COMPOUNDS AND METHODS FOR TREATING INFLAMMATORY DISEASES
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.