Substituted pyridylmethyl bicyclocarboxyamide compounds

Details Substituted pyridylmethyl bicyclocarboxyamide compounds Substituted pyridylmethyl bicyclocarboxyamide compounds

C - Chemistry, Metallurgy

07

D

C07D 213/40 (2006.01) A61K 31/4406 (2006.01) A61K 31/4409 (2006.01) A61K 31/444 (2006.01) A61P 25/02 (2006.01) A61P 25/04 (2006.01) C07D 401/12 (2006.01)

Patent

CA 2663408

This invention provides a compound of the formula (I): wherein A1 is N and A2 is CR7, or A1 is CR7 and A2 is N; Y1, Y2 and Y3 are each independently CH or N, Y4 and Y5 are each independently CR8 or N, with the proviso that when one of Y1, Y2, Y3, Y4 and Y5 is N, the others are not N; R1 and R2 are each independently hydrogen, halogen, (C1-C6)alkyl, halo(C1-C6)alkyl or hydroxy(C1-C6)alkyl; R3 and R8 are each independently hydrogen, halogen, hydroxy, (C1-C6)alkyl, hydroxy(C1-C6)alkoxy, (C1-C6)alkoxy-(C1-C6)alkyl, (C1-C6)alkoxy-(C1-C6)alkoxy, halo(C1-C6)alkyl, (C1-C6)alkylthio, (C1-C6)alkylsulfinyl or (C1-C6)alkylsulfonyl; R4 is halogen, (C1-C6)alkyl, (C3-C6)cycloalkyl, halo(C1-C6)alkyl, hydroxy(C1-C6)alkyl, halo(C1-C6)alkoxy, hydroxy(C1-C6)alkoxy, (C1-C6)alkoxy-(C1-C6)alkyl, (C1-C6)aIkoxy-(C1-C6)alkoxy, halo(C1-C6)alkylsuIfonyl, halo(C1-C6)alkylsulfinyl, halo(C1-C6)alkylthio, [(C1-C6)alkyl]NH- or [(C1-C6)alkyl]2N-; and R5, R6 and R7 are each independently hydrogen, halogen, (C1-C6)alkyl, hydroxy(C1-C6)alkyI, or (C1-C6)alkoxy; or a pharmaceutically acceptable salt, solvate thereof. These compounds are useful for the treatment of disease conditions caused by overactivation of the VR1 receptor such as pain, or the like in mammal. This invention also provides a pharmaceutical composition comprising the above compound.

L'invention concerne un composé de formule (I), dans laquelle A1 représente N et A2 représente CR7 ou A1 représente CR7 et A2 représente N; Y1, Y2 et Y3 représentent chacun indépendamment CH ou N, Y4 et Y5 représentent chacun indépendamment CR8 ou N, pour autant que lorsque l'un des Y1, Y2, Y3, Y4 et Y5 représente N, les autres ne représentent pas N; R1 et R2 représentent chacun indépendamment hydrogène, halogène, (C1-C6)alkyle, halo(C1-C6)alkyle ou hydroxy(C1-C6)alkyle; R3 et R8 représentent chacun indépendamment hydrogène, halogène, hydroxy, (C1-C6)alkyle, hydroxy(C1-C6)alcoxy, (C1-C6)alcoxy-(C1-C6)alkyle, (C1-C6)alcoxy-(C1-C6)alcoxy, halo(C1-C6)alkyle, (C1-C6)alkylthio, (C1-C6)alkylsulfinyle ou (C1-C6)alkylsulfonyle; R4 représente halogène, (C1-C6)alkyle, (C3-C6)cycloalkyle, halo(C1-C6)alkyle, hydroxy(C1-C6)alkyle, halo(C1-C6)alcoxy, hydroxy(C1-C6)alcoxy, (C1-C6)alcoxy-(C1-C6)alkyle, (C1-C6)aIcoxy-(C1-C6)alcoxy, halo(C1-C6)alkylsuIfonyle, halo(C1-C6)alkylsulfinyle, halo(C1-C6)alkylthio, [(C1-C6)alkyle]NH- ou [(C1-C6)alkyle]2N-; et R5, R6 et R7 représentent chacun indépendamment hydrogène, halogène, (C1-C6)alkyle, hydroxy(C1-C6)alkyIe, ou (C1-C6)alcoxy; ou un sel pharmaceutiquement acceptable, un solvate de celui-ci. Ces composés sont utilisés dans le traitement d'états pathologiques provoqués par une suractivation du récepteur VR1, par exemple la douleur, ou analogue chez un mammifère. L'invention concerne enfin une composition pharmaceutique comprenant le composé susmentionné.

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