BICYCLIC ANALGESIC COMPOUNDS
Analgesic compounds for treatment of pain or fever that include a bicyclopentane moiety linked to an amine, combinations of the compounds with opioid analgesic drugs, and methods for treating pain or fever by administering a compound described herein.
1 . A method for reducing or at least partially preventing pain or fever comprising administering an effective amount of a compound of Formula (I), or a pharmaceutically acceptable salt thereof, wherein Formula (I) has the structure:
wherein
R 1 is H, —CH 3 , —CF 3 or a substituted or unsubstituted (C 2 to C 5 ) alkyl;
R 2 is H or —C(═Y)R 4 ;
R 3 is H, F, D, hydroxy, NH 2 , a (C 1 to C 10 ) alkoxy, a substituted or unsubstituted (C 1 to C 30 ) alkyl, a substituted or unsubstituted (C 2 to C 30 ) alkenyl, a substituted or unsubstituted (C 2 to C 30 ) alkynyl, a substituted or unsubstituted (C 3 to C 30 ) cycloalkyl, a substituted or unsubstituted (C 3 to C 30 ) cycloalkenyl, a substituted or unsubstituted (C 8 to C 30 ) cycloalkynyl, a substituted or unsubstituted (C 6 to C 30 ) aryl, a substituted or unsubstituted heteroaryl, a substituted or unsubstituted heterocyclyl, a substituted or unsubstituted aryl(C 1-6 alkyl), a substituted or unsubstituted heteroaryl(C 1-6 alkyl), a substituted or unsubstituted —N-linked amido, —(C═O)L or —O(C═O)R 5 , wherein —(C═O)L is a hydrolyzable prodrug ester leaving group,
R 4 is a substituted or unsubstituted (C 1 to C 10 ) alkyl;
R 5 is a substituted or unsubstituted (C 1 to C 6 ) alkyl, a substituted or unsubstituted aryl(C 1-6 alkyl) or
and
Y is S or O.
2 .- 41 . (canceled)
42 . A compound of Formula (I), or a pharmaceutically acceptable salt thereof:
wherein
R 1 is H, —CH 3 , —CF 3 , or a substituted or unsubstituted (C 2 to C 5 ) alkyl;
R 2 is —C(═Y)R 4 ; and
R 3 is H, F, D, hydroxy, NH 2 , a (C 1 to C 10 ) alkoxy, a substituted or unsubstituted (C 1 to C 30 ) alkyl, a substituted or unsubstituted (C 2 to C 30 ) alkenyl, a substituted or unsubstituted (C 2 to C 30 ) alkynyl, a substituted or unsubstituted (C 3 to C 30 ) cycloalkyl, a substituted or unsubstituted (C 3 to C 30 ) cycloalkenyl, a substituted or unsubstituted (C 8 to C 30 ) cycloalkynyl, a substituted or unsubstituted (C 6 to C 30 ) aryl, a substituted or unsubstituted heteroaryl, a substituted or unsubstituted heterocyclyl, a substituted or unsubstituted aryl(C 1-6 alkyl), a substituted or unsubstituted heteroaryl(C 1-6 alkyl), a substituted or unsubstituted —N-linked amido, —(C═O)L or —O(C═O)R 5 , wherein —(C═O)L is a hydrolyzable prodrug ester leaving group; or
R 1 is H, —CH 3 , —CF 3 , or a substituted or unsubstituted (C 2 to C 5 ) alkyl;
R 2 is H;
R 3 is H, D, a (C 1 to C 10 ) alkoxy, a substituted (C 1 to C 10 ) alkyl, an unsubstituted (C 2 to C 30 ) alkyl, a substituted or unsubstituted (C 2 to C 30 ) alkenyl, a substituted or unsubstituted (C 2 to C 30 ) alkynyl, a substituted or unsubstituted (C 3 to C 30 ) cycloalkyl, a substituted or unsubstituted (C 3 to C 30 ) cycloalkenyl, a substituted or unsubstituted (C 8 to C 30 ) cycloalkynyl, a substituted (C 6 to C 30 ) aryl, an unsubstituted (C 7 to C 30 ) aryl, a substituted or unsubstituted heteroaryl, a substituted or unsubstituted heterocyclyl, a substituted or unsubstituted aryl(C 1-6 alkyl), a substituted or unsubstituted heteroaryl(C 1-6 alkyl), a substituted or unsubstituted —N-linked amido or —O(C═O)R 5 ;
R 4 is or a substituted or unsubstituted (C 1 to C 10 ) alkyl;
R 5 is a substituted or unsubstituted (C 1 to C 6 ) alkyl, a substituted or unsubstituted aryl(C 1-6 alkyl) or
and
Y is S or O; and
with the proviso that when R 3 hydrogen, then R 1 and R 2 cannot both be hydrogen.
43 .- 72 . (canceled)
73 . A pharmaceutical composition comprising an effective amount of a compound of claim 42 , or a pharmaceutically acceptable salt thereof, and a pharmaceutically acceptable carrier, diluent, excipient or combination thereof.