Novel aminodicarboxylic acid derivatives having pharmaceutical properties

Abstract

The invention relates to compounds of formulae (II), (IV), and (VI) as shown below, wherein the several variable groups are as defined in the specification and claims. Processes for making these materials, and methods for using them in the synthesis of compounds for treatment of cardiovascular disorders and fibrotic disorders are also disclosed.

1 . Use of compounds which are also capable of stimulating soluble guanylate cyclase independently of the haem group in the enzyme, for preparing medicaments for the treatment of cardiovascular disorders, such as angina pectoris, ischaemia and cardiac insufficiency. 
     
     
         2 . Use of compounds which are also capable of stimulating soluble guanylate cyclase independently of the haem group in the enzyme, for preparing medicaments for the treatment of arteriosclerosis, hypertension, thromboembolic disorders, venous disorders and fibrotic disorders, such as, in particular, hepatic fibrosis. 
     
     
         3 . Compounds of the general formula (I) 
       
         
           
           
               
               
           
         
         in which 
         V is absent, O, NR 4 , NR 4 CONR 4 , NR 4 CO, NR 4 SO 2 , COO, CONR 4  or S(O) o ,
 in which 
 R 4  independently of any other radical R 4  which may be present, is hydrogen, straight-chain or branched alkyl having up to 8 carbon atoms, cycloalkyl having 3 to 8 carbon atoms, aryl having 6 to 10 carbon atoms or arylalkyl having 7 to 18 carbon atoms, where the aryl radical for its part may be mono- or polysubstituted by halogen, alkyl, alkoxy having up to 6 carbon atoms, 
 o is 0, 1 or 2, 
 
         Q is absent, straight-chain or branched alkylene, straight-chain or branched alkenediyl or straight-chain or branched alkinediyl having in each case up to 12 carbon atoms, which may in each case contain one or more groups from the group consisting of O, S(O) p , NR 5 , CO, NR 5 SO 2  or CONR 5  and which may be mono- or polysubstituted by halogen, hydroxyl or alkoxy having up to 4 carbon atoms, where optionally any two atoms of the abovementioned chain may be attached to one another forming a three- to eight-membered ring,
 in which 
 R 5  is hydrogen, straight-chain or branched alkyl having up to 8 carbon atoms or cycloalkyl having 3 to 8 carbon atoms which may be substituted by halogen or alkoxy having up to 4 carbon atoms, 
 p is 0, 1 or 2, 
 
         Y is hydrogen, NR 8 R 9 , aryl having 6 to 10 carbon atoms, an aromatic or saturated heterocycle having 1 to 9 carbon atoms and up to 3 heteroatoms from the group consisting of S, N and O or straight-chain or branched cycloalkyl having 3 to 8 carbon atoms, which may also be attached via N,
 where the cyclic radicals may in each case be mono- to trisubstituted by straight-chain or branched alkyl, straight-chain or branched alkenyl, straight-chain or branched alkinyl, straight-chain or branched alkoxy, straight-chain or branched halogenoalkyl, straight-chain or branched halogenoalkoxy having in each case up to 8 carbon atoms, straight-chain or branched cycloalkyl having 3 to 8 carbon atoms, halogen, hydroxyl, CN, SR 6 , NO 2 , NR 8 R 9 , NR 7 COR 19 , NR 7 CONR 7 R 10  or CONR 11 R 12 , 
 in which 
 R 6  is hydrogen, straight-chain or branched alkyl having up to 8 carbon atoms, straight-chain or branched halogenoalkyl having up to 8 carbon atoms or cycloalkyl having 3 to 8 carbon atoms, 
 R 7  independently of any other radical R 7  which may be present is hydrogen, straight-chain or branched alkyl having up to 8 carbon atoms or cycloalkyl having 3 to 8 carbon atoms, 
 R 8 , R 9 , R 11  and R 12  independently of one another are hydrogen, straight-chain or branched alkyl, straight-chain or branched alkenyl having up to 8 carbon atoms, aryl having 6 to 10 carbon atoms, an aromatic heterocycle having 1 to 9 carbon atoms and up to 3 heteroatoms from the group consisting of S, N and O, arylalkyl having 8 to 18 carbon atoms, cycloalkyl having 3 to 8 carbon atoms or a radical of the formula SO 2 R 13 ,
 where the aryl radical for its part may be mono- or polysubstituted by halogen, hydroxyl, CN, NO 2 , NH 2 , NHCOR 7 , alkyl, alkoxy, halogenoalkyl or halogenoalkoxy having up to 6 carbon atoms, 
 or two substituents R 8  and R 9  or R 11  and R 12  may be attached to one another forming a five- or six-membered ring which may contain O or N, 
 in which, 
 R 13  is straight-chain or branched alkyl having up to 4 carbon atoms or aryl having 6 to 10 carbon atoms, where the aryl radical for its part may be mono- or polysubstituted by halogen, CN, NO 2 , alkyl, alkoxy, halogenoalkyl or halogenoalkoxy having up to 6 carbon atoms, 
 
