Synthesis of new 1H-1,2,4-triazolylcoumarins and their antitumor and anti-HIV activities

A variety of 7-[(1,5-dialkyl-1H-1,2,4-triazolyl)methoxy(and methyl)]coumarins were synthesized from cycloaddition of 2-(2H-benzopyran-7-yloxy)acetonitrile and 2-(5-methoxy-4-methyl-2H-benzopyran-7-yloxy)acetonitrile, respectively, with various reactive cumulene intermediates via spontaneous rearrang...

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Veröffentlicht in:	Chemistry of heterocyclic compounds (New York, N.Y. 1965) N.Y. 1965), 2006-05, Vol.42 (5), p.583-590
Hauptverfasser:	Al-Soud, Y. A., Al-Masoudi, I. A., Saeed, B., Beifuß, U., Al-Masoudi, N. A.
Format:	Artikel
Sprache:	eng
Schlagworte:	Human immunodeficiency virus Human immunodeficiency virus 1 Human immunodeficiency virus 2
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Zusammenfassung:	A variety of 7-[(1,5-dialkyl-1H-1,2,4-triazolyl)methoxy(and methyl)]coumarins were synthesized from cycloaddition of 2-(2H-benzopyran-7-yloxy)acetonitrile and 2-(5-methoxy-4-methyl-2H-benzopyran-7-yloxy)acetonitrile, respectively, with various reactive cumulene intermediates via spontaneous rearrangements. The anticancer (breast, lung, CNS cancers) and antiviral (HIV-1, HIV-2) properties of some compounds were investigated in vitro. 5-Methoxy-4-methyl-7-[(6,7,8,9-tetrahydro-5H-[1,2,4]triazolo[1,5-a ] azepin-2-yl)methyl]coumarin showed some inhibition of HIV-1.
ISSN:	0009-3122 1573-8353
DOI:	10.1007/s10593-006-0130-2