Bicyclic 4-aralkylaminopyrimidine derivatives as tyrosine...

Details Bicyclic 4-aralkylaminopyrimidine derivatives as tyrosine... Bicyclic 4-aralkylaminopyrimidine derivatives as tyrosine...

C - Chemistry, Metallurgy

07

D

C07D 239/94 (2006.01) A61K 31/505 (2006.01) C07D 403/12 (2006.01) C07D 473/34 (2006.01)

Patent

CA 2228492

Novel and known bicyclic 4-aralkylaminopyrimidine derivatives of formula (I) wherein A is a benzene or imidazole ring; B is a benzene, tetralin, indane or 2-oxindole ring R is (C1-C4)perfluoroalkyl, phenyl, phenyl-(C1-C4)alkyl, hydroxy-(C1-C4)alkyl, (C1- C4)alkoxy-(C1-C4)alkyl, (C2-C4)acyloxy-(C1-C4)alkyl, halobenzoyloxy-(C1- C4)alkyl, carboxy, carbamoyl, (C1-C4)alkoxycarbonyl, cyano, (C1-C4)alkylcarbonyl, carboxy-(C1-C4)alkyl, carbamoyl-(C1-C4)alkyl, (C1- C4)alkoxycarbonyl-(C1-C4)alkyl, halo-(C1-C4)alkyl, amino-(C1- C4)alkyl, mono- or di-(C1-C4)alkylamino-(C1-C4)alkyl, sulfo-(C1-C4)alkyl or sulfamido-(C1-C4)alkyl; each of R1 and R2, which may be the same or different, is hydrogen, C1-C4 alkyl, C1-C4 alkoxy, halogen or -NR5R6 in which each of R5 and R6, which may be the same or different, is H or C1-C4 alkyl; each of R3 and R4, which may the same or different, is hydrogen, C1-C4 alkyl, halogen, hydroxy, C1-C4 alkoxy, C1-C4 alkoxycarbonyl, nitro, cyano or CF3; and the pharmaceutically acceptable salts thereof, are tyrosine kinase inhibitors.

L'invention concerne des dérivés de 4-aralkylaminopyrimidine bicycliques nouveaux et connus présentant la formule (I). Dans cette dernière, A représente un noyau benzène ou imidazole; B est un noyau benzène, tétralin, indane ou 2-oxindole; R représente perfluoroalkyl (C1-4), phényle, phényle-alkyle (C1-C4), hydroxy-alkyle (C1-C4), alkoxy (C1-C4)-alkyle (C1-C4), acyloxy (C2-C4) - alkyle (C1-C4), halobenzoyloxy - alkyle (C1-C4), carboxy, carbamoyl, alkoxycarbonyle (C1-C4), cyano, alkylcarbonyle (C1-C4), carboxy-alkyle (C1-C4), carbamoyle - alkyle (C1-C4), alkoxycarbonyle (C1-C4) - alkyle (C1-C4), halo - alkyle (C1-C4), amino - alkyle (C1-C4), mono- ou di- alkylamino (C1-C4) - alkyle (C1-C4), sulfo - alkyle (C1-C4) ou sulfamido - alkyle (C1-C4). R1 et R2 qui peuvent être égaux ou différents, représentent hydrogène, alkyle C1-C4, alkoxy C1-C4, halogène ou -NR5R6 où R5 et R6 qui peuvent être égaux ou différents, représentent chacun H ou alkyle C1-C4 R3 et R4 qui peuvent être égaux ou différents, représentent chacun hydrogène, alkyle C1-C4, halogène, hydroxy, alkoxy C1-C4, alkoxycarbonyle C1-C4, nitro, cyano ou CF3. L'invention traite aussi des sels pharmaceutiquement acceptables de ces derniers. Ces composés présentent une grande utilité comme inhibiteurs de la tyrosine kinase.

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