Amido ether substituted imidazoquinolines
View Patent ↗Imidazoquinoline and tetrahydroimidazoquinoline compounds that contain ether and amide 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: X is —CH 2 —CH 2 —;
R 1 is —R 4 —NR 7 —CR 3 —R 6 -aryl;
R 2 is selected from the group consisting of C 1-4 alkyl, 2-methoxyethyl, and ethoxymethyl;
R 3 is ═O;
R 4 is ethylene;
R 6 is a bond;
R 7 is H; and
n is 0;
or a pharmaceutically acceptable salt thereof.
2. A compound or salt of claim 1 wherein R 2 is C 1-4 alkyl.
3. A compound or salt of claim 1 wherein aryl is phenyl.
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.
7. A method of inducing cytokine biosynthesis in an animal comprising administering an effective amount of a compound or salt of claim 1 to the animal.
8. The method of claim 7 wherein the cytokine is IFN-α.
9. A method of inducing cytokine biosynthesis in an animal comprising administering an effective amount of a compound or salt of claim 2 to the animal.
10. The method of claim 9 wherein the cytokine is IFN-α.
11. A method of inducing cytokine biosynthesis in an animal comprising administering an effective amount of a compound or salt of claim 3 to the animal.
12. The method of claim 11 wherein the cytokine is IFN-α.