Novel pyrimidine nucleoside compound or salt thereof

Details Novel pyrimidine nucleoside compound or salt thereof Novel pyrimidine nucleoside compound or salt thereof

C - Chemistry, Metallurgy

07

H

C07H 19/06 (2006.01) A61K 31/7068 (2006.01) A61P 35/00 (2006.01) C07F 7/10 (2006.01)

Patent

CA 2596060

A novel pyrimidine nucleoside compound, or its salt, of the general formula: (1) wherein one of X and Y is a cyano while the other is a hydrogen atom; and one of R1 and R2 is a hydrogen atom, a carbonyl having an alkyl monosubstituted with amino, or a group of the formula (R3)(R4)(R5)Si- while the other is a silyl of the formula (R6)(R7)(R8)Si-, or alternatively R1 and R2 together represent a group of the formula -Si(R9)(R10)- and may form a six- membered cyclic group, provided that each of R3, R4, R5, R6, R7 and R8 is an alkyl, a cycloalkyl, an aryl or an alkyl substituted with one or two aryls, and that R9 and R10 are alkyls. The provided novel pyrimidine nucleoside compounds exhibit antitumor efficacy higher than those of conventional pyrimidine nucleoside compounds.

La présente invention a pour objet un nouveau nucléoside dérivé de la pyrimidine, ou son sel, de formule générale : (1) où l'un des groupements X et Y est un groupement cyano tandis que l'autre est un atome d'hydrogène ; et l'un des groupements R1 et R2 est un atome d'hydrogène, un groupement carbonyle portant un groupement alkyle monosubstitué par un amino, ou un groupement de formule (R3)(R4)(R5)Si- tandis que l'autre est un groupement silyle de formule (R6)(R7)(R8)Si-, R1 et R2 pouvant, de façon alternative, représenter ensemble un groupement de formule -Si(R9)(R10)- et former un groupement cyclique à six chaînons, à la condition que chacun des groupements R3, R4, R5, R6, R7 et R8 soit un groupement alkyle, cycloalkyle, aryle ou alkyle substitué par un ou deux aryles, et que les groupements R9 et R10 soient des groupements alkyle. Les nouveaux nucléosides selon l'invention présentent une activité antitumorale plus élevée que celle des nucléosides dérivés de pyrimidine conventionnels.

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