Novel ansamycin derivatives

Details Novel ansamycin derivatives Novel ansamycin derivatives

C - Chemistry, Metallurgy

07

D

C07D 225/06 (2006.01) A61K 31/395 (2006.01) A61P 35/00 (2006.01)

Patent

CA 2620023

There are provided inter alia derivatives of a benzenoid ansamycin which contain a 1,4-dihydroxyphenyl moiety bearing at position 6 an amino carboxy substituent, in which position 2 and the carboxy substituent at position 6 are connected by an aliphatic chain of varying length characterised in that one or both of the 1-hydroxy and the 4-hydroxy position(s) of the phenyl ring are independently derivatised by an aminoalkyleneaminocarbonyl group, which alkylene group, which may optionally be substituted by alkyl groups, has a chain length of 2 or 3 carbons and which derivatising group(s) increase the water solubility and/or the bioavailability of the parent molecule but which are capable of being removed in-vivo. Such compounds are described for the treatment of cancer or B-cell malignancies.

La présente invention concerne des dérivés inter alia d~ansamycine benzénoïde qui contient un fragment de 1,4-dihydroxyphényl portant à la position 6 un substituant amino carboxy, dans lequel la position 2 et le substituant carboxy à la position 6 sont joints par une chaîne aliphatique de longueur variée qui se caractérise par le fait qu~une ou que les deux position(s) 1-hydroxy et 4-hydroxy de l~anneau phényle sont dérivées indépendamment par un groupe aminoalkylènéaminocarbonyle, dont le groupe alkylène, qui peut optionnellement être substitué par des groupes alkyles, comporte une longueur de chaîne de 2 ou 3 carbones et dont les groupes dérivants augmentent la solubilité de l'eau et/ou la biodisponibilité de la molécule parente mais qui peuvent être déplacées in-vivo. De tels composés sont décrits pour le traitement du cancer ou des malignités des lymphocytes B.

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