Indole and indazole compounds that activate AMPK
View Patent ↗The present invention relates to indole and indazole compounds of Formula (I) that activate 5′ adenosine monophosphate-activated protein kinase (AMPK). The invention also encompasses pharmaceutical compositions containing these compounds and methods for treating or preventing diseases, conditions, or disorders ameliorated by activation of AMPK.
1. A compound of Formula (II)
wherein
X is CH;
L is a bond;
R 1 is —C(O)OR A ;
R A is H;
R 2 is H or F;
R 3 is Cl, F, or CN;
R 4 and R 5 are H;
R 6 and R 7 are independently H, F, or methoxy;
R 9 and R 10 are H; and
R 8 is (C 3 -C 8 )cycloalkyl wherein the (C 3 -C 8 )cycloalkyl is cyclopropyl or cyclobutyl substituted with hydroxy.
2. The compound according to claim 1 that is
6-chloro-5-[2-fluoro-4-(1-hydroxycyclobutyl)phenyl]-1H-indole-3-carboxylic acid;
6-chloro-5-[3-fluoro-4-(1-hydroxycyclobutyl)phenyl]-1H-indole-3-carboxylic acid;
or
6-chloro-5-[4-(1-hydroxycyclobutyl)-3-methoxyphenyl]-1H-indole-3-carboxylic acid;
or a pharmaceutically acceptable salt thereof.
3. 6 chloro-5-(4-(1-hydroxycyclobutyl)phenyl)-1H-indole-3-carboxylic acid or a pharmaceutically acceptable salt thereof.
4. A compound of structure
5. A pharmaceutical composition comprising a compound according to claim 1 and at least one pharmaceutically acceptable excipient, diluent, or carrier.