Camptothecin derivatives

Organic compounds -- part of the class 532-570 series – Organic compounds – Heterocyclic carbon compounds containing a hetero ring...

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546 48, C07D48712

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active

049142054

ABSTRACT:
New camptothecin derivatives, useful as antitumor agents or intermediates therefor, of the general formula (I) ##STR1## wherein X is a lower alkyl group, and R is a hydrogen atom or the grouping -COY where Y is a linear or branched unsubstituted C.sub.1 -C.sub.18 alkyl group; a lower alkyl group substituted by a halogen atom or a lower alkylthio, amino, acylamino, hydroxyl, lower alkoxy, aryloxy or lower alkoxycarbonyl group; a C.sub.3 -C.sub.19 alkenyl, C.sub.3 -C.sub.19 alkynyl or C.sub.3 -C.sub.8 cycloalkyl group; a C.sub.3 -C.sub.8 cycloalkyl group substituted by an acylamino-lower alkyl group; an N-acylpyrrolidyl group; a phenyl group; a phenyl group substituted by a halogen atom or a trifluoromethyl, nitro, amino, lower alkoxycarbonyl, lower alkyl, phenyl or lower alkoxy; a cinnamyl group; a benzyl group; a naphthyl group; a pyridyl group; a furyl group; or a thienyl group, as well as acid addition salts and quaternary ammonium salts thereof,
and a process for preparing the new camptothecin derivatives by subjecting 7-ethylcamptothecin to the treatment with an N-di-X-ethylenediamine followed by acylation.

REFERENCES:
patent: Re32518 (1987-10-01), Miyasaka et al.
patent: 4031098 (1977-06-01), Sugasawa
Gottlieb et al., Cancer Chemother. Reports, Part 1, vol. 54, No. 6, pp. 461-470 (1970).
Cai et al., the Alkaloids, vol. 21, Chapter 4 (Academic Press, Inc.) pp. 101-137 (1983).
Wani et al., J. Med. Chem., vol. 23, No. 5, pp. 594-560 (1980).
Adanovics et al., J. Med. Chem., vol. 22, No. 3, pp. 310-314 (1979).
Sugasawa et al., J. Med. Chem., vol. 19, No. 5, pp. 675-679 (1976).

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