SYNTHESIS OF ANTHRACENEDIONE-CONTAINING TRIAZENES AND REVIEW THEIR CHEMICAL AND BIOLOGICAL ACTIVITY
DOI:
https://doi.org/10.15421/jchemtech.v33i2.317850Keywords:
anthracenedione-containing triazenes; methylene-active compounds; reaction N-azo coupling; diazotization; antitumor activity; antimicrobial activity; toxicity.Abstract
Aromatic compounds containing the triazene group (-N=N-N-) have had a profound impact on synthetic organic and medicinal chemistry. However, the chemistry of anthracenedione-containing triazenes has been largely unexplored until recently. This has changed over the past decade, and it has become apparent that anthracenedione-containing triazenes are very interesting compounds with unique reactivity. In this review, we summarize recent developments in this field. The review paper first summarizes the preparation of anthracenedione-containing triazenes and describes the spectrum of their biological activity. The review is devoted to the synthesis of triazenes based on anthraquinone derivatives obtained by diazotization and N-azo coupling reactions according to publications in the SciFinder and Reaxys databases over the past recent years. The starting materials for obtaining -N=N-N- groups in the anthraquinone ring were most often derivatives of aliphatic and aromatic amines. Analysis of literature sources showed that anthracenedione-containing triazenes are relatively unstable and exhibit weak reactivity, entering into cyclocondensation reactions, substitution with methylene-active compounds with the formation of the corresponding hydrazine derivatives and others given in the review. And they have moderate biological activity, which is significantly inferior to the triazenes of the benzene series.
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