Compounds useful in preparing camptothecin derivatives

Details Compounds useful in preparing camptothecin derivatives Compounds useful in preparing camptothecin derivatives

C - Chemistry, Metallurgy

07

D

C07D 211/58 (2006.01) A61K 31/4468 (2006.01) A61K 31/4745 (2006.01) A61P 35/00 (2006.01) C07D 491/22 (2006.01)

Patent

CA 2482712

Novel compounds are provided having formula (I) and salts thereof, where R1 is hydrogen, an alkyl, aralkyl, hydroxymethyl, carboxymethyl, acyloxymethyl or trialkylsilyl group, or a group -CH2NR3R4 where N is a linking nitrogen atom and where (a) R3 and R4 are independently selected from hydrogen and alkyl, alkenyl, hydroxyalkyl and alkoxyalkyl groups; (b) R3 is hydrogen or an alkyl, alkenyl, hydroxyalkyl or alkoxyalkyl group, and R4 is -COR5 where R5 is hydrogen or an alkyl, alkenyl, hydroxyalkyl or alkoxyalkyl group; or (c) R3 and R4 taken together with the linking nitrogen atom form a saturated 3- to 7- member heterocyclic group. These compounds are useful intermediates in a process to prepare camptothecin derivatives including the anti-cancer drug irinotecan.

L'invention concerne des composés représentés par la formule (I) ainsi que leurs sels. Dans cette formule, R?1¿ est hydrogène, un groupe alkyle, aralkyle, hydroxyméthyle, carboxym-méthyle, acyloxyméthyle ou trialkylsilyle, ou un groupe -CH¿2?NR?3¿R?4¿ dans lequel N est un atome d'azote de liaison et où (a) R?3¿ et R?4¿ sont pris indépendamment dans hydrogène et des groupes alkyle, alcényle, hydroxyalkyle et alkoxyalkyle; (b) R?3¿ est hydrogène ou un groupe alkyle, alcényle, hydroxyalkyle ou alkoxyalkyle, et R?4¿ est -COR?5¿ dans lequel R?5¿ est hydrogène ou un groupe alkyle, alcényle, hydroxyalkyle or alkoxyalkyle; ou (c) R?3¿ et R?4¿ pris ensemble avec l'atome d'azote de liaison forme un groupe hétérocyclique saturé de 3 à 7 membres. Ces composés constituent des intermédiaires utiles pour la préparation de dérivés de camptothécine, dont le médicament anti-cancéreux irinotecan.

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