Rhodanine carboxylic acid derivatives for the treatment and prevention of metabolic bone disorders

Abstract

Compounds of general formula (I), where m is 0-8, q is 0-8, a is between 0-4, A signifies a single or double bond, R 1 and R 2 signify hydrogen or lower alkyl, whereby R 1 and R 2 are the same or different and, when m signifies 2-8, R 1 and R 2 in the group CR 1 ═CR 2 can have various significances, R 3 signifies hydrogen or lower alkyl, X signifies hydrogen or —(CH 2 ) b —COR 4 with b=0-4, Y signifies hydrogen, —COR 4 , phenyl or indolyl residue, R 4 signifies hydroxyl, lower alkoxy or the NR 1 R 2 residue, whereby R 1 and R 2 are the same or different, W is optionally mono- or polysubstituted saturated or unsaturated mono-, bi- or tricycle which can contain one or more hetero atoms, as well as physiologically compatible salts, esters, optically active forms, racemates, tautomers, derivatives which can be metabolized in vivo to compounds of general formula (I), and produces medicaments for prophylaxis or therapy of metabolic bone disorders with the compounds.

1 . Use of compounds of general formula (I)  
       
         
           
           
               
               
           
         
       
       in which 
 m signifies a number between 0-8,  
 q signifies a number between 0-8  
 a signifies a number between 0-4  
 A signifies a single or double bond  
 R 1 , R 2  signify hydrogen or lower alkyl, whereby R 1  and R 2  can be the same or different and, when m signifies 2-8, R 1  and R 2  in the group CR 1 ═CR 2  can have various significances within the following sequence  
 R 3  signifies hydrogen or lower alkyl  
 X signifies hydrogen or —(CH 2 ) b —COR 4  with b=0-4  
 Y signifies hydroxyl, —COR 4 , phenyl or indolyl residue  
 R 4  signifies hydroxyl, lower alkoxy or the NR 1 R 2  residue, whereby R 1  and R 2  can be the same or different  
 W signifies an optionally mono- or polysubstituted saturated or unsaturated mono-, bi- or tricycle which can contain one or more hetero atoms,  
 for the preparation of medicaments for the treatment and prevention of metabolic bone disorders,  
 
     
     
         2 . Compounds of general formula (I)  
       
         
           
           
               
               
           
         
       
       in which 
 m signifies a number between 0-8,  
 q signifies a number between 0-8  
 a signifies a number between 0-4  
 A signifies a single or double bond  
 R 1 , R 2  signify hydrogen or lower alkyl, whereby R 1  and R 2  can be the same or different and, when m signifies 2-8, R 1  and R 2  in the group CR 1 ═CR 2  can have various significances within the following sequence  
 R 3  signifies hydrogen or lower alkyl  
 X signifies hydrogen or —(CH 2 ) b —COR 4  with b=0-4  
 Y signifies hydroxyl, —COR 4 , phenyl or indolyl residue  
 R 4  signifies hydroxyl, lower alkoxy or the NR 1 R 2  residue, whereby R 1  and R 2  can be the same or different  
 W signifies an optionally mono- or polysubstituted saturated or unsaturated mono-, bi- or tricycle which can contain one or more hetero atoms,  
 whereas W is not phenyl or indolyl, if m and g are both 0, R 3 , is hydrogen and A is a double bond,  
 as well as their physiologically compatible salts, esters, optically active forms, racemates, tautomers, as well as derivatives which can be metabolized in vivo to compounds of general formula (I)  
 
     
     
         3 . Medicament containing at least one compound of general formula (I) according to  claim 2  in admixture with usual pharmaceutical adjuvents and carrier material