,4- tetrazol-5-yl)-1H-imidazo[4,5- b]pyridin-2-yl](phenyl)(pyridin-2- yl)methanol 
                 
                     
                 
                   42 
                   
                     
                       
                       
                           
                           
                       
                     
                   
                   [1-ethyl-5-methoxy-6-(1H-1,2,3,4- tetrazol-5-yl)-1H-imidazo[4,5- b]pyridin-2-yl](2- methylphenyl)phenylmethanol 
                 
                     
                 
                   43 
                   
                     
                       
                       
                           
                           
                       
                     
                   
                   [1-ethyl-5-methoxy-6-(1H-1,2,3,4- tetrazol-5-yl)-1H-imidazo[4,5- b]pyridin-2-yl](phenyl)(pyridin-4- yl)methanol 
                 
                     
                 
                   44 
                   
                     
                       
                       
                           
                           
                       
                     
                   
                   [1-ethyl-5-methoxy-6-(1H-1,2,3,4- tetrazol-5-yl)-1H-imidazo[4,5- b]pyridin-2-yl](phenyl)(pyridin-3- yl)methanol 
                 
                     
                 
                   45 
                   
                     
                       
                       
                           
                           
                       
                     
                   
                   [1-ethyl-5-methoxy-6-(1H-1,2,3,4- tetrazol-5-yl)-1H-imidazo[4,5- b]pyridin-2-yl]diphenylmethanol 
                 
                     
                 
                   46 
                   
                     
                       
                       
                           
                           
                       
                     
                   
                   [1-ethyl-5-methoxy-6-(1H-1,2,3,4- tetrazol-5-yl)-1H-imidazo[4,5- b]pyridin-2-yl]bis(2- fluorophenyl)methanol 
                 
                     
                 
                   47 
                   
                     
                       
                       
                           
                           
                       
                     
                   
                   [4-(difluoromethoxy)-2- fluorophenyl][1-ethyl-5-methoxy-6- (1H-1,2,3,4-tetrazol-5-yl)-1H- imidazo[4,5-b]pyridin-2- yl]phenylmethanol 
                 
                     
                 
                   48 
                   
                     
                       
                       
                           
                           
                       
                     
                   
                   [4-(difluoromethoxy)-2- fluorophenyl][1-ethyl-5-methoxy-6- (1H-1,2,3,4-tetrazol-5-yl)-1H- imidazo[4,5-b]pyridin-2- yl]phenylmethanol 
                 
                     
                 
                   49 
                   
                     
                       
                       
                           
                           
                       
                     
                   
                   [4-(difluoromethoxy)-2- fluorophenyl][1-ethyl-5-methoxy-6- (1H-1,2,3,4-tetrazol-5-yl)-1H- imidazo[4,5-b]pyridin-2- yl]phenylmethanol 
                 
                     
                 
                   50 
                   
                     
                       
                       
                           
                           
                       
                     
                   
                   [1-ethyl-5-methoxy-6-(1H-1,2,3,4- tetrazol-5-yl)-1H-imidazo[4,5- b]pyridin-2-yl](phenyl)(pyridin-2- yl)methanol 
                 
                     
                 
                   51 
                   
                     
                       
                       
                           
                           
                       
                     
                   
                   [5-chloro-1-ethyl-6-(1H-1,2,3,4- tetrazol-5-yl)-1H-imidazo[4,5- b]pyridin-2-yl]diphenylmethanol 
                 
                     
                 
                   52 
                   
                     
                       
                       
                           
                           
                       
                     
                   
                   [4-(difluoromethoxy)phenyl][1- ethyl-5-methoxy-6-(1H-1,2,3,4- tetrazol-5-yl)-1H-imidazo[4,5- b]pyridin-2-yl](2- fluorophenyl)methanol 
                 
                     
                 
                   53 
                   
                     
                       
                       
                           
                           
                       
                     
                   
                   [4-(difluoromethoxy)phenyl][1- ethyl-5-methoxy-6-(1H-1,2,3,4- tetrazol-5-yl)-1H-imidazo[4,5- b]pyridin-2-yl]phenylmethanol 
                 
                     
                 
                   54 
                   
                     
                       
                       
                           
                           
                       
                     
                   
                   [4-(difluoromethoxy)-2- fluorophenyl][1-ethyl-5-methoxy-6- (1H-1,2,3,4-tetrazol-5-yl)-1H- imidazo[4,5-b]pyridin-2-yl](2- fluorophenyl)methanol 
                 
                     
                 
                   55 
                   
                     
                       
                       
                           
                           
                       
                     
                   
                   [1,5-dimethyl-6-(1H-1,2,3,4-tetrazol- 5-yl)-1H-imidazo[4,5-b]pyridin-2- yl]bis(2-fluorophenyl)methanol 
                 
                     
                 
                   56 
                   
                     
                       
                       
                           
                           
                       
                     
                   
                   [1,5-dimethyl-6-(1H-1,2,3,4-tetrazol- 5-yl)-1H-imidazo[4,5-b]pyridin-2- yl]diphenylmethanol 
                 
