Tricyclic analgesics

C - Chemistry – Metallurgy – 07 – D

Patent

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Details

C07D 221/00 (2006.01) C07D 221/20 (2006.01)

Patent

CA 2376076

A tricyclic compound of Formula (I): wherein: R1 is hydrogen or hydroxy; R2 is hydrogen or hydroxy; or R1 and R2 together are oxygen; A is a bond, CH2, CH CH3, CH2 CH2 or C(CH3)2; R3 and R4 are the same or different and are hydrogen, halo, C1-C6 alkyl, C1-C4 alkoxy, trifluoromethyl, NO2, COR6, COOR6 or NR6R7, wherein R6 and R7 are the same or different and are hydrogen, C1-C6 alkyl or benzyl; R5 is hydrogen, C1-6 alkyl, C2-6 alkenyl, C3-6 cycloalkyl, (O=C)-C1-6 alkyl, (O=C)-C2-6 alkenyl, (O=C)-C3-6 cycloalkyl, wherein said alkyl, alkenyl and cycloalkyl groups can be substituted by 1, 2 or 3 groups selected from halo, C3-C6 cycloalkyl, phenyl or substituted phenyl, and salts thereof, are particularly useful for treating, among other indications, neuropathic pain and other CNS disorders.

Cette invention concerne un composé tricyclique de formule I dans laquelle: R?1¿ est hydrogène ou hydroxy; R?2¿ est hydrogène ou hydroxy; ou R?1¿ et R?2¿ ensemble sont oxygène; A est une liaison, CH¿2?, CH CH¿3?, CH¿2? CH¿2? ou C(CH¿3?)¿2?; R?3¿ et R?4¿ sont identiques ou différents et sont hydrogène, halo, alkyle en C¿1?-C¿6?, alcoxy en C¿1?-C¿4?, trifluorométhyle, NO¿2?, COR?6¿, COOR?6¿ ou NR?6¿R?7¿, R?6¿ et R?7¿ étant identiques ou différents et étant hydrogène, alkyle en C¿1?-C¿6? ou benzyle; R?5¿ est hydrogène, alkyle en C¿1-6?, alcényle en C¿2-6?, cycloalkyle en C¿3-6?, (O=C)-C¿1-6? alkyle, (O=C)-C¿2-6? alcényle, (O=C)-C¿3-6? cycloalkyle, les dits groupes alkyle, alcényle et cycloalkyle pouvant être substitués par des groupes 1, 2 ou 3 pris dans halo, cycloalkyle en C¿3?-C¿6?, phényle or phényle substitué. Ce composé et ses sels conviennent particulièrement pour le traitement, entre autres choses des douleurs neuropathiques et autres troubles du système nerveux central.

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