On condensation reactions of aceanthrene quinone: Novel heterocycles

Faculty Science Year: 2002
Type of Publication: Article Pages: 79-88
Authors: DOI: 10.1007/s007060270008
Journal: MONATSHEFTE FUR CHEMIE SPRINGER-VERLAG WIEN Volume: 133
Research Area: Chemistry ISSN ISI:000173461500008
Keywords : condensations, pyrazines, triazines, pyridazines, antitumor activity    
Abstract:
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-triamino-pyrimidine derivatives to give aceanthryleno{[}1,2-b]pyrazine and aceanthryleno {[}1,2-g]pteridine derivatives. Condensation of aceanthrene quinone with 2-aminoguanidine, semicarbazide, and thiosemicarbazide yielded aceanthryleno{[}1,2-e]triazines, condensation with 6-hydrazinopyrimidine derivatives gave 3,4-aceanthrylenopyrimido{[}4,5-c]pyridazines. Reaction of aceanthrene quinone with 2-cyanoethanoic acid hydrazide afforded 10,11-dihydro-10-oxo-aceanthryleno{[}1,2-c]pyridazine-9-carbonitrile. Treatment of aceanthrene quinone with malononitrile and hydrazine hydrate resulted in 10-aminoaceanthryleno{[}1,2-c]pyridazine-9-carbonitrile. The antibacterial effects of the prepared compounds were tested. Three of the compounds were tested against 60 cancer types.
   
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