1142408-76-1Relevant articles and documents
Synthesis of 6-azapurines by transformation of toxoflavins and reumycins (7-azapteridines) and their cytotoxicities
Ma, Jun,Yoneda, Fumio,Nagamatsu, Tomohisa
, p. 203 - 210 (2015)
This paper describes a reliable and facile synthesis of 6-azapurines, 1,5-dimethyl-1H-imidazo[4,5-e][1,2,4]triazin-6(5H)-ones and 5-methyl-5H-imidazo[4,5-e][1,2,4]triazin-6(7H)-ones, by treatment of toxoflavins and reumycins with 10% aqueous or ethanolic sodium hydroxide at 5-70°C or reflux, followed by decarboxylation and oxidation by air along with a benzilic acid type rearrangement. Furthermore, heating the produced 6-azapurines in 10% ethanolic sodium hydroxide afforded the corresponding 1-methyl-5,6-dioxo-1,4,5,6-tetrahydro-1,2,4-triazines with 1-methylurea. The antitumour activities of the 6-azapurines against CCRF-HSB-2 (human T-cell acute lymphoblastoid leukemia) and KB (human oral epidermoid carcinoma) cell lines were also investigated in vitro and some of the compounds showed prospective antitumour activities.