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Synthesis of new derivatives of 3-aryl-1,5-dimethyl-1H-[1,2,4]triazolo[4′,3′:1,2]pyrimido[4,5-e][1,3,4]oxadiazines as potential antiproliferative agents

✍ Scribed by Mehdi Bakavoli; Mohammad Rahimizadeh; Ali Shiri; Marzieh Akbarzadeh; Seyed-Hadi Mousavi; Zahra Tayarani-Najaran; Hoda Atapour-Mashhad; Mohsen Nikpour

Publisher
Journal of Heterocyclic Chemistry
Year
2010
Tongue
English
Weight
194 KB
Volume
48
Category
Article
ISSN
0022-152X

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✦ Synopsis

Abstract

Starting from pyrimido[4,5‐e][1,3,4]oxadiazines (3a, 3b, 3c), a synthetic pathway to [1,2,4]triazolo[4′,3′:1,2]pyrimido[4,5‐e][1,3,4]oxadiazines (5a, 5b, 5c, 5d, 5e, 5f, 5g, 5h, 5i) is described. The reaction of pyrimido[4,5‐e][1,3,4]oxadiazines (3a, 3b, 3c) with hydrazine hydrate afforded the corresponding hydrazino derivatives (4a, 4b, 4c). Further treatment of these compounds with different orthoesters in acetic acid gave the corresponding [1,2,4]triazolo[4′,3′:1,2]pyrimido[4,5‐e][1,3,4]oxadiazines (5a, 5b, 5c, 5d, 5e, 5f, 5g, 5h, 5i). Compound (3a) and (5b), as examples, were tested on different cancer cell lines including HeLa, MCF‐7, and HepG2. Malignant cells were cultured in DMEM medium and incubated with different concentrations of the titled compounds. Cell viability was quantitated by MTT assay. J. Heterocyclic Chem., (2010).

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