 R 10  is hydrogen, straight-chain or branched alkyl having up to 12 carbon atoms, straight-chain or branched alkenyl having up to 12 carbon atoms, aryl having 6 to 10 carbon atoms, an aromatic heterocycle having 1 to 9 carbon atoms and up to 3 heteroatoms from the group consisting of S, N and O or cycloalkyl having 3 to 8 carbon atoms, which may furthermore optionally be substituted by halogen, hydroxyl, CN, NO 2 , NH 2 , NHCOR 7 , alkyl, alkoxy, halogenoalkyl or halogenoalkoxy having up to 6 carbon atoms; 
 and/or the cyclic radicals may in each case be mono- to trisubstituted by aryl having 6 to 10 carbon atoms, an aromatic or saturated heterocycle having 1 to 9 carbon atoms and up to 3 heteroatoms from the group consisting of S, N and O, which may also be attached via N, which may be attached directly or via a group O, S, SO, SO 2 , NR 7 , SO 2 NR 7 , CONR 7 , straight-chain or branched alkylene, straight-chain or branched alkenediyl, straight-chain or branched alkyloxy, straight-chain or branched oxyalkyloxy, straight-chain or branched sulphonylalkyl, straight-chain or branched thioalkyl having in each case up to 8 carbon atoms and which may be mono- to trisubstituted by straight-chain or branched alkyl, straight-chain or branched alkoxy, straight-chain or branched alkoxyalkoxy, straight-chain or branched halogenoalkyl, straight-chain or branched halogenoalkoxy, carbonylalkyl or straight-chain or branched alkenyl having in each case up to 6 carbon atoms, halogen, SR 6 , CN, NO 2 , NR 8 R 9 , CONR 15 R 16  or NR 14 COR 17 , 
 in which 
 R 14  is hydrogen, straight-chain or branched alkyl having up to 8 carbon atoms or cycloalkyl having 3 to 8 carbon atoms, 
 R 15 , R 16  independently of one another are hydrogen, straight-chain or branched alkyl having up to 8 carbon atoms, cycloalkyl having 3 to 8 carbon atoms, aryl having 6 to 10 carbon atoms or a radical of the formula SO 2 R 18 , where the aryl radical for its part may be mono- or polysubstituted by halogen, hydroxyl, CN, NO 2 , NH 2 , NHCOR 7 , alkyl, alkoxy, halogenoalkyl or halogenoalkoxy having up to 6 carbon atoms, in which
 R 18  is straight-chain or branched alkyl having up to 4 carbon atoms or aryl having 6 to 10 carbon atoms,
 where the aryl radical for its part may be mono- or polysubstituted by halogen, hydroxyl, CN, NO 2 , NH 2 , NHCOR 7 , alkyl, alkoxy, halogenoalkyl or halogenoalkoxy having up to 6 carbon atoms, 
 
 
 and 
 R 17  is hydrogen, straight-chain or branched alkyl having up to 12 carbon atoms, straight-chain or branched alkenyl having up to 12 carbon atoms, aryl having 6 to 10 carbon atoms, an aromatic heterocycle having 1 to 9 carbon atoms and up to 3 heteroatoms from the group consisting of S, N and O or cycloalkyl having 3 to 8 carbon atoms, which may furthermore optionally be substituted by halogen, hydroxyl, CN, NO 2 , NH 2 , NHCOR 7 , alkyl, alkoxy, halogenoalkyl or halogenoalkoxy having up to 6 carbon atoms; 
 and/or the cyclic radicals may be fused with an aromatic or saturated carbocycle having 1 to 10 carbon atoms or an aromatic or saturated heterocycle having 1 to 9 carbon atoms and up to 3 heteroatoms from the group consisting of S, N and O, 
 
         R 3  is hydrogen, halogen, straight-chain or branched alkyl, straight-chain or branched halogenoalkyl, straight-chain or branched alkoxy, or alkoxycarbonyl having in each case up to 4 carbon atoms, CN, NO 2  or NR 19R20 ,
 in which 
 R 19  and R 20  independently of one another are hydrogen, straight-chain or branched alkyl having up to 4 carbon atoms or cycloalkyl having 3 to 8 carbon atoms, 
 
         m is an integer from 1 to 4, 
         W is straight-chain or branched alkylene having up to 6 carbon atoms or straight-chain or branched alkenediyl having up to 6 carbon atoms which may in each case contain a group from the group consisting of O, S(O) q , NR 21 , CO and CONR 21 , or is CO, NHCO or OCO,
 in which 
 q is 0, 1 or 2, 
 R 21  is hydrogen, straight-chain or branched alkyl having up to 8 carbon atoms or cycloalkyl having 3 to 8 carbon atoms, 
 
         U is straight-chain or branched alkyl having up to 4 carbon atoms, 
         A is aryl having 6 to 10 carbon atoms or an aromatic heterocycle having 1 to 9 carbon atoms and up to 3 heteroatoms from the group consisting of S, N and O,
 which may optionally be mono- to trisubstituted by halogen, straight-chain or branched alkyl, straight-chain or branched halogenoalkyl, straight-chain or branched alkoxy, halogenoalkoxy or alkoxycarbonyl having up to 4 carbon atoms, CN, NO 2  or NR 22 R 23 , 
 in which 
 R 22  and R 23  independently of one another are each hydrogen, straight-chain or branched alkyl having up to 8 carbon atoms or cycloalkyl having 3 to 8 carbon atoms, carbonylalkyl or sulphonylalkyl, 
 
         R 2  is tetrazolyl, COOR 24  or CONR 25R26 ,
 in which 
 R 24  is hydrogen, alkyl having 1 to 8 carbon atoms or cycloalkyl having 3 to 8 carbon atoms, 
 R 25  and R 26  independently of one another are each hydrogen, straight-chain or branched alkyl having up to 8 carbon atoms, cycloalkyl having 3 to 8 carbon atoms or a radical of the formula SO 2 R 27 , or R 25  and R 26  together form a five- or six-membered ring which may contain N or O,
 in which 
 R 27  is straight-chain or branched alkyl having up to 4 carbon atoms or aryl having 6 to 10 carbon atoms,
 where the aryl radical for its part may be mono- or polysubstituted by halogen, CN, NO 2 , alkyl, alkoxy, halogenoalkyl or halogenoalkoxy having up to 6 carbon atoms, 
 
