7-substituted camptothecin derivatives and process for...

Details 7-substituted camptothecin derivatives and process for... 7-substituted camptothecin derivatives and process for...

C - Chemistry, Metallurgy

07

D

260/266.3, 260/2

C07D 491/22 (2006.01)

Patent

CA 1177487

Abstract of the Disclosure New 7-substituted camptothecin derivatives possessing anti-tumor activity with slight toxicity, represented by the general formula: Image (I) wherein R stands for -CHO, -CH2OR', -CH(OR')2 or -CH-N-X where R' is a lower alkyl group having 1-6 carbon atoms or a phenylalkyl group having 1-3 carbon atoms in the alkylene moiety thereof, and X is a hydroxyl group or -NR1R2 where R1 and R2 are the same or different and each represent hydrogen atom or a lower alkyl group having 1-6 carbon atoms, or when R1 is hydrogen, R2 may be a lower alkyl group having 1-6 carbon atoms, an aryl group, an aryl group having at least one substituent selected from a nitro group, an alkyl group and a halogen atom, a carbamoyl group, an acyl group, an aminoalkyl group or an amidino group, or when R1 is the lower alkyl group, R2 may be an aminoalkyl group, or R1 and R2 may be combined together with the nitrogen atom, to which R1 and R2 are bound, to form a heterocyclic group which may be interupted by one or two nitrogen, oxygen and/or sulfur atoms, and quaternary salts thereof. These 7- substituted camptothecin derivatives are prepared by treat- ing 7-hydroxymethyl- or 7-dialkoxymethyl-camptothecin with a cationoid reagent, or treating 7-formyl- or 7- hydroxy- methyl camptothecin with an acid in the presence of a lower alkanol or phenylalkanol, or treating 7-formylcamptothecin or an acetal thereof with a nitrogen-containing carbonyl reagent and optionally treating the resulting product with a quaternating agent.

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