Cyanoguanidines as cell proliferation inhibitors

C - Chemistry – Metallurgy – 07 – D

Patent

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C07D 213/75 (2006.01) A61K 31/44 (2006.01)

Patent

CA 2292895

The present invention relates to hitherto unknown compounds of formula (I) or their tautomeric forms, the attachment to the pyridine ring being in the 3- or 4-position, in which formula R1 stands for one or more substituents which can be the same or different and are selected from the group consisting of: hydrogen, halogen, trifluoromethyl, carboxy, C1-C4 alkyl, alkoxy or alkoxycarbonyl, nitro, amino or cyano and Q stands for C4-C20 divalent hydrocarbon radical which can be straight, branched, cyclic, saturated or unsaturated and X stands for carbonyl, carbonylamino, aminocarbonyl, oxycarbonyloxy, oxycarbonyl, carbonyloxy, aminocarbonyloxy, aminothiocarbonyloxy, oxycarbonylamino or oxythiocarbonylamino and Y stands for benzylene or phenylene and R2 stands for one or more substituents which can be the same or different and are selected from the group consisting of: hydrogen, C1-C4 alkyl, hydroxyalkyl or alkoxy, hydroxy, halogen, trifluoromethyl, cyano, carboxamido, sulfamoyl, nitro, amino, carboxy, alkoxycarbonyl or benzyloxy; and pharmaceutically acceptable, non-toxic salts and N-oxides thereof. The present compounds are of value in the human and veterinary practice.

L'invention concerne des composés jusque-là inconnus, de formule (I), leurs formes tautomères, leurs sels et leurs N-oxydes non toxiques pharmaceutiquement acceptables, dans lesquels le noyau pyridine se fixe en position 3 ou 4. Dans la formule (I), R1 représente un ou plusieurs substituants, identiques ou différents, choisis dans le groupe comprenant hydrogène, halogène, trifluorométhyle, carboxy, alkyle C1-C4, alcoxy, alcoxycarbonyle, nitro, amino ou cyano; Q représente un radical hydrocarboné divalent C4-C20 pouvant être droit, ramifié, cyclique, saturé ou insaturé; X représente carbonyle, carbonylamino, aminocarbonyle, oxycarbonyloxy, oxycarbonyle, carbonyloxy, aminocarbonyloxy, aminothiocarbonyloxy, oxycarbonylamino ou oxythiocarbonylamino; Y représente benzylène ou phénylène; et R2 représente un ou plusieurs substituants, identiques ou différents, choisis dans le groupe comprenant hydrogène, alkyle C1-C4, hydroxyalkyle, alcoxy, hydroxy, halogène, trifluorométhyle, cyano, carboxamido, sulfamoyle, nitro, amino, carboxy, alcoxycarbonyle ou benzyloxy. Ces composés sont intéressants en pratique médicale et vétérinaire.

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