 
 
         X is straight-chain or branched alkylene having up to 12 carbon atoms or straight-chain or branched alkenediyl having up to 12 carbon atoms which may in each case contain one to three groups from the group consisting of O, S(O) r , NR 28 , CO or CONR 29 , aryl or aryloxy having 6 to 10 carbon atoms, where the aryl radical for its part may be mono- or polysubstituted by halogen, CN, NO 2 , alkyl, alkoxy, halogenoalkyl or halogenoalkoxy having up to 6 carbon atoms, where optionally any two atoms of the abovementioned chains are attached to one another via an alkyl chain, forming a three- to eight-membered ring,
 in which 
 r is 0, 1 or 2, 
 R 28  is hydrogen, alkyl having 1 to 8 carbon atoms or cycloalkyl having 3 to 8 carbon atoms, 
 R 29  is hydrogen, straight-chain or branched alkyl having up to 8 carbon atoms or cycloalkyl having 3 to 8 carbon atoms, 
 
         n is 1 or 2; 
         R 1  is tetrazolyl, COOR 30  or CONR 31 R 32 ,
 in which 
 R 30  is hydrogen, alkyl having 1 to 8 carbon atoms or cycloalkyl having 3 to 8 carbon atoms, 
 R 31  and R 32  independently of one another are each hydrogen, straight-chain or branched alkyl having up to 8 carbon atoms, cycloalkyl having 3 to 8 carbon atoms or a radical of the formula SO 2 R 33 ,
 in which 
 R 33  is straight-chain or branched alkyl having up to 4 carbon atoms or aryl having 6 to 10 carbon atoms,
 where the aryl radical for its part may be mono- or polysubstituted by halogen, CN, NO 2 , alkyl, alkoxy, halogenoalkyl or halogenoalkoxy having up to 6 carbon atoms, 
 
 
 
         and its stereoisomers and salts. 
       
     
     
         4 . Compounds according to  claim 3 ,
 in which   V is absent, O, NR 4 , NR 4 CONR 4 , NR 4 CO, NR 4 SO 2 , COO, CONR 4  or S(O) o ,
 in which 
 R 4  independently of any other radical R 4  which may be present, is hydrogen, straight-chain or branched alkyl having up to 8 carbon atoms, cycloalkyl having 3 to 8 carbon atoms, aryl having 6 to 10 carbon atoms or arylalkyl having 7 to 18 carbon atoms, where the aryl radical for its part may be mono- or polysubstituted by halogen, alkyl, alkoxy having up to 6 carbon atoms, 
 o is 0, 1 or 2, 
   Q is absent, straight-chain or branched alkylene, straight-chain or branched alkenediyl or straight-chain or branched alkinediyl having in each case up to 12 carbon atoms, which may in each case contain one or more groups from the group consisting of O, S(O) p , NR 5 , CO, NR 5 SO 2  or CONR 5  and which may be mono- or polysubstituted by halogen, hydroxyl or alkoxy having up to 4 carbon atoms, where optionally any two atoms of the abovementioned chain may be attached to one another forming a three- to eight-membered ring, in which
 R 5  is hydrogen, straight-chain or branched alkyl having up to 8 carbon atoms or cycloalkyl having 3 to 8 carbon atoms which may be substituted by halogen or alkoxy having up to 4 carbon atoms, 
 p is 0, 1 or 2, 
   Y is hydrogen, NR 8 R 9 , aryl having 6 to 10 carbon atoms, an aromatic or saturated heterocycle having 1 to 9 carbon atoms and up to 3 heteroatoms from the group consisting of S, N and O or straight-chain or branched cycloalkyl having 3 to 8 carbon atoms, which may also be attached via N,   where the cyclic radicals may in each case be mono- to trisubstituted by straight-chain or branched alkyl, straight-chain or branched alkenyl, straight-chain or branched alkinyl, straight-chain or branched alkoxy, straight-chain or branched alkoxyalkoxy, straight-chain or branched halogenoalkyl, straight-chain or branched halogenoalkoxy having in each case up to 8 carbon atoms, straight-chain or branched cycloalkyl having 3 to 8 carbon atoms, halogen, hydroxyl, CN, SR 6 , NO 2 , NR 8 R 9 , NR 7 COR 10 , NR 7 CONR 7 R 10  or CONR 11 R 12 ,
 in which 
 R 6  is hydrogen, straight-chain or branched alkyl having up to 8 carbon atoms, straight-chain or branched halogenoalkyl having up to 8 carbon atoms or cycloalkyl having 3 to 8 carbon atoms, 
 R 7  independently of any other radical R 7  which may be present is hydrogen, straight-chain or branched alkyl having up to 8 carbon atoms or cycloalkyl having 3 to 8 carbon atoms, 
 R 8 , R 9 , R 11  and R 12  independently of one another are hydrogen, straight-chain or branched alkyl, straight-chain or branched alkenyl having up to 8 carbon atoms, aryl having 6 to 10 carbon atoms, an aromatic heterocycle having 1 to 9 carbon atoms and up to 3 heteroatoms from the group consisting of S, N and O, arylalkyl having 8 to 18 carbon atoms, cycloalkyl having 3 to 8 carbon atoms or a radical of the formula SO 2 R 13 ,
 where the alkyl radical for its part may be mono- or polysubstituted by halogen, hydroxyl, CN, NO 2 , NH 2 , NHCOR 7 , alkyl, alkoxy, halogenoalkyl or halogenoalkoxy having up to 6 carbon atoms, 
 or two substituents R 8  and R 9  or R 11  and R 12  may be attached to one another forming a five- or six-membered ring which may contain O or N, 
 in which, 
 R 13  is straight-chain or branched alkyl having up to 4 carbon atoms or aryl having 6 to 10 carbon atoms, where the aryl radical for its part may be mono- or polysubstituted by halogen, CN, NO 2 , alkyl, alkoxy, halogenoalkyl or halogenoalkoxy having up to 6 carbon atoms, 
 
