Novel amino dicarboxylic acid derivatives with pharmaceutical properties

Abstract

The invention relates to the use of compounds of formula (I) and of their salts and stereoisomers for producing medicaments used in the treatment of cardiovascular diseases.

1 . A compound of the formula (I)  
       
         
           
           
               
               
           
         
       
       where 
 Z represents a phenyl ring which is fused with a saturated, partially unsaturated or aromatic carba- or heterocycle having up to 3 heteroatoms from the group consisting of S, N and/or O or with a partially unsaturated or aromatic heterocycle having 1 to 9 carbon atoms and up to 3 heteroatoms from the group consisting of S, N and/or O,  
 V is missing or represents O, NR 4 , NR 4 CONR 4 , NR 4 CO, NR 4 SO 2 , COO, CONR 4  or S(O) o ,  
  where 
 R 4  independently of any other radical R 4  optionally present represents 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 represents 0, 1 or 2,  
 
 Q is missing or represents straight-chain or branched alkylene, straight-chain or branched alkenediyl or straight-chain or branched alkynediyl having in each case up to 12 carbon atoms, which radicals may in each case comprise one or more groups selected 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 above chain may be attached to one another forming a three- to eight-membered ring,  
  where 
 R 5  represents 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 represents 0, 1 or 2,  
 
 Y represents 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 alkynyl, straight-chain or branched alkoxy, straight-chain or branched haloalkyl, straight-chain or branched haloalkoxy 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 1 R 9 , NR 7 COR 10 , NR 7 CONR 7 R 10  or CONR 11 R 12 ,  
  where 
 R 6  represents hydrogen, straight-chain or branched alkyl having up to 8 carbon atoms, straight-chain or branched haloalkyl having up to 8 carbon atoms or cycloalkyl having 3 to 8 carbon atoms,  
 R 7  independently of any other radical R 7  optionally present represents 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 2  independently of one another represent 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, haloalkyl or haloalkoxy having up to 6 carbon atoms,  
  or two substituents selected from 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,  
  where 
 R 13  represents 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, haloalkyl or haloalkoxy having up to 6 carbon atoms,  
 
 R 10  represents 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 optionally furthermore be substituted by halogen, hydroxyl, CN, NO 2 , NH 2 , NHCOR 7 , alkyl, alkoxy, haloalkyl or haloalkoxy 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, a saturated carbocycle 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 selected from the group consisting of 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 sulfonylalkyl, 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 haloalkyl, straight-chain or branched haloalkoxy, 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 ,  
  where 
 R 14  represents 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 represent 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, haloalkyl or haloalkoxy having up to 6 carbon atoms,  
  where 
 R 18  represents 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, haloalkyl or haloalkoxy having up to 6 carbon atoms, and  
 
 R 17  represents 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 optionally furthermore be substituted by halogen, hydroxyl, CN, NO 2 , NH 2 , NHCOR 7 , alkyl, alkoxy, haloalkyl or haloalkoxy 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  represents hydrogen, halogen, straight-chain or branched alkyl which may optionally carry one or more substituents from the group consisting of C 1-6 -alkoxy, NR 19 R 20  and cycloalkyl having 3 to 8 carbon atoms, straight-chain or branched haloalkyl, straight-chain or branched alkoxy, or alkoxycarbonyl having in each case up to 4 carbon atoms, CN, NO 2 , NR 19 R 20 , SR 17 , SO 2 R 17 , cycloalkyl having 3 to 8 carbon atoms, haloalkoxy, haloalkoxy having up to 6 carbon atoms, cycloalkoxy having up to 14 carbon atoms, CONH 2 , CONR 17 R 17 , SO 2 NH 2 , SO 2 NR 17 R 17 , alkoxyalkoxy having up to 12 carbon atoms, NHCOOR 17 , NHCOR 17 , NHSO 2 R 17 , NHCONH 2 , OCONR 17 R 17 , OSO 2 R 17 , C 2-12 -alkenyl or C 2-12 -alkynyl,  
  where 
 R 19  and R 20  independently of one another represent hydrogen, straight-chain or branched alkyl having up to 4 carbon atoms or cycloalkyl having 3 to 8 carbon atoms,  
 
 m represents an integer from 1 to 4,  
 W represents 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 selected from the group consisting of O, S(O) q , NR 21 , CO or CONR 21 , or represents CO, NHCO or OCO,  
  where 
 q represents 0, 1 or 2,  
 R 21  represents hydrogen, straight-chain or branched alkyl having up to 8 carbon atoms or cycloalkyl having 3 to 8 carbon atoms,  
 
