Esters of 5-aminolevulinic acid as photosensitizing agents...

C - Chemistry – Metallurgy – 07 – C

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C07C 229/22 (2006.01) A61K 31/195 (2006.01) A61K 41/00 (2006.01) A61K 49/00 (2006.01) A61P 35/00 (2006.01) C07D 213/30 (2006.01)

Patent

CA 2416307

The invention provides compounds for use in photochemotherapy or diagnosis, said compounds being branched alkyl esters or substituted alkyl esters of 5- aminolevulinic acid, or derivatives or pharmaceutically acceptable salts thereof. In particular, the invention provides compounds of formula (I): R22N- CH2COCH2CH2CO-OR1 (wherein R1 represents an optionally substituted branched alkyl (e.g. C5-30 alkyl) group, or a substituted alkyl group; R2, each of which may be the same or different, represents a hydrogen atom or an optionally substituted alkyl group, preferably a group R1; wherein said substituents are selected from hydroxy, alkoxy, acyloxy, alkoxycarbonyloxy, amino, aryl, nitro, oxo, fluoro, -SR3, -NR32 and PR32 groups, and each alkyl group is optionally interrupted by one or more O-, -NR3-, -S- or -PR3- groups; and R3 represents a hydrogen atom or a C1-6 alkyl group) and salts thereof for use in diagnosis and photochemotherapy of disorders of abnormalities of external or internal surfaces of the body, and products and kits for performing the invention.

La présente invention concerne des composés utilisés en photochimiothérapie ou dans le diagnostic, qui sont des esters alkyliques ramifiés ou des esters alkyliques substitués de l'acide 5-aminolévulinique, ou des dérivés ou des sels pharmaceutiquement acceptables de ces derniers. L'invention concerne, en particulier, des c omposés de la formule (1) : R?2¿¿2?N-CH¿2?COCH¿2?-CH¿2?CO-OR?1¿,(dans laquelle R?1¿ représente un groupe alkyle ramifié facultativement substitué (par exemple, un groupe alkyle en C¿5-30?), ou un groupe alkyle substitué ; R?2¿, chacun d'eux pouvant être le même ou différent, représente un atome d'hydrogène ou un groupe alkyle facultativement substitué, de préférence un groupe R?1 ¿; les substituants étant choisis parmi les groupes hydroxy, alcoxy, acyloxy, alcoxycarbonyloxy, amino, aryle, nitro, oxo, fluoro, -SR?3¿, -NR?3¿¿2? et PR?3¿¿2?, et chaque groupe alkyle étant facultativement interrompu par un ou plusieurs groupes O-, -NR¿3?-, -S- ou -PR¿3?- ; et R¿3? représente un atome d'hydrogène ou un groupe alkyle en C¿1-6?), et les sels de ces derniers, utilisés dans le diagnostic et la photochimiothérapie des troubles et anomalies des surfaces externes ou internes du corps, et des produits et des trousses permettant la mise en oeuvre de l'invention.

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