Novel dibenzo[b,f]oxepine-10-carboxamides and pharmaceutical...

C - Chemistry – Metallurgy – 07 – C

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C07C 235/40 (2006.01) A61K 31/165 (2006.01) A61K 31/335 (2006.01) A61K 31/395 (2006.01) A61P 25/28 (2006.01) C07D 267/20 (2006.01) C07D 313/14 (2006.01)

Patent

CA 2533174

The present invention pertains to compounds of formula (I) wherein X is O, NH, N(C1-4)alkyl, CO or CHOH, Y is CH or N, A and B are each hydrogen or together form a second bond between the carbon atoms to which they are attached, R1 is hydrogen or (C1-4)alkyl, R2 is optionally substituted (C1-8)alkyl, (C3- 7)cycloalkyl, (C3-7)cycloalkyl(C1-4)alkyl, aryl or heteroaryl, R3 is CH(Re)CONRaRb or (CH2)nNRc,Rd, n is 0, 1 or 2, Ra, Rb, Rc and Rd, independently, are hydrogen or optionally substituted (C1-8)alkyl, (C3- 7)cycloalkyl, (C3-7)cycloalkyl(C1-4)alkyl, (C7-9)bicycloalkyl, 1-aza-(C7- 9)bicycloalkyl, aryl, aryl(C1-4)alkyl, heteroaryl, heteroaryl(C1-4)alkyl or heterocyclyl, or Ra, Rb, Rc and Rd, together with the nitrogen to which they are attached, form an optionally substituted pyrrolidinyl, piperidino, morpholino or piperazinyl group, Re is (C1-8)alkyl, (C1-4)alkoxy(C1-4)alkyl, (C3-7)cycloalkyl or (C3-7)cycloalkyl(C1-4)alkyl, and R4, R5, R6, R7, R8 and R9, independently, are hydrogen, (C1-4)alkyl, (C1-4)alkoxy, (C1-4)alkyl-SO2, cyano, nitro or halogen; to a process for the preparation of such compounds of formula (I), their use as a pharmaceuticals, especially in the treatment of neurological and vascular disorders related to beta-~amyloid generation and/or aggregation, and to pharmaceutical compositions and combinations comprising such compounds of formula (I).

Cette invention se rapporte à des composés représentés par la formule (I) dans laquelle X représente O, NH, N(C¿1-4?)alkyle, CO ou CHOH, Y représente CH ou N, A et B représentent chacun hydrogène ou forment ensemble une seconde liaison entre les atomes de carbone auxquels ils sont fixés, R¿1? représente hydrogène ou (C¿1-4?)alkyle, R¿2? représente (C¿1-8?)alkyle, (C¿3-7?)cycloalkyle, (C¿3-7?)cycloalkyl(C¿1-4?)alkyle, aryle ou hétéroaryle éventuellement substitués, R¿3? représente CH(R¿e?)CONR¿a?R¿b? ou (CH¿2?)¿n?NR¿c?,R¿d?, n est égal à 0, 1 ou 2, R¿a?, R¿b?, R¿c? et R¿d? représentent séparément hydrogène ou (C¿1-8?)alkyle, (C¿3-7?)cycloalkyle, (C¿3-7?)cycloalkyl(C¿1-4?)alkyle, (C¿7-9?)bicycloalkyle, 1-aza-(C¿7-9?)bicycloalkyle, aryle, aryl(C¿1-4?)alkyle, hétéroaryle, hétéroaryl(C¿1-4?)alkyle ou hétérocyclyle éventuellement substitués, ou R¿a?, R¿b?, R¿c? et R¿d? forment avec l'azote auquel ils sont fixés un groupe pyrrolidinyle, pipéridino, morpholino ou pipérazinyle éventuellement substitué, R¿e? représente (C¿1-8?)alkyle, (C¿1-4?)alkoxy(C¿1-4?)alkyle, (C¿3-7?)cycloalkyle ou (C¿3-7?)cycloalkyl(C¿1-4?)alkyle, et R¿4?, R¿5?, R¿6?, R¿7?, R¿8? et R¿9? représentent séparément hydrogène, (C¿1-4?)alkyle, (C¿1-4?)alkoxy, (C¿1-4?)alkyl-SO¿2?, cyano, nitro ou halogène ; à un procédé de préparation de ces composés représentés par la formule (I), à leur utilisation comme agent pharmaceutique, en particulier dans le traitement des troubles neurologiques et vasculaires liés à la production et/ou à l'agrégation des bêta-amyloïdes, et à des compositions et combinaisons pharmaceutiques comprenant ces composés représentés par la formule (I).

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