Imidazopyridine compounds and uses thereof
View Patent ↗This invention generally relates to substituted imidazopyridine compounds, particularly substituted 4-(imidazo[1,2-a]pyridin-2-yl)benzamide compounds and salts thereof. This invention also relates to pharmaceutical compositions and kits comprising such a compound, uses of such a compound (including, for example, treatment methods and medicament preparations), processes for making such a compound, and intermediates used in such processes.
1. A method for treating cough in an animal, wherein the method comprises administering to the animal a therapeutically effective amount of a compound of Formula I or a salt thereof, wherein Formula I is:
R 1 is selected from the group consisting of cyano, halogen, methyl, and ethyl;
R 2 is selected from the group consisting of hydrogen, halogen, methyl, and ethyl;
R 3 is selected from the group consisting of halogen, methyl, and ethyl;
R 4 is selected from the group consisting of hydrogen, halogen, methyl, ethyl, and methoxy;
as to R 5 and R 6 ;
R 5 and R 6 are independently selected from the group consisting of hydrogen, C 1 -C 6 -alkyl, and hydroxy-C 1 -C 6 -alkyl; or
R 5 and R 6 , together with the nitrogen to which they are both attached, form a 5- or 6-member heterocycloalkyl, wherein:
the heterocycloalkyl is optionally substituted with one or more substituents independently selected from the group consisting of halogen, hydroxyl, and C 1 -C 4 -alkyl;
R 7 and R 8 are independently selected from the group consisting of hydrogen and C 1 -C 4 -alkyl;
R 9 is selected from the group consisting of C 1 -C 6 -alkyl, C 3 -C 6 -cycloalkyl, C 1 -C 6 -alkyl-C 3 -C 6 -cycloalkyl, halo-C 1 -C 6 -alkyl, C 1 -C 6 -alkoxy, halo-C 1 -C 6 -alkoxy, and C 1 -C 6 -alkoxy-C 1 -C 6 -alkyl; and
X is selected from a bond, CH 2 , and O.
2. The method of claim 1 , wherein R 1 is methyl and R 2 is hydrogen.
3. The method of claim 1 , wherein R 3 and R 4 are fluoro.
4. The method of claim 1 , wherein X is O.
5. The method of claim 1 , wherein the compound corresponds in structure to:
R 4 is selected from the group consisting of halogen, methyl, and ethyl.
6. The method of claim 1 , wherein R 5 is hydrogen and R 6 is C 1 -C 6 -alkyl.
7. The method of claim 1 , wherein R 6 is methyl.
8. The method of claim 1 , wherein R 7 and R 8 are hydrogen.
9. The method of claim 1 , wherein R 9 is C 1 -C 6 -alkoxy.
10. The method of claim 1 , wherein R 9 is methoxy.
11. The method of claim 1 , wherein the compound corresponds in structure to:
12. The method of claim 1 , wherein the compound corresponds in structure to:
13. The method of claim 1 , wherein the compound corresponds in structure to:
14. The method of claim 1 , wherein the compound corresponds in structure to:
15. The method of claim 1 , wherein the animal is a mammal.
16. The method of claim 15 , wherein the mammal is a human.
17. The method of claim 12 , for treating cough in a human in need of such treatment.
18. The method of claim 13 , for treating cough in a human in need of such treatment.
19. The method of claim 14 , for treating cough in a human in need of such treatment.