 R 10  is hydrogen, straight-chain or branched alkyl having up to 12 carbon atoms, straight-chain or branched alkenyl having up to 12 carbon atoms, aryl having 6 to 10 carbon atoms, an aromatic heterocycle having 1 to 9 carbon atoms and up to 3 heteroatoms from the group consisting of S, N and O or cycloalkyl having 3 to 8 carbon atoms, which may furthermore optionally be substituted by halogen, hydroxyl, CN, NO 2 , NH 2 , NHCOR 7 , alkyl, alkoxy, halogenoalkyl or halogenoalkoxy having up to 6 carbon atoms; 
 and/or the cyclic radicals may in each case be mono- to trisubstituted by aryl having 6 to 10 carbon atoms, an aromatic or saturated heterocycle having 1 to 9 carbon atoms and up to 3 heteroatoms from the group consisting of S, N and O, which may also be attached via N, which may be attached directly or via a group O, S, SO, SO 2 , NR 7 , SO 2 NR 7 , CONR 7 , straight-chain or branched alkylene, straight-chain or branched alkenediyl, straight-chain or branched alkyloxy, straight-chain or branched oxyalkyloxy, straight-chain or branched sulphonylalkyl, straight-chain or branched thioalkyl having in each case up to 8 carbon atoms and which may be mono- to trisubstituted by straight-chain or branched alkyl, straight-chain or branched alkoxy, straight-chain or branched alkoxyalkoxy, straight-chain or branched halogenoalkyl, straight-chain or branched halogenoalkoxy, carbonylalkyl or straight-chain or branched alkenyl having in each case up to 6 carbon atoms, halogen, SR 6 , CN, NO 2 , NR 8 R 9 , CONR 15 R 16  or NR 14 COR 17 , 
 in which 
 R 14  is hydrogen, straight-chain or branched alkyl having up to 8 carbon atoms or cycloalkyl having 3 to 8 carbon atoms, 
 R 15 , R 16  independently of one another are hydrogen, straight-chain or branched alkyl having up to 8 carbon atoms, cycloalkyl having 3 to 8 carbon atoms or a radical of the formula SO 2 R 18 ,
 in which 
 R 18  is straight-chain or branched alkyl having up to 4 carbon atoms or aryl having 6 to 10 carbon atoms,
 where the aryl radical for its part may be mono- or polysubstituted by halogen, CN, NO 2 , alkyl, alkoxy, halogenoalkyl or halogenoalkoxy having up to 6 carbon atoms, 
 
 
 and 
 R 17  is hydrogen, straight-chain or branched alkyl having up to 12 carbon atoms, straight-chain or branched alkenyl having up to 12 carbon atoms, aryl having 6 to 10 carbon atoms, an aromatic heterocycle having 1 to 9 carbon atoms and up to 3 heteroatoms from the group consisting of S, N and O or cycloalkyl having 3 to 8 carbon atoms, which may furthermore optionally be substituted by halogen, CN, NO 2 , alkyl, alkoxy, halogenoalkyl or halogenoalkoxy having up to 6 carbon atoms; 
 and/or the cyclic radicals may be fused with an aromatic or saturated carbocycle having 1 to 10 carbon atoms or an aromatic or saturated heterocycle having 1 to 9 carbon atoms and up to 3 heteroatoms from the group consisting of S, N and O, 
   R 3  is hydrogen, halogen, straight-chain or branched alkyl, straight-chain or branched halogenoalkyl or straight-chain or branched alkoxy having in each case up to 4 carbon atoms,   m is an integer from 1 to 4,   W is straight-chain or branched alkylene or straight-chain or branched alkenediyl having in each case up to 4 carbon atoms,   U is —CH 2 —,   A is phenyl or an aromatic heterocycle having 1 to 9 carbon atoms and up to 3 heteroatoms from the group consisting of S, N and O,
 which may optionally be mono- to trisubstituted by halogen, straight-chain or branched alkyl, straight-chain or branched halogenoalkyl or straight-chain or branched alkoxy having up to 4 carbon atoms, 
   R 2  is COOR 24 ,
 in which 
 R 24  is hydrogen or straight-chain or branched alkyl having up to 6 carbon atoms, 
   X is straight-chain or branched alkylene having up to 8 carbon atoms or straight-chain or branched alkenediyl having up to 8 carbon atoms which may in each case contain one to three groups from the group consisting of phenyl, phenyloxy, O, CO and CONR 29 ,
 in which 
 R 29  is hydrogen, straight-chain or branched alkyl having up to 6 carbon atoms or cycloalkyl having 3 to 6 carbon atoms, 
   n is 1 or 2,   R 1  is COOR 30 ,
 in which 
 R 30  is hydrogen or straight-chain or branched alkyl having up to 6 carbon atoms. 
   
