Sulfonamide substituted imidazoquinolines
View Patent ↗Imidazoquinoline and tetrahydroimidazoquinoline compounds that contain sulfonamide or sulfonamide 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 compound of the formula (I):
wherein
bonds represented by the dashed lines are present or absent;
R 1 is —(CH 2 ) 2-4 —NH—SO 2 —R 4 ;
R 2 is hydrogen, —C 1-4 alkyl, or —C 1-4 alkyl-O—C 1-4 alkyl;
R 4 is C 1-4 alkyl;
n is 0 and each R present is independently selected from the group consisting of C 1-10 alkyl, C 1-10 alkoxy, halogen, and trifluoromethyl;
or a pharmaceutically acceptable salt thereof.
2. A compound or salt according to claim 1 , wherein R 1 is —(CH 2 ) 4 —NH—SO 2 —C 1-4 alkyl, and bonds represented by the dashed lines are present.
3. A compound or salt according to claim 2 , wherein R 1 is —(CH 2 ) 4 —NH—SO 2 —CH 3 , and R 2 is —C 1-4 alkyl.
4. A pharmaceutical composition comprising a therapeutically effective amount of a compound or salt of claim 1 and a pharmaceutically acceptable carrier.
5. A pharmaceutical composition comprising a therapeutically effective amount of a compound or salt of claim 2 and a pharmaceutically acceptable carrier.
6. A pharmaceutical composition comprising a therapeutically effective amount of a compound or salt of claim 3 and a pharmaceutically acceptable carrier.