Bicyclic compounds
Disclosed herein are compounds of Formulae (I) and (II), methods of synthesizing compounds of Formulae (I) and (II), and methods of using compounds of Formulae (I) and (II) as an analgesic.
1. A compound of Formula (I), or a pharmaceutically acceptable salt thereof, having the structure:
wherein:
R 1 is selected from the group consisting of H, D, an unsubstituted C 1-6 alkyl and an unsubstituted C 1-6 haloalkyl;
R 2 is C(═O)R 2A ;
R 2A is an unsubstituted C 6-30 alkyl or an unsubstituted C 6-30 alkenyl;
R 3 is selected from the group consisting of H, D, halo, a substituted or unsubstituted C 1-8 alkyl, an unsubstituted C 3-4 cycloalkyl, an unsubstituted C 1-8 haloalkyl and an unsubstituted sulfonyl; and
m is 0.
2. The compound of claim 1 , wherein R 1 is H.
3. The compound of claim 1 A, wherein R 2A is an unsubstituted C 6-30 alkyl.
4. The compound of claim 3 , wherein R 2A is selected from the group consisting of —(CH 2 ) 6 CH 3 , —(CH 2 ) 8 CH 3 , —(CH 2 ) 10 CH 3 , —(CH 2 ) 12 CH 3 , —(CH 2 ) 14 CH 3 , —(CH 2 ) 16 CH 3 , —(CH 2 ) 18 CH 3 , —(CH 2 ) 20 CH 3 , —(CH 2 ) 22 CH 3 and —(CH 2 ) 24 CH 3 O.
5. The compound of claim 2 , wherein R 2A is an unsubstituted C 6-30 alkenyl.
6. The compound of claim 2 , wherein R 2A is selected from the group consisting of —(CH 2 ) 7 CH═CH(CH 2 ) 3 CH 3 , —(CH 2 ) 7 CH═CHCH 2 CH═CH(CH 2 ) 4 CH 3 , —(CH 2 ) 7 CH═CH(CH 2 ) 7 CH 3 , —(CH 2 ) 7 CH═CHCH 2 CH═CH(CH 2 ) 4 CH 3 , —(CH 2 ) 7 CH═CH(CH 2 ) 7 CH 3 , —(CH 2 ) 7 CH═CHCH 2 CH═CHCH 2 CH═CHCH 2 CH 3 , —(CH 2 ) 9 CH═CH(CH 2 )CH 3 , —(CH 2 ) 3 CH═CHCH 2 CH═CHCH 2 CH═CHCH 2 CH═CH(CH 2 ) 4 CH 3 , —(CH 2 )CH═CH(CH 2 ) 7 CH 3 , —(CH 2 ) 3 CH═CHCH 2 CH═CHCH 2 CH═CHCH 2 CH═CHCH 2 CH═CHCH 2 CH 3 , —(CH 2 ) 4 CH═CHCH(CH 3 ) 2 and —(CH 2 ) 2 CH═CHCH 2 CH═CHCH 2 CH═CHCH 2 CH═CHCH 2 CH═CHCH 2 CH═CHCH 2 CH 3 .
7. The compound of claim 2 , wherein R 3 is H.
8. The compound of claim 2 , wherein R 3 is an unsubstituted C 1-8 alkyl.
9. The compound of claim 8 , wherein R 3 is CH 3 , CH(CH 3 ) 2 or C(CH 3 ) 3 .
10. The compound of claim 2 , wherein R 3 is halo.
11. The compound of claim 10 , wherein R 3 is F or Cl.
12. The compound of claim 2 , wherein R 3 is unsubstituted sulfonyl.
13. The compound of claim 12 , wherein R 3 is S(O) 2 CH 3 .
14. The compound of claim 2 , wherein R 3 is an unsubstituted C 1-8 haloalkyl.
15. The compound of claim 14 , wherein R 3 is CF 3 , CHF 2 or CF 2 CH 3 .
16. The compound of claim 6 , wherein R 3 is H.
17. The compound of claim 6 , wherein R 3 is an unsubstituted C 1-8 alkyl.
18. The compound of claim 17 , wherein R 3 is CH 3 , CH(CH 3 ) 2 or C(CH 3 ) 3 .
19. The compound of claim 6 , wherein R 3 is halo.
20. The compound of claim 19 , wherein R 3 is F or Cl.
21. The compound of claim 6 , wherein R 3 is unsubstituted sulfonyl.
22. The compound of claim 21 , wherein R 3 is S(O) 2 CH 3 .
23. The compound of claim 6 , wherein R 3 is an unsubstituted C 1-8 haloalkyl.
24. The compound of claim 23 , wherein R 3 is CF 3 , CHF 2 or CF 2 CH 3 .
25. The compound of claim 1 , wherein the compound of Formula (I) is selected from the group consisting of:
or a pharmaceutically acceptable salt of any of the foregoing.