     
     
         5 . Compounds according to  claim 3 ,
 in which   V is absent, O, S or NR 4 ,
 in which 
 R 4  is hydrogen or methyl, 
   Q is absent, straight-chain or branched alkylene having up to 9 carbon atoms or straight-chain or branched alkenediyl or straight-chain or branched alkinediyl having up to 4 carbon atoms which may be monosubstituted by halogen,   Y is H, NR 8 R 9 , cyclohexyl, phenyl, naphtyl or a heterocycle from the group consisting of   
       
         
           
           
               
               
           
         
         
           which may also be attached via N, 
           where the cyclic radicals may in each case be mono- to trisubstituted by straight-chain or branched alkyl, straight-chain or branched alkenyl, straight-chain or branched alkinyl, straight-chain or branched alkoxy, straight-chain or branched alkoxyalkoxy, straight-chain or branched halogenoalkyl, straight-chain or branched halogenoalkoxy having in each case up to 4 carbon atoms, straight-chain or branched cycloalkyl having 3 to 6 carbon atoms, F, Cl, Br, I, NO 2 , SR 6 , NR 8 R 9 , NR 7 COR 10  or CONR 11 R 12    
           in which 
           R 6  is hydrogen, straight-chain or branched alkyl having up to 8 carbon atoms, or straight-chain or branched halogenoalkyl having up to 4 carbon atoms, 
           R 7  is hydrogen, or straight-chain or branched alkyl having up to 4 carbon atoms, 
           R 8 , R 9 , R 11  and R 12  independently of one another are hydrogen, straight-chain or branched alkyl having up to 4 carbon atoms or phenyl,
 where the phenyl radical may be mono- to trisubstituted by F, Cl Br, hydroxyl, methyl, ethyl, n-propyl, i-propyl, n-butyl, s-butyl, i-butyl, t-butyl, methoxy, ethoxy, amino, acetylamino, NO 2 , CF 3 , OCF 3  or CN, 
 or two substituents R 8  and R 9  or R 11  and R 12  may be attached to one another forming a five- or six-membered ring which may be interrupted by O or N, 
 
           R 10  is hydrogen, straight-chain or branched alkyl having up to 4 carbon atoms or phenyl,
 where the phenyl radical may be mono- to trisubstituted by F, Cl Br, hydroxyl, methyl, ethyl, n-propyl, i-propyl, n-butyl, s-butyl, i-butyl, t-butyl, methoxy, ethoxy, amino, acetylamino, NO 2 , CF 3 , OCF 3  or CN; 
 
           and/or the cyclic radicals may in each case be mono- to trisubstituted by phenyl or a heterocycle from the group consisting of 
         
       
       
         
           
           
               
               
           
         
         
           which may be attached directly or via a group O, S, SO, SO 2 , NR 4 , SO 2 NR 7 , CONR 7 , straight-chain or branched alkylene, straight-chain or branched alkenediyl, straight-chain or branched alkyloxy, straight-chain or branched oxyalkyloxy, straight-chain or branched sulphonylalkyl, straight-chain or branched thioalkyl having in each case 4 carbon atoms and which may be mono- to trisubstituted by straight-chain or branched alkyl, straight-chain or branched alkoxy, straight-chain or branched alkoxyalkoxy, straight-chain or branched halogenoalkyl or straight-chain or branched alkenyl having in each case up to 4 carbon atoms, F, Cl, Br, I, CN, SCH 3 , OCF 3 , NO 2 , NR 8 R 9  or NR 14 COR 17 , 
           in which 
           R 14  is hydrogen, straight-chain or branched alkyl having up to 8 carbon atoms, or cycloalkyl having 3 to 8 carbon atoms, 
           and 
           R 17  is hydrogen, straight-chain or branched alkyl having up to 12 carbon atoms, straight-chain or branched alkenyl having up to 12 carbon atoms, aryl having 6 to 10 carbon atoms, an aromatic heterocycle having 1 to 9 carbon atoms and up to 3 heteroatoms from the group consisting of S, N and O or cycloalkyl having 3 to 8 carbon atoms, which may furthermore optionally be substituted by F, Cl Br, hydroxyl, methyl, ethyl, n-propyl, i-propyl, n-butyl, s-butyl, i-butyl, t-butyl, methoxy, ethoxy, amino, acetylamino, NO 2 , CF 3 , OCF 3  or CN; 
           and/or the cyclic radicals may be fused with an aromatic or saturated carbocycle having 1 to 10 carbon atoms or an aromatic or saturated heterocycle having 1 to 9 carbon atoms and up to 3 heteroatoms from the group consisting of S, N and O, 
         
         R 3  is hydrogen or fluorine, 
         m is an integer from 1 to 2, 
         W is CH 2 , —CH 2 CH 2 —, CH 2 CH 2 CH 2 , CH═CHCH 2 , 
         U is —CH 2 —, 
         A is phenyl, pyridyl, thienyl or thiazolyl which may optionally be mono- to trisubstituted by methyl, ethyl, n-propyl, i-propyl, n-butyl, i-butyl, s-butyl, t-butyl, CF 3 , methoxy, ethoxy, F, Cl, Br, 
         R 2  is COOR 24 ,
 in which 
 R 24  is hydrogen or straight-chain or branched alkyl having up to 4 carbon atoms, 
 
         X is straight-chain or branched alkylene having up to 8 carbon atoms or straight-chain or branched alkenediyl having up to 8 carbon atoms which may in each case contain one to three groups from the group consisting of phenyl, phenyloxy, O, Co and CONR 30 ,
 in which 
 R 30  is hydrogen, straight-chain or branched alkyl having up to 6 carbon atoms or cycloalkyl having 3 to 6 carbon atoms, 
 
         n is 1 or 2, 
         R 1  is COOR 35 ,
 in which 
 R 35  is hydrogen or straight-chain or branched alkyl having up to 6 carbon atoms. 
 
