On Condensation Reactions of Aceanthrene Quinone: Novel Heterocycles

Summary.  It was found that aceanthrene quinone can be condensed with ethylenediamine, 1,2-diaminobenzene, 4-nitro-1,2-diaminobenzene, 1,2-diaminoanthrene quinone, and 4,5,6-triaminopyrimidine derivatives to give aceanthryleno1,2-b]pyrazine and aceanthryleno1,2-g]pteridine derivatives. Condensation of aceanthrene quinone with 2-aminoguanidine, semicarbazide, and thiosemicarbazide yielded aceanthryleno1,2-e]triazines, condensation with 6-hydrazinopyrimidine derivatives gave 3,4-aceanthrylenopyrimido4,5-c]pyridazines. Reaction of aceanthrene quinone with 2-cyanoethanoic acid hydrazide afforded 10,11-dihydro-10-oxo-aceanthryleno1,2-c]pyridazine-9-carbonitrile. Treatment of aceanthrene quinone with malononitrile and hydrazine hydrate resulted in 10-aminoaceanthryleno1,2-c]pyridazine-9-carbonitrile. The antibacterial effects of the prepared compounds were tested. Three of the compounds were tested against 60 cancer types. Received May 6, 2001. Accepted June 5, 2001