N-(Aminoalkyl)imide antineoplastic agents. Synthesis and biological activity

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Abstract
The similarity of the side-chain characteristics of 1,4-dihydroxy-5,8-bis[[2-[(2-hydroxyethyl)amino]ethyl]amino]-anthraquinone (DHAQ) and those of the N-subbstituted imides of 3-nitro-1,8-naphthalic acid led a systematic study on the N-(aminoalkyl)-substituted derivatives of a variety of imides. Areas of study included selection of the ring system; modification of the side chain; substitution on certain chosen ring systems; and combinations of the aforementioned variants. Preliminary biological activity screening indicated that N-(dialkylaminoethyl)imides of the 3,6-dinitro-3,6-diamino-1,8-naphthalic acid system possessed prominent antileukemia and antimelanoma activity in both in vitro and in vivo [mouse] experimental tumor systems.