Sulfonamido substituted imidazopyridines
View Patent ↗Imidazopyridine compounds that contain 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
X is alkylene of 1 to 10 carbon atoms;
Y is —SO 2 —;
Z is a bond;
R 1 is C 1-4 alkyl;
R 2 is selected from the group consisting of:
—C 1-10 alkyl; and
—C 1-10 alkyl-O—C 1-10 alkyl;
R 3 and R 4 are methyl; and
R 5 is hydrogen;
or a pharmaceutically acceptable salt thereof.
2. The compound or salt of claim 1 wherein R 2 is alkyl of 1 to 4 carbon atoms, methoxyethyl, or ethoxymethyl.
3. The compound or salt of claim 1 wherein R 1 is methyl, and R 2 is butyl or ethoxymethyl.
4. The compound or salt of claim 1 wherein R 1 is methyl; R 2 is butyl or ethoxymethyl; and X is butylene.
5. A pharmaceutical composition comprising a therapeutically effective amount of a compound of claim 1 in combination with a pharmaceutically acceptable carrier.
6. A pharmaceutical composition comprising a therapeutically effective amount of a compound of claim 2 in combination with a pharmaceutically acceptable carrier.
7. A pharmaceutical composition comprising a therapeutically effective amount of a compound of claim 3 in combination with a pharmaceutically acceptable carrier.
8. A pharmaceutical composition comprising a therapeutically effective amount of a compound of claim 4 in combination with a pharmaceutically acceptable carrier.
9. A method of inducing cytokine biosynthesis in an animal comprising administering an effective amount of a compound of claim 1 to the animal.
10. A method of treating a viral disease in an animal comprising administering a therapeutically effective amount of a compound of claim 1 to the animal.
11. A method of treating a neoplastic disease in an animal comprising administering a therapeutically effective amount of a compound of claim 1 to the animal.
12. A method of inducing cytokine biosynthesis in an animal comprising administering an effective amount of a compound of claim 2 to the animal.
13. A method of treating a viral disease in an animal comprising administering a therapeutically effective amount of a compound of claim 2 to the animal.
14. A method of treating a neoplastic disease in an animal comprising administering a therapeutically effective amount of a compound of claim 2 to the animal.
15. A method of inducing cytokine biosynthesis in an animal comprising administering an effective amount of a compound of claim 3 to the animal.
16. A method of treating a viral disease in an animal comprising administering a therapeutically effective amount of a compound of claim 3 to the animal.
17. A method of treating a neoplastic disease in an animal comprising administering a therapeutically effective amount of a compound of claim 3 to the animal.
18. A method of inducing cytokine biosynthesis in an animal comprising administering an effective amount of a compound of claim 4 to the animal.
19. A method of treating a viral disease in an animal comprising administering a therapeutically effective amount of a compound of claim 4 to the animal.
20. A method of treating a neoplastic disease in an animal comprising administering a therapeutically effective amount of a compound of claim 4 to the animal.