Substituted 2-quinolyl-oxazoles useful as pde4 inhibitors

Details Substituted 2-quinolyl-oxazoles useful as pde4 inhibitors Substituted 2-quinolyl-oxazoles useful as pde4 inhibitors

C - Chemistry, Metallurgy

07

D

C07D 413/14 (2006.01) A61K 31/4709 (2006.01) A61K 31/496 (2006.01) A61K 31/497 (2006.01) A61K 31/498 (2006.01) A61K 31/501 (2006.01) A61K 31/506 (2006.01) A61K 31/519 (2006.01) C07D 401/04 (2006.01) C07D 405/04 (2006.01) C07D 405/14 (2006.01) C07D 409/14 (2006.01) C07D 413/04 (2006.01) C07D 417/04 (2006.01) C07D 417/14 (2006.01)

Patent

CA 2565599

The invention claims compounds of the: (formula I); wherein: (formula II) is a 5-membered heteroaryl; X is S or O; R1 is H, alkyl, cycloalkyl, cylcoalkylalkyl-, -CH2F, -CHF2, -CF3, -C(O)alkyl or -C(O)NR18R19; R3 and R4 H, alkyl, hydroxyalkyl or -C(O)Oalkyl; R5 and R6 are H, alkyl, hydroxyalkyl, alkoxyalkyl, mercaptoalkyl, -CH2F, -CHF2, -CF3, -C(O)OH or -C(O)Oalkyl; R7 is H, alkyl, alkenyl, hydroxyalkyl, cycloalkyl, alkoxyalkyl, aminoalkyl, (R17- phenyl)alkyl or -CH2-C(O)-O-alkyl; and R8 comprises alkyl, heteroaryl, phenyl or cycloalkyl, or heterocycloalkyl, all optionally substituted, or a cycloalkyl- or heterocycloalkyl-substituted amide; or R7 and R8 and the nitrogen to which they are attached together form an optionally substituted ring; and the remaining variables are as defined in the specification. Also claimed are pharmaceutical compositions, the use of the compounds as PDE4 inhibitors, and combinations with other actives.

L'invention est constituée de composés de : (formule I) où : (formule II) est un hétéroaryle à 5 éléments ; X est S ou O ; R1 est H, de l'alkyle, du cycloalkyle, du cylcoalkylalkyle-, -CH2F, -CHF2, -CF3, -C(O)alkyle ou -C(O)NR18R19 ; R3 et R4 H, alkyle, hydroxyalkyle ou -C(O)Oalkyle ; R5 et R6 sont H, de l'alkyl, de l'hydroxyalkyle, de l'alkoxyalkyle, du mercaptoalkyle, -CH2F, -CHF2, -CF3, -C(O)OH ou -C(O)Oalkyle ; R7 est H, de l'alkyle, de l'alkényle, de l'hydroxyalkyle, du cycloalkyle, de l'alkoxyalkyle, de l'aminoalkyle, (R17-phényle)alkyle ou -CH2-C(O)-O-alkyle ; et R8 comprend de l'alkyle, de l'hétéroaryle, du phényle ou du cycloalkyle ou de l'hétérocycloalkyle, tous substitués optionnellement ou un amide substitué par du cycloalkyle ou de l'hétérocycloalkyle ; ou R7 et R8 et l'azote auxquels ils sont attachés ensemble forme un anneau et l'azote auquel ils sont attachés ensemble forment un anneau optionnellement substitué ; les autres variables sont telles que définies dans la spécification. Sont aussi annoncées des compositions pharmaceutiques, l'utilisation des composés comme inhibiteurs de PDE4 et des combinaisons avec d'autres actifs.

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