Bioreductively-activated prodrugs

C - Chemistry – Metallurgy – 07 – H

Patent

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Details

C07H 19/06 (2006.01) A61K 31/7052 (2006.01) A61P 35/00 (2006.01) C07H 19/10 (2006.01) C07H 19/16 (2006.01) C07H 19/20 (2006.01)

Patent

CA 2581450

The present invention relates to a compound of formula (1), or a pharmaceutically acceptable salt thereof, Formula: (1); wherein: R1 is a substituted aryl or heteroaryl group bearing at least one nitro or azido group or is an optionally substituted benzoquinone, optionally substituted naphthoquinone or optionally substituted fused heterocycloquinone; R2 is H, optionally substituted alkyl, optionally substituted alkenyl, optionally substituted alkynyl, optionally substituted cycloalkyl, optionally substituted heterocycloalkyl, aryl or heteroaryl; and R3 is selected such that R3NH2 represents a cytotoxic nucleoside analogue or an ester or phosphate ester prodrug of a cytotoxic nucleoside analogue, with the proviso that if R1 is an aryl group then R2 is not H.

La présente invention concerne un composé de formule (1), ou un sel acceptable du point de vue pharmaceutique de celui-ci, Formule : (1) ; dans laquelle : R1 est un groupe aryle ou hétéroaryle substitué portant au moins un groupe nitro ou azido ou R1 est une benzoquinone substituée, une naphtoquinone facultativement substituée ou une hétérocycloquinone fusionnée facultativement substituée ; R2 est H, un alkyle facultativement substitué, un alcényle facultativement substitué, un alcynyle facultativement substitué, un cycloalkyle facultativement substitué, un hétérocycloalkyle facultativement substitué, un aryle ou un hétéroaryle ; et R3 est sélectionné de façon à ce que R3NH2 représente un analogue de nucléoside cytotoxique ou un promédicament de type ester ou ester de phosphate d'un analogue de nucléoside cytotoxique, à condition que si R1 est un groupe aryle alors R2 ne soit pas H.

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