Microwave Assisted Synthesis of Some New Fused 1,2,4-Triazines Bearing Thiophene Moieties With Expected Pharmacological Activity

Faculty Science Year: 2011
Type of Publication: Article Pages: 4937-4957
Authors: DOI: 10.3390/molecules16064937
Journal: MOLECULES MDPI AG Volume: 16
Research Area: Chemistry ISSN ISI:000292032700048
Keywords : 1, 2, 4-triazinone, thiadiazinone, triazinone, triazine carbonitrile, microwave synthesis    
Abstract:
Rapid and efficient solvent-free synthesis of 4-amino-3-mercapto-6-{[}2-(2-thienyl) vinyl]-1,2,4-triazin-5(4H)-one 1 under microwave irradiation is described. Some new fused heterobicyclic nitrogen systems such as 1,2,4-triazino{[}3,4-b]{[}1,3,4] thiadiazinones, 1,3,4-thiadiazolo{[}2,3-c]{[}1,2,4] triazinone and pyrazolo{[}5,1-c]{[}1,2,4] triazine-7-carbonitrile, have been synthesized by treatment of 1 with bifunctional oxygen and halogen compounds, CS(2)/KOH and malononitrile via heterocyclization reactions, in addition to some uncondensed triazines. Structures of the products have been deduced from their elemental analysis and spectral data (IR, (1)H-NMR, (13)C-NMR). Select new synthesized compounds were screened as anticancer agents, with some showing activity as cytotoxic agents against different cancer cell lines.
   
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