       
     
     
         6 . Compounds according to  claim 3 ,
 in which   V is O,   Q is straight-chain or branched alkylene having up to 9 carbon atoms or straight-chain or branched alkenediyl or straight-chain or branched alkinediyl having up to 4 carbon atoms which may be monosubstituted by halogen,   Y is H, cyclohexyl, phenyl or a heterocycle from the group consisting of   
       
         
           
           
               
               
           
         
         
           where the cyclic radicals may in each case be mono- to trisubstituted by straight-chain or branched alkyl, straight-chain or branched alkenyl, straight-chain or branched alkinyl, straight-chain or branched alkoxy, straight-chain or branched alkoxyalkoxy, straight-chain or branched halogenoalkyl, straight-chain or branched halogenoalkoxy having in each case up to 4 carbon atoms, straight-chain or branched cycloalkyl having 3 to 6 carbon atoms, F, Cl, Br, I, NO 2 , SR 6 , NR 8 R 9 , NR 7 COR 10  or CONR 11 R 12 , 
           in which 
           R 6  is hydrogen, straight-chain or branched alkyl having up to 4 carbon atoms or straight-chain or branched halogenoalkyl having up to 4 carbon atoms, 
           R 7  is hydrogen, or straight-chain or branched alkyl having up to 4 carbon atoms, 
           R 8 , R 9 , R 11  and R 12  independently of one another are hydrogen, straight-chain or branched alkyl having up to 4 carbon atoms or phenyl,
 where the phenyl radical may be mono- to trisubstituted by F, Cl Br, hydroxyl, methyl, ethyl, n-propyl, i-propyl, n-butyl, s-butyl, i-butyl, t-butyl, methoxy, ethoxy, amino, acetylamino, NO 2 , CF 3 , OCF 3  or CN, 
 or two substituents R 8  and R 9  or R 11  and R 12  may be attached to one another forming a five- or six-membered ring which may be interrupted by O or N, 
 
           R 10  is hydrogen, straight-chain or branched alkyl having up to 4 carbon atoms or phenyl,
 where the phenyl radical may be mono- to trisubstituted by F, Cl Br, hydroxyl, methyl, ethyl, n-propyl, i-propyl, n-butyl, s-butyl, i-butyl, t-butyl, methoxy, ethoxy, amino, acetylamino, NO 2 , CF 3 , OCF 3  or CN; 
 
           and/or the cyclic radicals may in each case be mono- to trisubstituted by phenyl or a heterocycle from the group consisting of 
         
       
       
         
           
           
               
               
           
         
         
           which may be attached directly or via a group O, S, SO, SO 2 , straight-chain or branched alkylene, straight-chain or branched alkenediyl, straight-chain or branched alkyloxy, straight-chain or branched oxyalkyloxy, straight-chain or branched sulphonylalkyl, straight-chain or branched thioalkyl having in each case up to 4 carbon atoms and which may be mono- to trisubstituted by straight-chain or branched alkyl, straight-chain or branched alkoxy, straight-chain or branched alkoxyalkoxy, straight-chain or branched halogenoalkyl or straight-chain or branched alkenyl having in each case up to 4 carbon atoms, F, Cl, Br, I, CN, SCH 3 , OCF 3 , NO 2 , NR 8 R 9  or NR 14 COR 17 , 
           in which 
           R 14  is hydrogen, straight-chain or branched alkyl having up to 6 carbon atoms or cycloalkyl having 3 to 6 carbon atoms, 
           and 
           R 17  is hydrogen, straight-chain or branched alkyl having up to 6 carbon atoms, straight-chain or branched alkenyl having up to 6 carbon atoms, aryl having 6 to 10 carbon atoms, an aromatic heterocycle having 1 to 9 carbon atoms and up to 3 heteroatoms from the group consisting of S, N and O or cycloalkyl having 3 to 6 carbon atoms, which may furthermore optionally be substituted by F, Cl, Br, hydroxyl, methyl, ethyl, n-propyl, i-propyl, n-butyl, s-butyl, i-butyl, t-butyl, methoxy, ethoxy, amino, acetylamino, NO 2 , CF 3 , OCF 3  or CN; 
           and/or the cyclic radicals may be fused with an aromatic or saturated carbocycle having 1 to 10 carbon atoms or an aromatic or saturated heterocycle having 1 to 9 carbon atoms and up to 3 heteroatoms from the group consisting of S, N and O, 
         
         R 3  is hydrogen or fluorine, 
         m is an integer from 1 to 2, 
         W is —CH 2 — or —CH 2 CH 2 —, 
         U is —CH 2 —, 
         A is phenyl which may optionally be mono- to trisubstituted by methyl, ethyl, n-propyl, i-propyl, n-butyl, i-butyl, s-butyl, t-butyl, CF 3 , methoxy, ethoxy, F, Cl, Br, 
         R 2  is COOR 24 ,
 in which 
 R 24  is hydrogen or straight-chain or branched alkyl 
 
         X is straight-chain or branched alkylene having up to 6 carbon atoms or straight-chain or branched alkenediyl having up to 6 carbon atoms, which may each contain one to three groups from the group consisting of phenyloxy, O, CO and CONR 30 ,
 in which 
 R 30  is hydrogen, straight-chain or branched alkyl having up to 6 carbon atoms or cycloalkyl having 3 to 6 carbon atoms, 
 
         n is 1 or 2, 
         R 1  is COOR 35 ,
 in which 
 R 35  is hydrogen or straight-chain or branched alkyl having up to 4 carbon atoms. 
 
