Pyrazolo [3,4-b] pyridine compounds, and their use as...

C - Chemistry – Metallurgy – 07 – D

Patent

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C07D 471/04 (2006.01) A61K 31/437 (2006.01) A61P 11/00 (2006.01) A61P 29/00 (2006.01) C07D 221/00 (2006.01) C07D 231/00 (2006.01)

Patent

CA 2557004

The invention provides a compound of formula (I) or a salt thereof, wherein Ar has the sub-formula (x) or (z) and wherein R3 is optionally substituted C3- 8cycloalkyl, optionally substituted C5-7 cycloalkenyl, an optionally substituted heterocyclic group (aa), (bb) or (cc), or a bicyclic group (ee); and wherein R4 is H, C1-3 alkyl, C1-2fluoroalkyl, cyclopropyl, CH2OR4a, CH(Me)OR4a, or CH2CH2OR4a; and R5 is inter alia H, C1-8alkyl, C1-8fluoroalkyl, C3-8 cycloalkyl, certain substituted alkyl groups, -(CH2)n13- Het, or optionally substituted phenyl or CH2-Ph; or R4 and R5 taken together are - (CH2)p1- or (CH2)p3 X5 (CH2)p4- ; provided that at least one of R4 and R5 is not a hydrogen atom (H). The invention also provides the use of the compounds as inhibitors of phosphodiesterase type IV (PDE4) and/or for the treatment and/or prophylaxis of inflammatory and/or allergic diseases such as chronic obstructive pulmonary disease (COPD), asthma, rheumatoid arthritis, allergic rhinitis or atopic dermatitis.

L'invention se rapporte à un composé représenté par la formule (I) ou à un sel de ce composé. Dans la formule (I), Ar est représenté par la sous-formule (x) ou (z), et R?3¿ est cycloalkyle C¿3-8 ?éventuellement substitué, cycloalcényle C¿5-7? éventuellement substitué, un groupe hétérocyclique éventuellement substitué (aa), (bb) ou (cc), ou un groupe bicyclique (ee); et R?4¿ est H, alkyle C¿1-3?, fluoroalkyle C¿1-2?, cyclopropyle, -CH¿2?OR?4a¿, -CH(Me)OR?4a¿, ou -CH¿2?CH¿2?OR?4a¿; et R?5¿ est <i>entre autres</i> H, alkyle C¿1-8?, fluoroalkyle C¿1-8?, cycloalkyle C¿3-8?, certains groupes alkyle substitués, -(CH¿2?)¿n??13¿-Het, ou phényle éventuellement substitué ou -CH¿2?-Ph; ou R?4¿ et R?5¿ pris conjointement sont -(CH¿2?)¿p??1¿- ou (CH¿2?)¿p?3 X?5¿ (CH¿2?)¿p??4¿- ; à condition qu'au moins un des groupes que sont R?4 ¿et R?5¿ ne soit pas un atome d'hydrogène (H). L'invention se rapporte également à l'utilisation de ces composés en tant qu'inhibiteurs de la phosphodiestérase de type IV (PDE4) et/ou pour le traitement et/ou la prophylaxie de maladies inflammatoires et/ou allergiques telles que la broncho-pneumopathie chronique obstructive (COPD), l'asthme, la polyarthrite rhumatoïde, la rhinite allergique ou la dermatite atopique.

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