C7 substituted oxysterols and methods of use thereof
Compounds are provided according to Formula (A): and pharmaceutically acceptable salts thereof, and pharmaceutical compositions thereof; wherein R 1A , R 1b , n, R 2A , R 2b , R 3 , and R 4 are as defined herein. Compounds of the present invention are contemplated useful for the prevention and treatment of a variety of conditions.
1. A compound of Formula (B):
or a pharmaceutically acceptable salt thereof, wherein:
each of R 1A and R 1B is independently hydrogen, substituted or unsubstituted alkyl, carbocyclyl, heterocyclyl, aryl, or heteroaryl, or R 1A and R 1B , together with the carbon atom to which they are attached form a 3-8 membered ring;
n is 1 or 2;
each of R 2A and R 2B is independently hydrogen, halo, —OR C , substituted or unsubstituted alkyl, alkenyl, alkynyl, aryl, or heteroaryl, wherein R C is hydrogen or alkyl, or R 2A and R 2B , together with the carbon atom to which they are attached form an oxo group, wherein R 2A and R 2B are not both simultaneously hydrogen;
R 3 is substituted or unsubstituted alkyl, alkenyl, or alkynyl, or —OR A , wherein R A is alkyl;
R 4 is absent or hydrogen; and
represents a single or double bond, wherein when one of is a double bond, the other is a single bond; when both of are single bonds, then R 4 is hydrogen; and when one of the is a double bond, R 4 is absent.
2. The compound of claim 1 , where n is 1.
3. The compound of claim 1 , where n is 2.
4. The compound of claim 1 , wherein each of R 1A and R 1B is independently unsubstituted or substituted alkyl.
5. The compound of claim 4 , wherein each of R 1A and R 1B is independently selected from the group consisting of haloalkyl, alkoxyalkyl, —CH 3 , —CH 2 CH 3 , —CH(CH 3 ) 2 , —CF 3 and —CH 2 OCH 3 .
6. The compound of claim 1 , wherein R 1A and R 1B , together with the carbon atom to which they are attached form a 3-8 membered ring.
7. The compound of claim 1 , wherein R 1A is hydrogen and R 1B is alkyl, carbocyclyl, heterocyclyl, aryl, or heteroaryl.
8. The compound of claim 1 , wherein each of R 2A and R 2B is independently substituted or unsubstituted alkyl.
9. The compound of claim 1 , wherein R 3 is substituted or unsubstituted alkyl.
10. A pharmaceutical composition comprising a compound of claim 1 , or a pharmaceutically acceptable salt thereof, and a pharmaceutically acceptable carrier.
11. The compound of claim 1 , wherein the compounds is selected from the group consisting of