       
     
     
         7 . Compounds according to  claim 3 ,
 in which   V is O,   Q is straight-chain or branched alkylene having up to 9 carbon atoms or straight-chain or branched alkenediyl or straight-chain or branched alkinediyl having up to 4 carbon atoms which may be monosubstituted by halogen,   Y is H, cyclohexyl, phenyl or a heterocycle from the group consisting of   
       
         
           
           
               
               
           
         
         
           where the cyclic radicals may in each case be mono- to trisubstituted by straight-chain or branched alkyl, straight-chain or branched alkenyl, straight-chain or branched alkinyl, straight-chain or branched alkoxy, straight-chain or branched alkoxyalkoxy, straight-chain or branched halogenoalkyl, straight-chain or branched halogenoalkoxy, having in each case up to 4 carbon atoms, straight-chain or branched cycloalkyl having 3 to 6 carbon atoms, F, Cl, Br, I, NO 2 , SR 6 , NR 8 R 9 , NR 7 COR 10  or CONR 11 R 12 , 
           in which 
           R 6  is hydrogen, straight-chain or branched alkyl having up to 4 carbon atoms or straight-chain or branched halogenoalkyl having up to 4 carbon atoms, 
           R 7  is hydrogen or straight-chain or branched alkyl having up to 4 carbon atoms, 
           R 8 , R 9 , R 11  and R 12  independently of one another are hydrogen, straight-chain or branched alkyl having up to 4 carbon atoms or phenyl,
 where the phenyl radical may be mono- to trisubstituted by F, Cl Br, hydroxyl, methyl, ethyl, n-propyl, i-propyl, n-butyl, s-butyl, i-butyl, t-butyl, methoxy, ethoxy, amino, acetylamino, NO 2 , CF 3 , OCF 3  or CN, 
 or two substituents R 8  and R 9  or R 11  and R 12  may be attached to one another forming a five- or six-membered ring which may be interrupted by O or N, 
 
           R 10  is hydrogen, straight-chain or branched alkyl having up to 4 carbon atoms or phenyl,
 where the phenyl radical may be mono- to trisubstituted by F, Cl Br, hydroxyl, methyl, ethyl, n-propyl, i-propyl, n-butyl, s-butyl, i-butyl, t-butyl, methoxy, ethoxy, amino, acetylamino, NO 2 , CF 3 , OCF 3  or CN; 
 
           and/or the cyclic radicals may in each case be mono- to trisubstituted by phenyl or a heterocycle from the group consisting of 
         
       
       
         
           
           
               
               
           
         
         
           which may be attached directly or via a group O, S, SO, SO 2 , straight-chain or branched alkylene, straight-chain or branched alkenediyl, straight-chain or branched alkyloxy, straight-chain or branched oxyalkyloxy, straight-chain or branched sulphonylalkyl, straight-chain or branched thioalkyl'having in each case up to 4 carbon atoms and which may be mono- to trisubstituted by straight-chain or branched alkyl, straight-chain or branched alkoxy, straight-chain or branched alkoxyalkoxy, straight-chain or branched halogenoalkyl or straight-chain or branched alkenyl having in each case up to 4 carbon atoms, F, Cl, Br, I, CN, SCH 3 , OCF 3 , NO 2 , NR 8 R 9  or NR 14 COR 17 , 
           in which 
           R 14  is hydrogen, straight-chain or branched alkyl having up to 6 carbon atoms or cycloalkyl having 3 to 6 carbon atoms, 
           and 
         
         R 17  is hydrogen, straight-chain or branched alkyl having up to 6 carbon atoms, straight-chain or branched alkenyl having up to 6 carbon atoms, aryl having 6 to 10 carbon atoms, an aromatic heterocycle having 1 to 9 carbon atoms and up to 3 heteroatoms from the group consisting of S, N and O or cycloalkyl having 3 to 6 carbon atoms, which may furthermore optionally be substituted by F, Cl Br, hydroxyl, methyl, ethyl, n-propyl, i-propyl, n-butyl, s-butyl, i-butyl, t-butyl, methoxy, ethoxy, amino, acetylamino, NO 2 , CF 3 , OCF 3  or CN;
 and/or the cyclic radicals may be fused with an aromatic or saturated carbocycle having 1 to 10 carbon atoms or an aromatic or saturated heterocycle having 1 to 9 carbon atoms and up to 3 heteroatoms from the group consisting of S, N and O, 
 
         R 3  is hydrogen or fluorine, 
         m is an integer from 1 to 2, 
         W is —CH 2 — or —CH 2 CH 2 —, 
         U is —CH 2 —, 
         A is phenyl which may optionally be mono- to trisubstituted by methyl, ethyl, n-propyl, i-propyl, n-butyl, i-butyl, s-butyl, t-butyl, CF 3 , methoxy, ethoxy, F, Cl, Br, 
         R 2  is COOH, 
         X is straight-chain or branched alkylene having up to 6 carbon atoms or straight-chain or branched alkenediyl having up to 6 carbon atoms which may in each case contain one to three groups from the group consisting of phenyloxy, O, CO and CONR 30 ,
 in which 
 R 30  is hydrogen, straight-chain or branched alkyl having up to 6 carbon atoms or cycloalkyl having 3 to 6 carbon atoms, 
 
         n is 1 or 2, 
         R 1  is COOH. 
       
