Compounds and methods for treating inflammatory diseases

Abstract

Described herein are compounds and pharmaceutical compositions useful for treating inflammatory diseases.

1 . A compound of the formula 
       
         
           
           
               
               
           
         
         or a pharmaceutically acceptable salt thereof, wherein:
 R 1  is in each instance independently selected from the group consisting of hydrogen, acyl, and alkyl, cycloalkyl, heteroalkyl, heterocyclyl, heterocyclylalkyl, heterocyclylheteroalkyl aryl, arylalkyl, and arylheteroalkyl, each of which is optionally substituted; or R 1  are taken together with the attached nitrogen to form an optionally substituted heterocycle or optionally substituted heteroaryl; or R 1  are taken together with the attached nitrogen to form azido; 
 R 5  is in each instance independently hydrogen, alkyl, alkenyl, or alkynyl; 
 R a  is an amino saccharide, wherein at least one amino group is not dimethylamino; and 
 W is H or F; 
 X is alkylene, heteroalkylene, a divalent carbocycle, or a divalent heterocycle, each of which is optionally substituted; 
 Y taken together with the attached carbon forms a carbonyl, imine, oxime, or hydrazone, or Y represents H, OR 5 ; and 
 Z taken together with the attached carbon forms a carbonyl, imine, oxime, or hydrazone, or Z represents Z a , OR b , where Z a  is H; and R b  is hydrogen, acyl, or a saccharide, or alkyl or arylalkyl, each of which is optionally substituted. 
 
       
     
     
         2 .- 20 . (canceled) 
     
     
         21 . The compound of  claim 1  wherein R a  is a desosamine derivative. 
     
     
         22 . The compound of  claim 21  wherein R a  is a radical of the formula 
       
         
           
           
               
               
           
         
         where R N1  is hydrogen or optionally substituted C 2 -C 24  alkyl; and R N2  is hydrogen, optionally substituted C 1 -C 24  alkyl, or optionally substituted C 3 -C 24  cycloalkyl. 
       
     
     
         23 . The compound of  claim 22  wherein R N2  is optionally substituted C 1 -C 24  alkyl. 
     
     
         24 . The compound of  claim 22  wherein R N2  is optionally substituted C 1 -C 6  alkyl. 
     
     
         25 . The compound of  claim 22  wherein R N2  is optionally substituted C 3 -C 24  cycloalkyl. 
     
     
         26 . The compound of  claim 22  wherein R N2  is optionally substituted C 3 -C 8  cycloalkyl. 
     
     
         27 . The compound of  claim 21  wherein R a  is a radical of the formula 
       
         
           
           
               
               
           
         
         where R N1  is hydrogen or alkyl. 
       
     
     
         28 . The compound of  claim 1  wherein R 5  is alkyl. 
     
     
         29 . The compound of  claim 1  wherein X is alkylene. 
     
     
         30 . The compound of  claim 1  wherein Y taken together with the attached carbon forms a carbonyl. 
     
     
         31 . The compound of  claim 1  wherein Z represents Z a , OR b , where Z a  is H; and R b  is hydrogen, acyl, or a saccharide, or alkyl or arylalkyl, each of which is optionally substituted. 
     
     
         32 . The compound of  claim 31  wherein Z a  is H; and R b  is a saccharide. 
     
     
         33 . The compound of  claim 1  wherein Z taken together with the attached carbon forms a carbonyl.