 U represents straight-chain or branched alkyl having up to 4 carbon atoms,  
 A represents 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 haloalkyl, straight-chain or branched alkoxy, haloalkoxy or alkoxycarbonyl having up to 4 carbon atoms, CN, NO 2  or NR 22 R 23 ,  
  where 
 R 22  and R 23  in each case independently of one another represent hydrogen, straight-chain or branched alkyl having up to 8 carbon atoms or cycloalkyl having 3 to 8 carbon atoms, carbonylalkyl or sulfonylalkyl,  
 
 R 2  represents tetrazolyl, COOR 24  or CONR 25 R 26 ,  
  where 
 R 24  [lacuna] hydrogen, alkyl having 1 to 8 carbon atoms or cycloalkyl having 3 to 8 carbon atoms  
 R 25  and R 26  in each case independently of one another represent 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,  
  where 
 R 27  represents 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, haloalkyl or haloalkoxy having up to 6 carbon atoms,  
 
 
 X represents 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 selected from the group consisting of O, S(O) r , NR 28 , CO or CONR 29 , aryl and 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, haloalkyl or haloalkoxy 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,  
  where 
 r represents 0, 1 or 2,  
 R 28  represents hydrogen, alkyl having 1 to 8 carbon atoms or cycloalkyl having 3 to 8 carbon atoms,  
 R 29  represents hydrogen, straight-chain or branched alkyl having up to 8 carbon atoms or cycloalkyl having 3 to 8 carbon atoms,  
 n represents 1 or 2;  
 R 1  represents tetrazolyl, COOR 30  or CONR 31 R 32 ,  
  where 
 R 30  [lacuna] hydrogen, alkyl having 1 to 8 carbon atoms or cycloalkyl having 3 to 8 carbon atoms  
 R 31  and R 32  in each case independently of one another represent 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 ,  
  where 
 R 33  represents 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, haloalkyl or haloalkoxy having up to 6 carbon atoms,  
 and its stereoisomers and salts.  
 
 
 
 
     
     
         2 . A compound as claimed in  claim 1 ,  
       where 
 Z represents a cyclic radical from the group consisting of  
                     
  where the radicals V and W may be attached to any carbon ring atom or any nitrogen ring atom optionally present, selected;  
 V is missing or represents O, NR 4 , NR 4 CONR 4 , NR 4 CO, NR 4 SO 2 , COO, CONR 4  or S(O) o ,  
  where 
 R 4  independently of any other radical R 4  optionally present represents hydrogen, straight-chain or branched alkyl having up to 8 carbon atoms, cycloalkyl having 3 to 8 carbon atoms, 5 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 represents 0, 1 or 2,  
 
 Q is missing or represents straight-chain or branched alkylene, straight-chain or branched alkenediyl or straight-chain or branched alkynediyl having in each case up to 12 carbon atoms, which radicals may in each case comprise one or more groups selected 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 above chain may be attached to one another forming a three- to eight-membered ring,  
  where 
 R 5  represents 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 represents 0, 1 or 2,  
 
 Y represents 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 alkynyl, straight-chain or branched alkoxy, straight-chain or branched alkoxyalkoxy, straight-chain or branched haloalkyl, straight-chain or branched haloalkoxy 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 ,  
  where 
 R 6  represents hydrogen, straight-chain or branched alkyl having up to 8 carbon atoms, straight-chain or branched haloalkyl having up to 8 carbon atoms or cycloalkyl having 3 to 8 carbon atoms,  
 R 7  independently of any other radical R 7  optionally present represents 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 represent 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, haloalkyl or haloalkoxy having up to 6 carbon atoms,  
  or two substituents selected from 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,  
  where 
 R 13  represents 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, haloalkyl or haloalkoxy having up to 6 carbon atoms,  
 