     
     
         8 . Compounds according to  claim 3 ,
 in which   V is O,   Q is CH 2 ,   Y is phenyl which is substituted by a radical selected from the group consisting of 2-phenylethyl, cyclohexyl, 4-chlorophenyl, 4-methoxyphenyl, 4-trifluoromethylphenyl, 4-cyanophenyl, 4-chlorophenoxy, 4-methoxyphenoxy, 4-trifluoromethylphenoxy, 4-cyanophenoxy, 4-methylphenyl,   R 3  is hydrogen or fluorine,   m is an integer from 1 to 2,   W is CH 2 CH 2 —,   U is —CH 2 —,   A is phenyl,   R 2  is COOH, where R 2  is located in the 4-position to the radical U,   X is (CH 2 ) 4 ,   R 1  is COOH.   
     
     
         9 . Process for preparing compounds of the general formula (I), characterized in that
 [A] Compounds of the Formula (II)   
       
         
           
           
               
               
           
         
         are reacted with compounds of the formula (III)
   E-X-R 1   (III) 
 in which 
 R 3 , V, Q, Y, W, X, U, A and m are as defined in  claim 3 , 
 E is either a leaving group which is substituted in the presence of a base or is an optionally activated hydroxyl function; 
 
         or 
         [B] Compounds of the Formula (Iv) 
       
       
         
           
           
               
               
           
         
         are reacted with compounds of the formula (V) 
       
       
         
           
           
               
               
           
         
         
           in which 
           R 3 , V, Q, Y, W, X, U, A and m are as defined in  claim 3 , 
           E is either a leaving group which is substituted in the presence of a base or is an optionally activated hydroxyl function; 
         
         or 
         [C] Compounds of the Formula (VI) 
       
       
         
           
           
               
               
           
         
         are reacted with compounds of the formula (VII)
   E-U-A-R 2   (VII) 
 in which 
 R 1 , R 2 , R 3 , V, Q, Y, W, X, U, A and m are as defined in  claim 3 , 
 E is either a leaving group which is substituted in the presence of a base or is an optionally activated hydroxyl function; 
 
         or 
         [D] Compounds of the Formula (VIII), 
       
       
         
           
           
               
               
           
         
         
           in which 
           Va is O or S and 
           W, A, X, U, R 1 , R 2 , R 3  and m are as defined in  claim 3 , 
         
         are reacted with compounds of the formula (IX) 
       
       
         
           
           
               
               
           
         
         
           in which 
           Q, Y are as defined in  claim 3 , 
           E is either a leaving group which is substituted in the presence of a base or is an optionally activated hydroxyl function; 
         
         or 
         [E] of the Formula (X) 
       
       
         
           
           
               
               
           
         
         
           in which 
           R 3 , V, Q, Y, W, X, U, A and m are as defined in  claim 3 , 
           R 1   b  and R 2   b  independently each represent CN or COOAlk, where Alk represents a straight-chain or branched alkyl radical having up to 6 carbon atoms, 
         
         are converted with aqueous solutions of strong acids or strong bases into the corresponding free carboxylic acids; 
         or 
         [F] Compounds of the Formula (XI) 
       
       
         
           
           
               
               
           
         
         
           in which 
           R 1 , R 2 , R 3 , V, Q, Y, W, X, U, A and m are as defined in  claim 3 , 
           L represents Br, I or the group CF 3 SO 2 —O, 
           are reacted with compounds of the formula (XII)
   M-Z  (XII) 
 
           in which 
           M represents an aryl or heteroaryl radical, a straight-chain or branched alkyl, alkenyl or alkinyl radical or, cycloalkyl radical or represents an arylalkyl, an arylalkenyl or an arylalkinyl radical, 
         
         Z represents the groupings —B(OH) 2 , —CH≡CH, —CH═CH 2  or —Sn(nBu) 3 , 
         in the presence of a palladium compound, if appropriate additionally in the presence of a reducing agent and further additives and in the presence of a base; 
         or 
         [G] Compounds of the Formula (XIII) 
       
       
         
           
           
               
               
           
         
         
           in which 
           Ar represents an aryl or heteroaryl radical, 
           E is a leaving group which is substituted in the presence of a base, 
         
         are reacted according to process D with compounds of the formula (VIII) and the resulting compounds of the formula (XIV) 
       
       
         
           
           
               
               
           
         
         are hydrogenated with hydrogen in the presence of a catalyst. 
       
     
     
         10 . Compounds of the formula (II) 
       
         
           
           
               
               
           
         
         in which 
         V, Q, Y, R 3 , m, W, N, U, A and R 2  are as defined in  claim 3 . 
       
     
     
         11 . Compounds of the formula (IV) 
       
         
           
           
               
               
           
         
         in which 
         R 1  and R 2  are as defined in  claim 3 . 
       
     
     
         12 . Compounds of the formula (VI) 
       
         
           
           
               
               
           
         
         in which 
         V, Q, Y, R 3 , m, W, X and R 1  are as defined in  claim 3 . 
       
     
     
         13 . Medicaments, comprising at least one compound of the general formula (I) according to any of the preceding claims. 
     
     
         14 . Use of compounds of the formula (I) according to any of the preceding claims for preparing a medicament for the treatment of cardiovascular disorders. 
     
     
         15 . Use of compounds of the general formula (I) according to any of the preceding claims for preparing medicaments for the treatment of angina pectoris, ischaemias and cardiac insufficiency. 
     
     
         16 . Use of compounds of the general formula (I) according to any of the preceding claims for preparing medicaments for the treatment of hypertension, thromboembolic disorders, arteriosclerosis and venous disorders. 
     
     
         17 . Use of compounds of the general formula (I) according to any of the preceding claims for preparing medicaments for the treatment of fibrotic disorders. 
     
     
         18 . Use according to  claim 16 , characterized in that the fibrotic disorder is hepatic fibrosis.