6-phenyltetrahydro-1,3-oxazin-2-one derivatives and...

C - Chemistry – Metallurgy – 07 – D

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C07D 265/10 (2006.01) A61K 31/535 (2006.01) C07D 413/04 (2006.01) C07D 413/06 (2006.01) C07D 413/12 (2006.01) C07D 417/04 (2006.01) C07D 417/12 (2006.01)

Patent

CA 2262502

A 6-phenyltetrahydro-1,3-oxazin-2-one derivative having the formula (I): (See formula I): wherein, R1 is an unsubstituted or substituted C1 to C8 alkyl group; an unsubstituted or substituted C3 to C7 cycloalkyl group;, etc., R2 is a C1 to C4 alkyl group, R3 is H; an unsubstituted or substituted C1 to C5 alkyl group; etc., R4 is H; an unsubstituted or substituted C1 to C6 alkyl group, and R5 and R6 are independently a hydrogen atom; an unsubstituted or substituted C1 to C5 alkyl group; etc. an optical isomer thereof, or a pharmacologically acceptable salt thereof, or a hydrate or a solvate thereof and pharmaceutical compositions containing the same, in particular a drug for the prevention or treatment of inflammatory diseases and a drug for asthma. The above 6-phenyltetrahydro-1,3-oxazin-2-one derivative has a strong type IV PDE inhibitory activity and has a bronchiodilator and antiinflammatory effects.

L'invention concerne des dérivés de 6-phényltétrahydro-1,3-oxazine-2-one représentés par la formule générale (I) et présentant un effet inhibiteur de la phosphodiestérase IV. L'invention traite aussi de substances ayant une activité optique, des sels pharmacologiquement acceptables de ces derniers ou leurs hydrates ou leurs solvates, et de compositions médicinales à base de ces composés, et en particulier, de produits prophylaxiques ou thérapeutiques pour les maladies inflammatoires et de produits anti-asthmatiques. Dans la formule (I) R1 représente alkyle C1-8 éventuellement substitué, cycloalkyle C3-7 éventuellement substitué; R2 représente alkyle C1-4; R3 représente H, alkyle C1-5 éventuellement substitué, etc.. R4 représente H ou alkyle C1-6 éventuellement substitué; et R5 et R6 représentent indépendamment chacun H, alkyle C1-5 éventuellement substitué, etc.. Ces dérivés présentent des effets puissants d'inhibition de la phosphodiestérase (PED) IV ainsi que des effets bronchodilatateurs et anti-inflammatoires.

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