Fatty alcohol esters of hydroxycarboxylic acids
Described herein are compositions (e.g., a pharmaceutical composition) and compounds of formula I, methods of making compounds of formula (I) and their use in the treatment and/or prevention of diseases and disorders.
1. A composition configured for topical administration, comprising a compound of formula (I):
wherein
R 1 is a C 12 alkyl;
n is an integer from 4 to 10; and
R 2 is hydrogen, alkyl, aryl, heteroaryl, or heterocyclyl;
or a pharmaceutically acceptable salt thereof.
2. The composition of claim 1 , wherein R 2 is alkyl.
3. The composition of claim 2 , wherein R 2 is C 1-4 alkyl.
4. The composition of claim 1 , wherein R 2 is aryl.
5. The composition of claim 1 , wherein when R 2 is not hydrogen, the compound of formula (I) is a racemic mixture of a compound of formula (I).
6. The composition of claim 1 , wherein when R 2 is not hydrogen, the compound of formula (I) is at least 90% enantiomeric excess of the R stereoisomer.
7. The composition of claim 1 , wherein when R 2 is not hydrogen, the compound of formula (I) is at least 90% enantiomeric excess of the S stereoisomer.
8. The composition of claim 1 , wherein the compound of formula (I) is represented by the following formula:
wherein n is 4.
9. The composition of claim 1 , wherein the compound of formula (I) is represented by the following formula:
wherein n is 4.
10. The composition of claim 1 , wherein the compound of formula (I) is represented by the following formula:
wherein n is 4.
11. The composition of claim 1 , wherein the composition is a gel.
12. A composition configured for topical administration, comprising a compound of formula (I):
wherein
R 1 is a C 8-35 alkyl;
n is an integer from 4 to 10; and
R 2 is hydrogen, alkyl, aryl, heteroaryl, or heterocyclyl;
or a pharmaceutically acceptable salt thereof.
13. The composition of claim 12 , wherein R 1 is a C 8-25 alkyl group.
14. The composition of claim 13 , wherein R 1 is a C 10-20 alkyl group.
15. The composition of claim 14 , wherein R 1 is a C 10-15 alkyl group.
16. The composition of claim 12 , wherein R 2 is alkyl.
17. The composition of claim 16 , wherein R 2 is C 1-4 alkyl.
18. The composition of claim 12 , wherein R 2 is aryl.
19. The composition of claim 16 , wherein R 2 is aralkyl.
20. The composition of claim 12 , wherein when R 2 is not hydrogen, the compound of formula (I) is a racemic mixture of a compound of formula (I).
21. The composition of claim 12 , wherein when R 2 is not hydrogen, the compound of formula (I) is at least 90% enantiomeric excess of the R stereoisomer.
22. The composition of claim 12 , wherein when R 2 is not hydrogen, the compound of formula (I) is at least 90% enantiomeric excess of the S stereoisomer.
23. The composition of claim 12 , wherein the composition is a gel.