Novel heterocyclyl-substituted...

C - Chemistry – Metallurgy – 07 – D

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C07D 221/12 (2006.01) A61K 31/473 (2006.01) C07D 401/10 (2006.01) C07D 417/10 (2006.01)

Patent

CA 2557730

Compounds of formula (I) in which R1 is hydroxyl, 1-4C-alkoxy, 3-7C- cydoalkoxy, 3-7C-cydoalkylmethoxy, 2,2-difluoroethoxy, or completely or predominantly fluorine-substituted 1-4C-alkoxy, R2 is hydroxyl, 1-4C-aikoxy, 3- 7C-cydoalkoxy, 3-7C-cydoalkylmethoxy, 2,2-difluoroethoxy, or completely or predominantly fluorine-substituted 1-4C-alkoxy, or in which R1 and R2 together are a 1-2C-alkylenedioxy group, R3 is hydrogen or 1-4C-alkyl, R31 is hydrogen or 1-4C-alkyl, either, in a first embodiment (embodiment a) according to the present invention, R4 is -O-R41, in which R41 is hydrogen, 1-4C-aikyl,1-4C- alkoxy-1-4C-alkyl, hydroxy-2-C-alkyl, 1-7C-alkylcarbonyl, or completely or predominantly fluorine-substituted 1-4C-alkyl, and R5 is hydrogen or 1-4C- alkyl, or, in a second embodiment (embodiment b) according to the present invention, R4 Is hydrogen or 1-4C-alkyl, and R5 is -O-R51, in which R51 Is hydrogen, 1-4C-alkyl, 1-4C-alkoxy-1-4C-alkyl, hydroxy-2-4C-alkyl. 1-7C- alkylcarbonyl, or completely or predominantly fluorine-substituted 1-4C-alkyl, R6 is hydrogen, halogen, 1-4C-alkyl or 1.4C-alkoxy, R7 is Het1, Het2, Hart, Het3 or Har2, In which.

L'invention concerne des composés de formule (I). Dans cette formule, R1 désigne hydroxyl, alcoxy C¿1-4?, cycloalcoxy C¿3-7?, cydoalkylméthoxy C¿3-7?; 2,2-difluoroéthoxy, ou un alcoxy C¿1-4? complètement ou principalement substitué par du fluorure, R2 désigne hydroxyl, alcoxy C¿1-4?, cycloalcoxy C¿3-7?, cycloalkylméthoxy C¿3-7?; 2,2-difluoroéthoxy, ou R1 et R2 désignent ensemble un groupe aklylènedioxy C¿1-2?, R3 désigne hydrogène ou alkyle C¿1-4?, R31 désigne hydrogène ou alkyle C¿1-4?, soit, dans un premier mode de réalisation (mode de réalisation a) selon l'invention, R4 désigne -O-R41, R41 désigne hydrogène, alkyle C¿1-4?, alcoxy C¿1-4?-alkyle C¿1-4?, hydroxyalkyle C¿2-4?, alkyle carbonyle C¿1-7?, un alkyle C¿1-4? complètement ou principalement substitué par du fluore, et R5 désigne hydrogène ou alkyle C¿1-4?, ou, dans une second mode de réalisation (mode de réaliation b) selon l'invention, R4 désigne hydrogène ou alkyl C¿1-4?, et R5 désigne -O-R51, R51 désigne hydrogène, alkyle C¿1-4?, alcoxy C¿1-4?-alkyle C¿1-4?, hydroxyalkyle C¿2-4?, alkyle carbonyle C¿1-7?, ou un alkyle C¿1-4 ?complètement ou principalement substitué par du fluore, R6 désigne hydrogène, halogène, alkyle C¿1-4? ou alcoxy C¿1-4?, R7 désigne Het1, Het2, Hart, Het3 ou Har2. Les composés de l'invention sont de nouveaux inhibiteurs efficaces de PDE4.

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