 R 10  represents 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 optionally furthermore be substituted by halogen, hydroxyl, CN, NO 2 , NH 2 , NHCOR 7 , alkyl, alkoxy, haloalkyl or haloalkoxy 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 selected from the group consisting of 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 sulfonylalkyl, 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 haloalkyl, straight-chain or branched haloalkoxy, 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 ,  
  where 
 R 14  represents 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 represent 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 ,  
  where 
 R 18  represents 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, haloalkyl or haloalkoxy having up to 6 carbon atoms, and  
 
 R 17  represents 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 optionally furthermore be substituted by halogen, CN, NO 2 , alkyl, alkoxy, haloalkyl or haloalkoxy 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  represents hydrogen, halogen, straight-chain or branched alkyl which may optionally carry one or more substituents from the group consisting of C 1-6 -alkoxy, NR 19 R 20  and cycloalkyl having 3 to 8 carbon atoms, straight-chain or branched haloalkyl, straight-chain or branched alkoxy, or alkoxycarbonyl having in each case up to 4 carbon atoms, CN, NO 2 , NR 19 R 20 , SR 17 , SO 2 R 17 , cycloalkyl having 3 to 8 carbon atoms, haloalkoxy, haloalkoxy having up to 6 carbon atoms, cycloalkoxy having up to 14 carbon atoms, CONH 2 , CONR 17 R 17 , SO 2 NH 2 , SO 2 NR 17 R 17 , alkoxyalkoxy having up to 12 carbon atoms, NHCOOR 17 , NHCOR 17 , NHSO 2 R 17 , NHCONH 2 , OCONR 17 R 17 , C 2-12 -alkenyl or C 2-12 -alkynyl,  
 m represents an integer from 1 to 4,  
 W represents straight-chain or branched alkylene or straight-chain or branched alkenediyl having in each case up to 4 carbon atoms,  
 U represents —CH 2 —,  
 A represents 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 haloalkyl or straight-chain or branched alkoxy having up to 4 carbon atoms,  
 R 2  represents COOR 24 ,  
  where 
 R 24  represents hydrogen or straight-chain or branched alkyl having up to 6 carbon atoms,  
 
 X represents 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 selected from the group consisting of phenyl, phenyloxy, O, CO and CONR 29 ,  
  where 
 R 29  represents hydrogen, straight-chain or branched alkyl having up to 6 carbon atoms or cycloalkyl having 3 to 6 carbon atoms,  
 
 n represents 1 or 2;  
 R 1  represents COOR 30 ,  
  where 
 R 30  represents hydrogen or straight-chain or branched alkyl having up to 6 carbon atoms.  
 
 
     
     
         3 . A compound as claimed in  claim 1 ,  
       where 
 Z represents a cyclic radical from the group consisting of  
                     
  where the radicals V and W may be attached to any carbon ring atom or any nitrogen ring atom optionally present, selected;  
 V is missing or represents O, S or NR 4 ,  
  where 
 R 4  represents hydrogen or methyl,  
 
 Q is missing or represents straight-chain or branched alkylene having up to 9 carbon atoms or straight-chain or branched alkenediyl or straight-chain or branched alkynediyl having up to 4 carbon atoms which may be monosubstituted by halogen,  
 Y represents H, NR 8 R 9 , cyclohexyl, phenyl, naphtyl or a heterocycle selected 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 alkynyl, straight-chain or branched alkoxy, straight-chain or branched alkoxyalkoxy, straight-chain or branched haloalkyl, straight-chain or branched haloalkoxy 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 ,  
  where 
 R 6  represents hydrogen, straight-chain or branched alkyl having up to 8 carbon atoms, or straight-chain or branched haloalkyl having up to 4 carbon atoms,  
 R 7  represents 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 represent 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 selected from 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  represents 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 selected from the group consisting of 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 sulfonylalkyl, 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 haloalkyl 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 ,  
  where 
 R 14  represents hydrogen, straight-chain or branched alkyl having up to 8 carbon atoms or cycloalkyl having 3 to 8 carbon atoms, and  
 R 17  represents 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 optionally furthermore 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 selected from the group consisting of S, N and O,  
 R 3  represents hydrogen, methyl or fluorine,  
 m represents an integer from 1 to 2,  
 W represents CH 2 , —CH 2 CH 2 —, CH 2 CH 2 CH 2 , CH═CHCH 2 ,  
 U represents —CH 2 —,  
 A represents 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  represents COOR 24 ,  
  where 
 R 24  represents hydrogen or straight-chain or branched alkyl having up to 4 carbon atoms,  
 
 X represents 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 ,  
  where 
 R 30  represents hydrogen, straight-chain or branched alkyl having up to 6 carbon atoms or cycloalkyl having 3 to 6 carbon atoms,  
 
 n represents 1 or 2;  
 R 1  represents COOR 35 ,  
  where 
 R 35  represents hydrogen or straight-chain or branched alkyl having up to 6 carbon atoms.  
 
