Taxoids, preparation thereof and pharmaceutical compositions...

C - Chemistry – Metallurgy – 07 – D

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C07D 305/14 (2006.01) A61K 31/335 (2006.01) A61K 31/38 (2006.01) A61K 31/395 (2006.01) C07D 407/00 (2006.01) C07D 409/00 (2006.01) C07D 417/00 (2006.01)

Patent

CA 2248195

Novel taxoids of general formula (I), the preparation thereof and pharmaceutical compositions containing same, are disclosed. In general formula (I), Z is a hydrogen atom or a radical of general formula (II), wherein R¿1? is an optionally substituted benzoyl radical or a radical R¿2?-O-CO-, where R¿2? is an alkyl, alkenyl, alkynyl, cycloalkyl, cycloalkenyl, bicycloalkyl, optionally substituted phenyl or heterocyclyl radical; R¿3? is an alkyl, alkenyl, alkynyl, cycloalkyl, phenyl, naphthyl or aromatic heterocyclic radical; R¿4? is a hydroxy radical or an alkoxy, alkenyloxy, optionally substituted alkynyloxy, alkanoyloxy, alkenoyloxy, alkynyloxy, alkoxyacetyl or alkyloxycarbonyloxy radical, or a cycloalkyloxy, cycloalkenyloxy, arylcarbonyloxy or heterocyclylcarbonyloxy radical; and R¿5? is an optionally substituted alkoxy radical or a cycloalkyloxy or cycloalkenyloxy radical. The novel compounds of general formula (I), wherein Z is a radical of general formula (II), have remarkable antitumoral and antineoplastic properties.

Nouveaux taxoïdes de formule générale (I) leur préparation et les compositions pharmaceutiques qui les contiennent. Dans la formule générale (I): Z représente un atome d'hydrogène ou un radical de formule générale (II) dans laquelle R1 représente un radical benzoyle éventuellement substitué ou un radical R2-O-CO- dans lequel R2 représente un radical alcoyle, alcényle, alcynyle, cycloalcoyle, cycloalcényle, bicycloalcoyle, phényle éventuellement substitué ou hétérocyclyle, R3 représente un radical alcoyle, alcényle, alcynyle, cycloalcoyle, phényle, naphtyle ou hétérocyclique aromatique, R4 représente un radical hydroxy ou un radical acoxy, alcényloxy, alcynyloxy éventuellement substitué, alcanoyloxy, alcénoyloxy, alcynoyloxy, alcoxyacétyle, alcoyloxycarbonyloxy, ou un radical cycloalcoyloxy ou cycloalcényloxy ou arylcarbonyloxy ou hétérocyclylcarbonyloxy, et R5 représente un radical alcoxy éventuellement substitué ou un radical cycloalcoyloxy ou cycloalcényloxy. Les nouveaux produits de formule générale (I) dans laquelle Z représente un radical de formule générale (II) présentent des propriétés antitumorales et antileucémiques remarquables.

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