Filamin A binding anti-inflammatory and analgesic
View Patent ↗A compound or its pharmaceutically acceptable salt, optionally including both individual enantiomeric forms, a racemate, diastereomers and mixtures thereof, composition and method are disclosed that can provide analgesia and reduce inflammation. A contemplated compound has a structure that corresponds to Formula A, wherein the R group substituents, d, e, f, k, n, m, D, E, F, K, G, P, Q, W, and Z are defined within.
1. A compound or its pharmaceutically acceptable salt, wherein said compound corresponds in structure to Formula II
wherein D and F are the same and are CH 2 ,
circle A is an aromatic or heteroaromatic ring system containing one ring or two fused rings;
W is O;
X is —S(O) 2 —;
R 1 represents up to three substituent groups that themselves are the same or different, R 1a , R 1b , and R 1c ,
wherein each of those three groups, R 1a-c , is separately selected from the group consisting of H, C 1 -C 6 hydrocarbyl, C 1 -C 6 hydrocarbyloxy, C 1 -C 6 hydrocarbyl-oxycarbonyl, trifluoromethyl, trifluoromethoxy, C 1 -C 7 hydrocarboyl, hydroxy-, trifluoromethyl- or halogen-substituted C 1 -C 7 hydrocarboyl, C 1 -C 6 hydrocarbylsulfonyl, C 1 -C 6 hydrocarbyloxysulfonyl, halogen, nitro, phenyl, cyano, carboxyl, C 1 -C 7 hydrocarbyl carboxylate, carboxamide or sulfonamide wherein the amido nitrogen in either group has the formula NR 3 R 4 wherein R 3 and R 4 are the same or different and are H, C 1 -C 4 hydrocarbyl, or R 3 and R 4 together with the depicted nitrogen form a 5-7-membered ring that optionally contains 1 or 2 additional hetero atoms that independently are nitrogen, oxygen or sulfur, MAr, where M is —CH 2 —, —O— or —N═N— and Ar is a single-ringed aryl or heteroaryl group, and NR 5 R 6 wherein R 5 and R 6 are the same or different and are H, C 1 -C 4 hydrocarbyl, C 1 -C 4 acyl, C 1 -C 4 hydrocarbylsulfonyl, or R 5 and R 6 together with the depicted nitrogen form a 5-7-membered ring that optionally contains 1 or 2 additional hetero atoms that independently are nitrogen, oxygen or sulfur; and
R 2 is C 1 -C 6 hydrocarbyl.
2. The compound or its pharmaceutically acceptable salt according to claim 1 , wherein circle A is selected from the group consisting of phenyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, triazinyl (1,3,5-triazinyl, 1,2,4-triazinyl and 1,2,3-triazinyl), furanyl, thienyl, oxazolyl, isoxazolyl, thiazolyl, isothiazolyl, naphthyl, benzofuranyl, isobenzofuranyl, benzothiophenyl, isobenzothiophenyl, benzoxazolyl, benzisoxazole, quinolyl, isoquinolyl, quinazolyl, cinnolinyl, quinoxalinyl, naphthyridinyl, and benzopyrimidinyl.
3. The compound or its pharmaceutically acceptable salt according to claim 1 , wherein said compound corresponds in structure to a formula selected from the group consisting of:
4. A pharmaceutical composition comprising an analgesic effective amount of a compound of claim 1 dissolved or dispersed in a physiologically tolerable carrier.