Aryl ether substituted imidazoquinolines
View Patent ↗Imidazoquinoline and tetrahydroimidazoquinoline compounds that contain ether and aryl or alkenyl functionality at the 1-position are useful as immune response modifiers. The compounds and compositions of the invention can induce the biosynthesis of various cytokines and are useful in the treatment of a variety of conditions including viral diseases and neoplastic diseases.
1. A pharmaceutical composition comprising a therapeutically effective amount of a compound of the formula (IV):
wherein: X is —CHR 3 —, —CHR 3 -alkyl-, or —CHR 3 -alkenyl-;
R 10 is selected from the group consisting of:
—H;
-alkyl;
-alkenyl; and
-aryl;
R 2 is selected from the group consisting of:
-hydrogen;
-alkyl;
-alkenyl;
-aryl;
-heteroaryl;
—heterocyclyl;
-alkyl-Y-alkyl;
-alkyl-Y-aryl;
-alkyl-Y-alkenyl; and
-alkyl or alkenyl substituted by one or more substituents selected from the group consisting of:
—OH;
-halogen;
—N(R 3 ) 2 ;
—CO—N(R 3 ) 2 ;
—CO—C 1-10 alkyl;
—CO—O—C 1-10 alkyl;
—N 3 ;
-aryl;
-heteroaryl;
-heterocyclyl;
—CO-aryl; and
—CO-heteroaryl;
each R 3 is independently H or C 1-10 alkyl;
Y is —O— or —S(O) 0-2 —;
n is 0 to 4; and
each R present is independently selected from the group consisting of C 1-10 alkyl,
C 1-10 alkoxy, hydroxy, halogen and trifluoromethyl;
or a pharmaceutically acceptable salt thereof, and a pharmaceutically acceptable carrier.