Synthesis of some substituted triazolo[4,3-b][1,2,4]triazines as potential anticancer agents

The Groebke‐Blackburn‐Bienaymé Reaction

“…Foroumadi et al reported novel anticancer agents based on N-fused aminoimidazole derivatives with triazine analogs. [158] The basis of this compound were a combination of potent topoisomerase IIα inhibitors [63] and triazines [213] to yield the Ncyclohexyl-3,4-diphenylimidazo [ A small library of 20 compounds was prepared and their cytotoxicity was assessed on HL60, MCF-7 and MOL-4 by the MTT reduction assay against cisplatin and doxorubicin. The highest potency of compounds 110 and 111 was observed on MCF-7 and HL60 cells respectively.…”

“…Foroumadi et al reported novel anticancer agents based on N‐fused aminoimidazole derivatives with triazine analogs . The basis of this compound were a combination of potent topoisomerase IIα inhibitors and triazines to yield the N‐cyclohexyl‐3,4‐diphenylimidazo[2,1‐ c ][1,2,4]triazin‐6‐amine scaffold 109 (Scheme ). The aminotriazine 108 was prepared from condensation of benzil 106 with aminoguanidine 107 .…”

4‐{3‐[(Pyridin‐4‐ylmethyl)amino]‐[1,2,4]triazolo[4,3‐b][1,2,4]triazin‐6‐yl}phenol: An improved anticancer agent in hepatocellular carcinoma and a selective MDR1/MRP modulator

“…[ 12 ] Finally, the reaction of the intermediates 10a–10f with either 3‐(isothiocyanatomethyl)pyridine ( 3 ) or methyl (pyridine‐4‐ylmethyl)carbamidothioate ( 4 ) in the presence of dicyclohexylcarbodiimide (DCC) in ethanol led to the final compounds 11a–11f and 12a–12f , respectively. [ 14 ] The 4‐hydroxy analogs, 11g and 12g , were then prepared by debenzylation of their corresponding analogs, 11f and 12f , in acidic conditions. [ 15 ] Column chromatography was used to purify the final compounds, and their chemical structures were confirmed using spectral data ( 1 H NMR, 13 C NMR, and mass spectrometry) and single‐crystal X‐ray crystallography.…”

“…The solvent was evaporated, and then purification by flash column chromatography, eluting with chloroform–methanol (95:5), yielded pure products 11a–11f . [ 14 ]…”

“…The resulting solution was concentrated, and then the crude products purified by column chromatography eluting with chloroform/methanol (95:5) to give desired products 12a-12f. [14] 6-Phenyl-N-(pyridin-4-ylmethyl)-[1,…”