                     
                 
                   57 
                   
                     
                       
                       
                           
                           
                       
                     
                   
                   [1-ethyl-5-methoxy-6-(1H-1,2,3,4- tetrazol-5-yl)-1H-imidazo[4,5- b]pyridin-2-yl]bis(2- fluorophenyl)methanol 
                 
                     
                 
                   58 
                   
                     
                       
                       
                           
                           
                       
                     
                   
                   [1-ethyl-5-methoxy-6-(1H-1,2,3,4- tetrazol-5-yl)-1H-imidazo[4,5- b]pyridin-2-yl]diphenylmethanol 
                 
                     
                 
                   59 
                   
                     
                       
                       
                           
                           
                       
                     
                   
                   [1-ethyl-5-methoxy-6-(1H-1,2,3,4- tetrazol-5-yl)-1H-imidazo[4,5- b]pyridin-2-yl]bis(2- fluorophenyl)methanol 
                 
                     
                 
                   60 
                   
                     
                       
                       
                           
                           
                       
                     
                   
                   [1-ethyl-6-(1H-1,2,3,4-tetrazol-5-yl)- 1H-imidazo[4,5-b]pyridin-2- yl]diphenylmethanol 
                 
                     
                 
                   61 
                   
                     
                       
                       
                           
                           
                       
                     
                   
                   [1-ethyl-6-(1H-1,2,3,4-tetrazol-5-yl)- 1H-imidazo[4,5-b]pyridin-2-yl]bis(2- fluorophenyl)methanol 
                 
                     
                 
                   62 
                   
                     
                       
                       
                           
                           
                       
                     
                   
                   [1-ethyl-5-methyl-6-(1H-1,2,3,4- tetrazol-5-yl)-1H-imidazo[4,5- b]pyridin-2-yl]diphenylmethanol 
                 
                     
                 
                   63 
                   
                     
                       
                       
                           
                           
                       
                     
                   
                   [1-ethyl-5-methoxy-6-(1H-1,2,3,4- tetrazol-5-yl)-1H-imidazo[4,5- b]pyridin-2-yl]bis[(2,3,4,5,6-  2 H5)phenyl]methanol 
                 
                     
                 
             
                
                
                
                
               
               
                
               
            
             
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
               
            
           
         
       
     
     
         9 : A medicament, comprising:
 the tetrazole derivative according to  claim 1 , or any derivative, N-oxide, prodrug, solvate, tautomer, or stereoisomer thereof and/or any pharmaceutically acceptable salt of each of the foregoing, including a mixture thereof in all ratios.   
     
     
         10 : A method, comprising:
 treating a medical condition or disease that is affected by inhibiting ACSS2, with the tetrazole derivative according to  claim 1 , or any derivative, N-oxide, prodrug, solvate, tautomer, or stereoisomer thereof and/or any pharmaceutically acceptable salt of each of the foregoing, including a mixture thereof in all ratios.   
     
     
         11 : A method, comprising:
 treating a medical condition or disease, with the tetrazole derivative according to  claim 1 , or any derivative, N-oxide, prodrug, solvate, tautomer, or stereoisomer thereof and/or any pharmaceutically acceptable salt of each of the foregoing, including a mixture thereof in all ratios,   wherein the medical condition or disease is selected from the group consisting of cancer; an inflammatory disorder or disease, ulcerative colitis, idiopathic pulmonary fibrosis, muscular dystrophy, rheumatoid arthritis, systemic sclerosis; a neurogenerative disorder or disease; Lipid metabolism disorders, non-alcoholic fatty liver disease, fatty liver disease; a viral infection; post-traumatic stress disorder; bipolar disorder, depression, Tourettes's Syndrome, schizophrenia, obsessive-compulsive disorder, anxiety disorder, a panic disorder, a phobia, addiction, an impulse control disorder, and a behavioral addiction.   
     
     
         12 : A pharmaceutical composition, comprising:
 at least one tetrazole derivative according to  claim 1 , or any derivative, N-oxide, prodrug, solvate, tautomer, or stereoisomer thereof and/or any pharmaceutically acceptable salt of each of the foregoing, including a mixture thereof in all ratios, as active ingredient, and   a pharmaceutically acceptable carrier.   
     
     
         13 : The pharmaceutical composition according to  claim 12 , further comprising:
 a second active ingredient or any derivative, N-oxide, prodrug, solvate, tautomer, or stereoisomer thereof as well as a pharmaceutically acceptable salt of each of the foregoing, including a mixture thereof in all ratios, wherein the second active ingredient is not the tetrazole derivative of  claim 1 .   
     
     
         14 : A set (kit), comprising separate packs of:
 an effective amount of the tetrazole derivative of  claim 1 , or any derivative, N-oxide, prodrug, solvate, tautomer, or stereoisomer thereof and/or any pharmaceutically acceptable salt of each of the foregoing, including a mixture thereof in all ratios; and   an effective amount of a further active ingredient, wherein the further active ingredient is not the tetrazole derivative of  claim 1 .   
     
