P-(sulfonyl) aryl and heteroarylamines-as anti-inflammatory agents

Abstract

This invention relates to anti-inflammatory and analgesic compounds, especially to certain p-(sulfonyl)phenyl amino derivatives, pharmaceutical compositions containing them, methods for their use, and methods for preparing these compounds.

1 . A compound selected from the group of compounds represented by formula (I):  
     
       
         
         
             
             
         
       
     
     wherein: 
 A is —(CR 2 ) n — where n is 1, 2, or 3 and R is independently hydrogen or alkyl;  
 B is aryl or heteroaryl;  
 R 1  is alkyl, alkenyl, cyanoalkyl, cycloalkyl, cycloalkylalkyl, aryl, aralkyl, heteroaralkyl, heterocyclyl, heterocyclylalkyl, heteroalkyl or alkylcarbonylalkyl;  
 R 2  is NR 13 R 14  wherein:  
 R 13  is hydrogen or alkyl;  
 R 14  is hydrogen, alkyl, alkenyl, acyl, haloalkyl, cycloalkyl, cycloalkylalkyl, aralkyl, hydroxyalkyl, alkoxyalkyl, carboxyalkyl, alkoxycarbonylalkyl, or aminoalkyl;  
 R 3  is hydrogen, alkyl, halo, nitro, cyano, hydroxy, alkoxy;  
 and pharmaceutically acceptable salts thereof.  
 
   
   
       2 . The compound of  claim 1 , wherein: 
 R 3  is hydrogen.    
   
   
       3 . The compound of  claim 2  wherein B is aryl.  
   
   
       4 . The compound of  claim 3  wherein B is optionally substituted phenyl.  
   
   
       5 . The compound of  claim 4  wherein R 1  is alkyl, cycloalkyl, cycloalkyl-alkyl, heterocyclyl, heterocyclylalkyl or heteroalkyl.  
   
   
       6 . The compound of  claim 5  wherein R 1  is heteroalkyl.  
   
   
       7 . The compound of  claim 6  wherein R 1  is alkylsulfonylalkyl.  
   
   
       8 . (canceled)  
   
   
       9 . The compound of  claim 1  wherein A is —(CH 2 )—.  
   
   
       10 . The compound of  claim 7  wherein R 13  and R 14  are hydrogen.  
   
   
       11 . The compound of  claim 10  wherein A is —(CH 2 )—.  
   
   
       12 . The compound of  claim 2  wherein B is heteroaryl.  
   
   
       13 . The compound of  claim 12  wherein R 1  is alkyl, cycloalkyl, cycloalkyl-alkyl, heterocyclyl, heterocyclylalkyl or heteroalkyl.  
   
   
       14 . The compound of  claim 13  wherein R 1  is heteroalkyl.  
   
   
       15 . The compound of  claim 14  wherein R 1  is alkylsulfonylalkyl.  
   
   
       16 - 17 . (canceled)  
   
   
       18 . The compound of  claim 15  wherein R 13  and R 14  are hydrogen.  
   
   
       19 . The compound of  claim 18  wherein A is —(CH 2 )—.  
   
   
       20 - 37 . (canceled)  
   
   
       38 . The compound of  claim 1  wherein: 
 R 1  is alkylsulfonylalkyl; and    B is aryl.    
   
   
       39 - 40 . (canceled)  
   
   
       41 . The compound of  claim 38 , wherein R 2  is NH 2 .  
   
   
       42 . The compound of  claim 41 , wherein A is —(CH 2 )—.  
   
   
       43 - 49 . (canceled)