Novel imidazoles with anti-inflammatory activity

C - Chemistry – Metallurgy – 07 – D

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C07D 233/54 (2006.01) A61K 31/4164 (2006.01) A61K 31/4439 (2006.01) C07D 233/60 (2006.01) C07D 233/64 (2006.01) C07D 233/66 (2006.01) C07D 401/04 (2006.01)

Patent

CA 2346847

Compounds of formula I wherein: one of X or Y represents N and the other represents C; R1 represents hydrogen, methyl, halogen, cyano, nitro, -CHO, -COCH3 or -COOR4; R2 represents optionally-substituted aryl or heteroaryl; R3 represents C1-8 alkyl, C1-8 haloalkyl or -NR4R6; R4 represents hydrogen, C1-8 alkyl or arylC0-8 alkyl; R6 represents hydrogen, C1-8 alkyl, arylC1-8 alkyl, -COR8 or -COOR8; R8 represents C1-8 alkyl or C1-8 haloalkyl; aryl in the above definitions represents phenyl or naphthyl; and heteroaryl in the above definitions represents pyridine, pyrazine, pyrimidine or pyridazine, which can be optionally fused to a benzene ring. These compounds are useful as cyclooxygenase-2 inhibitors. (see formula I)

L'invention concerne des composés de formule (I) dans laquelle X ou Y représente soit N soit C; R1 représente un hydrogène, méthyle, halogène, cyano, nitro, -CHO, -COCH3 ou -COOR4; R2 représente un aryle ou un hétéroaryle éventuellement substitué; R3 représente un groupe alkyle C1-8, haloalkyle C1-8 ou -NR4R6; R4 représente un hydrogène, alkyle C1-8 ou aryle C0-8 alkyle; R6 représente un hydrogène, alkyle C1-8, aryle C1-8 alkyle, -COR8 ou -COOR8; R8 représente un alkyle C1-8 ou haloalkyle C1-8; l'aryle tel que défini ci-dessus représente un phényle ou naphtyle; et l'hétéroaryle tel que défini ci-dessus représente une pyridine, pyrazine, pyrimidine ou pyridazine qui peuvent être éventuellement condensées avec un noyau benzénique. Ces composés sont utilisés comme inhibiteurs de la cyclo-oxygénase-2.

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