Pyridinyl - or pyrimidinyl thiazoles with protein kinase...

C - Chemistry – Metallurgy – 07 – D

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Details

C07D 417/04 (2006.01) A61K 31/506 (2006.01) C07D 417/14 (2006.01)

Patent

CA 2554329

The present invention relates to compounds of formula (I), or a pharmaceutically acceptable salts thereof, wherein: Z1:1 is N or CH; ;Z2 and Z3 are each independently N or CR7; :Rl, R2, R3, R4, R5, R6, and R7 are each independently H, R8, or R9; each R8 is independently a hydrocarbyl group; and each R9 is independently halo, NO2, alkoxy, CN, CF3, S03H, SO2NR10R11, S02R12, NR13R14 (CH2)aCOOR15, (CH2)bCONR16R17, (CH2)CCOR18 or (CH2)dOH; a, b, c and d are each independently 0, 1 2 3 or 4; R10-18 are each independently H or alkyl; provided that when Rl and R2 are both H, Zl is CH; or Z2 is N; or Zl is CH and Z2 is N; and wherein the compound is other than 4-(4,5-dimethylthiazol- 2-yl)-N-(3,4,5~trimethoxyphenyl)-2-pyrimidineamine or 4-(5-(2-hydroxyethyl)-4- methylthiazol-2-yl)~N-(3,4,5-trimethoxyphenyl)-2-pyrimidineamine. Further aspects relate to the use of compounds of formula (I) in the preparation of a medicament for treating one or more disorders selected from a proliferative disorder, a viral disorder, a CNS disorder, diabetes, stroke or alopecia.

La présente invention concerne des composés représentés par la formule (I) ou des sels pharmaceutiquement acceptables de ces composés. Dans cette formule, Z?1¿ désigne N ou CH; Z?2¿ et Z?3¿ désignent chacun indépendamment N ou CR?7¿; R?1¿, R?2¿, R?3¿, R?4¿, R?5¿, R?6¿ et R?7¿ désignent chacun indépendamment H, R?8¿ ou R?9¿; chaque R?8¿ désigne indépendamment un groupe hydrocarbyle; et chaque R?9¿ désigne indépendamment halo, NO¿2?, alcoxy, CN, CF¿3?, SO¿3?H, SO¿2?NR?10¿R?11¿, SO¿2?R?12¿, NR?13¿R?14¿ (CH¿2?)¿a?COOR?15¿, (CH¿2?)¿b?CONR?16¿R?17¿, (CH¿2?)<SB>C </SB>COR?18¿ ou (CH¿2?)¿d?OH, a, b, c et d désignant chacun indépendamment 0, 1, 2, 3 ou 4 et R?10-18 ¿désignant chacun indépendamment H ou alkyle; à condition que lorsque R?1¿ et R?2¿ désignent tous deux H, Z?1¿ désigne CH ou Z?2¿désigne N ou Z?1¿ désigne CH et Z?2¿ désigne N. Selon cette formule, le composé est autre que 4-(4,5-diméthylthiazol-2-yl)-N-(3,4,5-triméthoxyphényl)-2-pyrimidineamine ou 4-(5-(2-hydroxyéthyl)-4-méthylthiazol-2-yl)-N-(3,4,5-triméthoxyphényl)-2-pyrimidineamine. D'autres aspects de cette invention concernent également l'utilisation de composés représentés par la formule (I) dans la préparation d'un médicament servant à traiter un ou plusieurs troubles tels qu'un trouble prolifératif, un trouble viral, un trouble du système nerveux central, le diabète, un accident vasculaire cérébral ou l'alopécie.

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