Pyrano[2,3-c]imidazo[-1,2-a]pyridine derivatives for the treatment of gastrointestinal disorders

Abstract

Compounds of the formula (1), in which the substituents have the meanings mentioned in the description, are suitable for the prevention and treatment of gastrointestinal diseases.

1 . A compound of the formula 1 
       
         
           
           
               
               
           
         
       
       in which 
 R1 is methyl or hydroxymethyl,  
 one of the substituents R2a and R2b is hydrogen and the other is hydroxy, methoxy, ethoxy, propoxy, isopropoxy, butoxy, methoxyethoxy or methoxypropoxy,  
 one of the substituents R3a and R3b is hydrogen and the other is hydroxy, methoxy, ethoxy, propoxy, isopropoxy, butoxy, methoxyethoxy or methoxypropoxy,  
 where R2a or R2b on the one hand and R3a or R3b on the other hand are not simultaneously hydroxy,  
 and its salts.  
 
     
     
         2 . A compound according to  claim 1 , characterized by the formula 1*  
       
         
           
           
               
               
           
         
       
       in which 
 R1 is methyl or hydroxymethyl,  
 one of the substituents R2a and R2b is hydrogen and the other Is hydroxy, methoxy, ethoxy, propoxy, isopropoxy, butoxy, methoxyethoxy or methoxypropoxy,  
 one of the substituents R3a and R3b is hydrogen and the other is hydroxy, methoxy, ethoxy, propoxy, isopropoxy, butoxy, methoxyethoxy or methoxypropoxy,  
 where R2a or R2b on the one hand and R3a or R3b on the other hand are not simultaneously hydroxy,  
 and its salts.  
 
     
     
         3 . A compound of formula 1 *according to  claim 2 , in which 
 R1 is methyl,    one of the substituents R2a and R2b is hydrogen and the other is methoxy, ethoxy, propoxy, isopropoxy, butoxy, methoxyethoxy or methoxypropoxy,    one of the substituents R3a and R3b is hydrogen and the other is hydroxy,    and its salts.    
     
     
         4 . A compound of formula 1* according to  claim 2 , in which 
 R1 is methyl,    one of the substituents R2a and R2b is hydrogen and the other is methoxy, ethoxy, propoxy, isopropoxy, butoxy, methoxyethoxy or methoxypropoxy,    one of the substituents R3a and R3b is hydrogen and the other Is methoxy, ethoxy, propoxy, isopropoxy, butoxy, methoxyethoxy or methoxypropoxy,    and its salts.    
     
     
         5 . A compound of formula 1* according to  claim 2 ,  3  or  4  in which R3b is hydrogen.  
     
     
         6 . A compound of formula 1* according to  claim 2 ,  3  or  4 , in which R2a and R3b are hydrogen.  
     
     
         7 . A compound according to  claim 1 , characterized by the formula 1**  
       
         
           
           
               
               
           
         
       
       in which 
 one of the substituents Ra and Rb is hydrogen and the other is methoxy, ethoxy, propoxy, isopropoxy, butoxy, methoxyethoxy or methoxypropoxy  
 and its salts.  
 
     
     
         8 . A compound according to  claim 1  which is (7R, 8R, 9R)-2,3-Dimethyl-8-hydroxy-7-(2-methoxyethoxy)-9-phenyl-7H-8,9-dihydropyrano[2,3-c]imidazo[1,2-a]pyridine and its salts.  
     
     
         9 . A medicament comprising a compound as claimed in  claim 1  and/or a pharmacologically tolerable salt thereof together with customary pharmaceutical auxiliaries and/or excipients.  
     
     
         10 . The use of a compound as claimed in  claim 1  and its pharmacologically tolerable salts for the production of medicaments for the prevention and treatment of gastrointestinal diseases.