Mercaptoimidazoles as ccr2 receptor antagonists

Details Mercaptoimidazoles as ccr2 receptor antagonists Mercaptoimidazoles as ccr2 receptor antagonists

C - Chemistry, Metallurgy

07

D

C07D 417/06 (2006.01) A61K 31/422 (2006.01) A61K 31/4245 (2006.01) A61K 31/427 (2006.01) A61K 31/4439 (2006.01) A61K 31/501 (2006.01) A61K 31/502 (2006.01) C07C 211/29 (2006.01) C07D 233/84 (2006.01) C07D 233/90 (2006.01) C07D 401/04 (2006.01) C07D 403/04 (2006.01) C07D 409/04 (2006.01) C07D 413/04 (2006.01) C07D 417/04 (2006.01)

Patent

CA 2566187

The present invention relates to a compound of formula (I) a N-oxide, a pharmaceutically acceptable addition salt, a quaternary amine, a polymorphic form or a stereochemically isomeric form thereof, wherein R1 represents hydrogen, C1-6alkyl, C3-7cycloalkyl, C1-6alkyloxyC1-6alkyl, di(C1- 6alkyl)aminoC1-6alkyl, aryl or heteroaryl; each R2 independently represents halo, C1-6alkyl, C1-6alkyloxy, C1-6alkylthio, polyhaloC1-6alkyl, polyhaloC1- 6alkyloxy, cyano, aminocarbonyl, amino, mono-or di(C1-4alkyl)amino, nitro, aryl or aryloxy; R3 represents hydrogen, cyano, optionally subst ituted C1- 6alkyl, C(=O)-O-R5, C(=O)-NR6aR6b, C(=S)-NR6aR6b, S(=O)2-NR6aR6b or C(=O)-R7; R4 represents hydrogen or C1-6alkyl; n is 1, 2, 3, 4 or 5; Z represents a cyclic ring system. The invention also relates to processes for preparing the compounds of formula (I), their use as CCR2 antagonists and pharmaceutical compositions comprising them.

La présente invention a trait à un composé de formule (I), dans laquelle: R¿1? représente hydrogène, alkyle en C¿1?-C¿6?, cycloalkyle en C¿3?-C¿7?, alkyloxy en C¿1?-C¿6?alkyle en C¿1?C¿6?, di(alkyle en C¿1?-C¿6?)amino alkyle en C¿1?-C¿6?, aryle ou hétéroaryle; chaque R¿2? représente indépendamment halo, alkyle en C¿1?-C¿6?, alkyloxy en C¿1?-C¿6?, alkylthio en C¿1?-C¿6?, polyhaloalkyle en C¿1?-C¿6?, polyhaloalkyloxy en C¿1?-C¿6?, cyano, aminocarbonyle, amino, mono- ou di(alkyle en C¿1?-C¿4?)amino, nitro, aryle ou aryloxy; R¿3? représente hydrogène, cyano, alkyle en C¿1?-C¿6? éventuellement substitué, C(=O)-O-R¿5?, C(=O)-NR¿6a?R¿6b?, C(=S)-NR¿6a?R¿6b?, S(=O)¿2?-NR¿6a?R¿6b? ou C(=O)-R¿7?; R¿4? représente hydrogène ou alkyle en C¿1?-C¿6?; n est 1, 2, 3, 4 ou 5; Z représente un système de noyau cyclique; ainsi qu'un <I>N</I>-oxyde, un sel d'addition pharmaceutiquement acceptable, une amine quaternaire, une forme polymorphe ou une forme stéréochimiquement isomérique de celui-ci. L'invention a également trait à des procédés pour la préparation des composés de formule (I), à leur utilisation en tant qu'antagonistes de CCR2 et à des compositions pharmaceutiques en comportant.

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