Optically pure camptothecin analogues, optically pure...

C - Chemistry – Metallurgy – 07 – D

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C07D 491/22 (2006.01) A61K 31/435 (2006.01) C07D 491/04 (2006.01)

Patent

CA 2301739

The invention concerns novel camptothecin analogues and in particular products corresponding to the following formulae: (+)-5-ethyl-9, 10-difluoro-5-hydroxy-4, 5,13,15-tetrahydro-1H, 3H-oxepino[3',4':6, 7]indolizino[1,2-b] quinoline-3,15-dione; (+)-1-[9-chloro-5- ethyl-5-hydroxy-10-methyl-3, 15-dioxo-4,5,13, 15-tetrahydro-1H,3H-oxepinol[3' ,4':6,7]indolizino [1,2-b]quinoline-12-ylmethyl] -4-methyl-hexahydropyridinium chloride; their application as medicine, pharmaceutical compositions containing them and their use for producing antitumoral, antiviral or antiparasitic medicines. The invention also concerns a novel synthesis intermediate of said products and a method for preparing said intermediate.

L'invention concerne de nouveaux analogues de la camptothécine et en particulier les produits répondant aux formules suivantes: (+)-5-éthyl-9, 10-difluoro-5-hydroxy-4, 5,13,15-tétrahydro-1H, 3H- oxépino[3',4':6, 7]indolizino[1,2-b] quinoline-3,15-dione; (+)-chlorure de 1-[9-chloro-5- éthyl-5-hydroxy-l0-méthyl-3, 15-dioxo-4,5,13, 15-tétrahydro-1H,3H-oxépino[3' ,4':6,7]indolizino [1,2-b]quinolin-12-ylméthyl] -4-méthyl-hexahydropyridinium; leur application comme médicaments, les compositions pharmaceutiques les renfermant et leur utilisation pour la réalisation de médicaments antitumoraux, antiviraux ou antiparasitaires. Elle concerne également un nouvel intermédiaire dans la synthèse des produits susmentionnés ainsi qu'un procédé de préparation dudit intermédiaire.

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