     
         15 : A process for manufacturing the tetrazole derivative of formula I-a, I-b, or I-c according to  claim 1 , the process comprising:
 (a) reacting, in a cyclization reaction, a carbonitrile of general formula II-a   
       
         
           
           
               
               
           
         
         
           wherein R 1 , R 2 , R 3 , R 4  and R 5  are as defined in  claim 1 , 
         
         with a suitable azide reagent, optionally in the presence of a suitable catalyst, to yield the tetrazole derivative of formula I-a: 
       
       
         
           
           
               
               
           
         
         
           wherein R 1 , R 2 , R 3 , R 4  and R 5  are as defined in  claim 1 ; or 
         
         (b) reacting, in a cyclization reaction, a carbonitrile of general formula II-b 
       
       
         
           
           
               
               
           
         
         
           wherein R 1 , R 2 , R 3 , R 4  and R 5  are as defined in  claim 1 , 
         
         with a suitable azide reagent, optionally in the presence of a suitable catalyst, to yield the tetrazole derivative of formula I-b: 
       
       
         
           
           
               
               
           
         
         
           wherein R 1 , R 2 , R 3 , R 4  and R 5  are as defined in  claim 1 ; or 
         
         (c) reacting, in a cyclization reaction, a carbonitrile of general formula II-c 
       
       
         
           
           
               
               
           
         
         
           wherein R 1 , R 2 , R 3 , R 4  and R 5  are as defined in  claim 1 , 
         
         with a suitable azide reagent, optionally in the presence of a suitable catalyst, to yield the tetrazole derivative of formula I-c: 
       
       
         
           
           
               
               
           
         
         
           wherein R 1 , R 2 , R 3 , R 4  and R 5  are as defined in  claim 1 . 
         
       
     
     
         16 : A carbonitrile of formula II-a, II-b, or II-c: 
       
         
           
           
               
               
           
         
         wherein independently from each other
 R 1  denotes Ar A  or Hetar A ; 
 R 2  denotes Ar B  or Hetar B ; 
 R 3  denotes C 1-6 -aliphatic or —O—C 1-6 -aliphatic; 
 R 4  denotes H, D, C 1-6 -aliphatic, or —O—C 1-6 -aliphatic; 
 R 5  denotes H, D, C 1-6 -aliphatic, —O—C 1-6 -aliphatic, or halogen; 
 Ar A  is a mono- or biaryl with 5, 6, 7, 8, 9, 10, or 11 ring carbon atoms, wherein Ar A  may be unsubstituted or substituted with substituents R A1 , R A2 , R A3 , R A4 , and/or R A5  which may be the same or different; 
 Ar B  is a mono- or biaryl with 5, 6, 7, 8, 9, 10, or 11 ring carbon atoms, wherein Ar B  may be unsubstituted or substituted with substituents R B1 , R B2 , R B3 , R B4 , and/or R B5  which may be the same or different; 
 Hetar A  is a mono- or bicyclic heteroaryl with 5, 6, 7, 8, 9, 10, or 11 ring atoms, wherein 1, 2, 3, 4, or 5 of said ring atoms is/are a hetero atom(s) selected from the group consisting of N, O, and S, and the remaining ring atoms are carbon atoms, wherein Hetar A  may be unsubstituted or substituted with substituents R A1 , R A2 , R A3 , R A4  and/or R A5  which may be the same or different; 
 Hetar B  is a mono- or bicyclic heteroaryl with 5, 6, 7, 8, 9, 10, or 11 ring atoms, wherein 1, 2, 3, 4, or 5 of said ring atoms is/are a hetero atom(s) selected from the group consisting of N, O and S, and the remaining ring atoms are carbon atoms, wherein Hetar B  may be unsubstituted or substituted with substituents R B1 , R B2 , R B3 , R B4  and/or R B5  which may be the same or different; 
 R A1 , R A2 , R A3 , R A4 , R A5 , R B1 , R B2 , R B3 , R B4 , R B5  are independently from each other H, D, halogen, C 1-6 -aliphatic, or —O—C 1-6 -aliphatic; and 
 halogen denotes F, Cl, Br, or I. 
 
       
     
     
         17 : The tetrazole derivative according to  claim 7 , wherein
 Ar A  and/or Ar B  is pentadeuterophenyl, 2-fluorophenyl, 2-methylphenyl, or 4-difluoromethoxy, and   Hetar A  and/or Hetar B  is 1-methlypyrazol-3-yl, 1-methylpyrazol-4-yl, 5-methylthien-2-yl, 1,3-thiazol-2-yl, pyrimidin-2-yl, pyrimidin-4-yl, or pyridazin-3-yl.   
     
     
         18 : The method according to  claim 11 , wherein the medical condition or disease is selected from the group consisting of a tumor; Crohn's disease; Huntington's disease; non-alcoholic steatohepatitis; a viral infection with cytomegalovirus; and addiction to alcohol, tobacco, an opioid, a sedative, a hypnotic, an anxiolytic, cocaine, cannabis, an amphetamine, a hallucinogen, an inhalant, or phencyclidine.

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