 
     
     
         4 . A compound as claimed in  claim 1 ,  
       where 
 Z represents a cyclic radical from the group consisting of  
                     
  where the radicals V and W may be attached to any carbon ring atom or any nitrogen ring atom optionally present, selected;  
 V represents O,  
 Q represents straight-chain or branched alkylene having up to 9 carbon atoms or straight-chain or branched alkenediyl or straight-chain or branched alkynediyl having up to 4 carbon atoms which may be monosubstituted by halogen,  
 Y represents 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 alkynyl, straight-chain or branched alkoxy, straight-chain or branched alkoxyalkoxy, straight-chain or branched haloalkyl, straight-chain or branched haloalkoxy 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 ,  
  where 
 R 6  represents hydrogen, straight-chain or branched alkyl having up to 4 carbon atoms, or straight-chain or branched haloalkyl having up to 4 carbon atoms,  
 R 7  represents 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 represent 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 selected from 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  represents 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 selected from the group consisting of 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 sulfonylalkyl, 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 haloalkyl 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 ,  
  where 
 R 14  represents hydrogen, straight-chain or branched alkyl having up to 6 carbon atoms or cycloalkyl having 3 to 6 carbon atoms, and  
 R 17  represents 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 optionally furthermore 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  represents hydrogen, methyl or fluorine,  
 m represents an integer from 1 to 2,  
 W represents —CH 2 — or —CH 2 CH 2 —,  
 U represents —CH 2 —,  
 A represents 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  represents COOR 24 ,  
  where 
 R 24  represents hydrogen or straight-chain or branched alkyl having up to 4 carbon atoms,  
 
 X represents 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 selected from the group consisting of phenyloxy, O, CO and CONR 30 ,  
  where 
 R 30  represents hydrogen, straight-chain or branched alkyl having up to 6 carbon atoms or cycloalkyl having 3 to 6 carbon atoms,  
 
 n represents 1 or 2;  
 R 1  represents COOR 35 ,  
  where 
 R 35  represents hydrogen or straight-chain or branched alkyl having up to 4 carbon atoms.  
 
 
     
     
         5 . A compound as claimed in  claim 1 ,  
       where 
 Z represents a cyclic radical from the group consisting of  
                     
  where the radicals V and W may be attached to any carbon ring atom or any nitrogen ring atom optionally present, selected;  
 V represents O,  
 Q represents straight-chain or branched alkylene having up to 9 carbon atoms or straight-chain or branched alkenediyl or straight-chain or branched alkynediyl having up to 4 carbon atoms which may be monosubstituted by halogen,  
 Y represents 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 alkynyl, straight-chain or branched alkoxy, straight-chain or branched alkoxyalkoxy, straight-chain or branched haloalkyl, straight-chain or branched haloalkoxy 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 ,  
  where 
 R 6  represents hydrogen, straight-chain or branched alkyl having up to 4 carbon atoms, or straight-chain or branched haloalkyl having up to 4 carbon atoms,  
 R 7  represents 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 represent 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 selected from 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  represents 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 selected from the group consisting of 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 sulfonylalkyl, 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 haloalkyl 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 ,  
  where 
 R 14  represents hydrogen, straight-chain or branched alkyl having up to 6 carbon atoms or cycloalkyl having 3 to 6 carbon atoms, and  
 R 17  represents 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 optionally furthermore 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  represents hydrogen, methyl or fluorine,  
 m represents an integer from 1 to 2,  
 W represents —CH 2 — or —CH 2 CH 2 —,  
 U represents —CH 2 —,  
 A represents 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  represents COOH,  
 X represents 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 selected from the group consisting of phenyloxy, O, CO and CONR 30 ,  
  where 
 R 30  represents hydrogen, straight-chain or branched alkyl having up to 6 carbon atoms or cycloalkyl having 3 to 6 carbon atoms,  
 
 n represents 1 or 2;  
 R 1  represents COOH.  
 
