Long chain fatty alcohol substituents in antineoplastic agents

C - Chemistry – Metallurgy – 07 – D

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C07D 239/553 (2006.01) A61K 31/506 (2006.01) A61K 47/48 (2006.01) A61P 35/00 (2006.01) C07D 239/54 (2006.01) C07F 15/00 (2006.01)

Patent

CA 2464937

Novel tumour selective antineoplastic agents are characterized, in that to customary antineoplastic agents are attached one or two very specific unbranched .OMEGA.-hydroxyalkyl, (.OMEGA.-hydroxy)alkenyl, .OMEGA.-(2,3- dihydroxypropyloxy)alkyl or an (.OMEGA.-(2,3-dihydroxypropyloxy))alkenyl groups R2 and R3 with 5 to 30 carbon atoms, forming a tumour selective conjugate as exemplified with the compounds of formulae I, II and III []wherein R1 is a customary pharmaceutically acceptable inorganic or organic leaving group and A is 1,2-dimethylene, 1,3-trim ethylene, 1,2-cyclopentylene or 1,2-cyclohexylene. These compounds as well as their pharmaceutically acceptable salts, ester and prodrug derivatives are valuable chemotherapeutics

L'invention concerne des nouveaux agents antinéoplasiques sélectifs de tumeurs caractérisés en ce qu'à des agents antinéoplasiques traditionnels sont attachés un ou deux groupes R?2¿ et R?3¿ non ramifiés très spécifiques .omega.-hydroxyalkyle, (.omega.-hydroxy)alcényle, .omega.-(2,3-dihydroxypropyloxy)alkyle ou (.omega.-(2,3-dihydroxypropyloxy))alcényle avec 5 à 30 atomes de carbone, ce qui permet de former un conjugué sélectif de tumeurs, tel que présenté par les composés des formules I, II et III. Dans ces formules, R?1¿ représente un groupe partant organique ou inorganique traditionnel acceptable pharmaceutiquement, et A représente 1,2-diméthylène, 1,3-triméthylène, 1,2-cyclopentylène ou 1,2- cyclohexylène. Ces composés ainsi que leurs sels acceptables pharmaceutiquement, leurs dérivés de promédicaments et d'esters sont des agents chimiothérapeutiques de valeur.

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