Benzazine derivatives as phosphodiesterase 4 inhibitors

Details Benzazine derivatives as phosphodiesterase 4 inhibitors Benzazine derivatives as phosphodiesterase 4 inhibitors

C - Chemistry, Metallurgy

07

D

C07D 401/06 (2006.01) A61K 31/47 (2006.01)

Patent

CA 2344694

Compounds of formula (I) wherein A is a heterocycle containing a nitrogen atom and optionally unsaturated and optionally further substituted by an oxo group (=O); R is hydrogen, cyano, (C1-4)alkoxycarbonyl, carbamoyl; optionally substituted (C4-7)-cycloalkyl, aryl or heterocycle; (C1-8)alkyl, (C2-8)alkenyl or (C2-8)alkynyl optionally branched and/or substituted by (C4-7)cycloalkyl, aryl or heterocycle; aryloxy, heterocyclyloxy, aryl-(C1-4)alkoxy, heterocyclyl(C1-4)alkoxy, amino substituted by one or two (C1-4)alkyl group(s), aryl-amino, heterocyclyl-amino, aryl(C1-4)alkyl-amino, heterocyclyl(C1-4)alkylamino; Y is methylene or ethylene; W is an optionally substituted aryl or heterocycle; R1 is hydrogen, (C4-7)cycloalkyl or a (C1- 8)alkyl, (C2-8)alkenyl or (C2-8)alkynyl group optionally substituted by hydroxy, oxo, (C4-7)cycloalkyl, aryl or heterocycle, and optionally interrupted by one or more heteroatom(s) or heterogroup(s); R2 is a (C1- 6)alkyl or polyfluoro(C1-6)alkyl group; the NO derivatives and the pharmaceutically acceptable salts thereof are described. The compounds of formula (I) are PDE 4 inhibitors.

L'invention concerne des composés de formule (I) dans laquelle A représente un hétérocycle contenant un atome d'azote et facultativement insaturé et facultativement substitué à nouveau par un groupe oxo (=O); R représente hydrogène, cyano, alcoxycarbonyle (C¿1-4?), carbamoyle; cycloalkyle-(C¿4-7?) facultativement substitué, aryle ou un hétérocycle; alkyle (C¿1-8?), alcényle (C¿2-8?) ou alkynyle (C¿2-8?) facultativement ramifié et/ou substitué par cycloalkyle (C¿4-7?), aryle ou un hétérocycle; aryloxy, hétérocyclyloxy, aryle-(C¿1-4?) alcoxy, hétérocyclyle (C¿1-4?) alcoxy, amino substitué par un ou deux groupes alkyle (C¿1-4?), arylamino, hétérocyclyl-amino, aryle (C¿1-4?) alkyl-amino, hétérocyclyle (C¿1-4?) alkylamino; Y représente méthylène ou éthylène; W représente un aryle facultativement substitué ou un hétérocycle; R?1¿ représente hydrogène, cycloalkyle (C¿4-7?) ou un alkyle (C¿1-8?), un groupe alcényle (C¿2-8?) ou alkynyle (C¿2-8?) facultativement substitué par hydroxy, oxo, cycloalkyle (C¿4-7?), aryle ou un hétérocycle, et facultativement interrompu par un ou plusieurs hétéroatomes ou hétérogroupes; R¿2? représente un groupe alkyle (C¿1-6?) ou perfluoro (C¿1-6?) alkyle; les dérivés N?O et leurs sels acceptables sur le plan pharmaceutique. Les composés de la formule (I) sont des inhibiteurs de PDE 4.

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