     
     
         6 . A compound as claimed in  claim 1 ,  
       where 
 Z represents a cyclic radical from the group consisting of  
                     
  where the radicals V and W may be attached to any carbon ring atom or any nitrogen ring atom optionally present, selected;  
 V represents O,  
 Q represents CH 2 ,  
 Y represents 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  represents hydrogen, methyl or fluorine,  
 m represents an integer from 1 to 2,  
 W represents —CH 2 CH 2 —,  
 U represents —CH 2 —,  
 A represents phenyl,  
 R 2  represents COOH, where R 2  is located in the 4-position to the radical U,  
 X represents (CH 2 ) 4 ,  
 R 1  represents COOH.  
 
     
     
         7 . A compound as claimed in  claim 1 , where 
 Z represents a cyclic radical from the group consisting of                           where the radicals V and W may be attached to any carbon ring atom or any nitrogen ring atom optionally present, selected;    V is missing,    Q represents CH 2 O which is attached via its carbon atom to Z,    Y represents 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, 4-tert-butylphenyl, 4-carboxyphenyl, 4-fluorophenyl, 3-methoxyphenyl, 2,4-dichlorophenyl,    R 3  represents hydrogen, methyl or fluorine,    m represents an integer from 1 to 2,    W represents —CH 2 CH 2 —,    U represents —CH 2 —,    A represents phenyl,    R 2  represents COOH where R 2  is located in the 4-position to the radical U,    X represents (CH 2 ) 4 ,    R 1  represents COOH.    
     
     
         8 . A 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)     where 
 Z, R 1 , R 2 , R 3 , V, Q, Y, W, X, U, A and m are as defined above,  
 E represents either a leaving group which is substituted in the presence of a base or an optionally activated hydroxyl function; or  
   [B] compounds of the formula (IV)                           are reacted with compounds of the formula (V)                           where 
 Z, R 1 , R 2 , R 3 , V, Q, Y, W, X, U, A and m are as defined above,  
 E represents either a leaving group which is substituted in the presence of a base or 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)     where 
 Z, R 1 , R 2 , R 3 , V, Q, Y, W, X, U, A and m are as defined above,  
 E represents either a leaving group which is substituted in the presence of a base or an optionally activated hydroxyl function; or  
   [D] compounds of the formula (VIII)                           where 
 Va represents O or S and  
 Z, R 1 , R 2 , R 3 , Y, Q, W, U, A, X and m are as defined above,  
    are reacted with compounds of the formula (IX)                           where 
 Q, Y are as defined above,  
 E represents either a leaving group which is substituted in the presence of a base or an optionally activated hydroxyl function; or  
   [E] compounds of the formula (X)                           where 
 Z, R 3 , V, Q, Y, W, X, U, A and m are as defined above,  
 R 1   b  and R 2   b  each independently of one another 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)                           where 
 Z, R 1 , R 2 , R 3 , V, Q, X, W, U, A and m are as defined above,  
 L represents Br, I or the group CF 3 SO 2 —O,  
    are reacted with compounds of the formula (XII)    M-Z′  (XII)     where 
 M represents an aryl or heteroaryl radical, a straight-chain or branched alkyl, alkenyl or alkynyl radical or cycloalkyl radical or represents an arylalkyl, an arylalkenyl or an arylalkynyl 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)                           where 
 Ar represents an aryl or heteroaryl radical,  
 E represents 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.    
     
     
         9 . A medicament, comprising at least one compound of the general formula (I) as claimed in any of the preceding claims.  
     
     
         10 . The use of compounds of the formula (I) as claimed in any of the preceding claims for preparing a medicament for treating cardiovascular disorders.  
     
     
         11 . The use of compounds of the general formula (I) as claimed in any of the preceding claims for preparing medicaments for treating angina pectoris, ischemias and heart failure.  
     
     
         12 . The use of compounds of the general formula (I) as claimed in any of the preceding claims for preparing medicaments for treating hypertension, thromboembolic disorders, arteriosclerosis and venous diseases.  
     
     
         13 . The use of compounds of the general formula (I) as claimed in any of the preceding claims for preparing medicaments for treating fibrotic disorders.  
     
     
         14 . The use as claimed in claim  16 , characterized in that the fibrotic disorder is fibrosis of the liver.