4-demethoxy-4-amino-anthracyclines

Details 4-demethoxy-4-amino-anthracyclines 4-demethoxy-4-amino-anthracyclines

C - Chemistry, Metallurgy

07

C

260/208

C07C 50/38 (2006.01) C07H 15/252 (2006.01)

Patent

CA 1318665

ABSTRACT 4-DEMETHOXY-4-AMINO-ANTHRACYCLINES Anthracycline glycosides of the general formula (I): Image I wherein R1 represents a hydrogen atom or a hydroxyl group, one of R2 and R3 represents a hydrogen atom and the other of R2 and R3 represents a hydrogen atom or a hydroxyl group; and pharmaceutically acceptable acid addition salts thereof are antitumor agents. These glycosides may be prepared from a daunomycinone derivative of formula (II): Image in which the 4-amino group is protected. 4-Demethoxy-4- amino-daunomycinone (II) and an earlier intermediate in its preparation, 4-demethoxy-4-amino-7-deoxy-daunomycinone (IX), can be diazotised followed by mild reduction to form 4-demethoxy-daunomycinone or 4-demethoxy-7-deoxy- daunomycinone respectively. 4-Demethoxy-daunomycinone can be converted into another antitumor anthracycline glyooside, 4-demethoxy-daunorubicin.

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