Synthesis of Some Heterocyclic Compounds with Mixed System and Relevant Compounds

Abstract

6-Iodo-2-phenyl-4H-3, 1 benzoxazin-4-one was utilized to construct a variety of new quinazoline-4(3H)-one derivatives via reaction with some nitrogen nucleophiles namely, formamide, ammonium acetate, hydrazine hydrate, hydroxylamine hydrochloride, substituted aromatic amines, benzyl amine, and / or thiocarbonohydrazide. Some of quinazolin -4(3H)-one derivatives utilize to syntheses new acetohydrazide derivative, which react with different electrophilic reagent to give different heterocyclic compounds. All the compounds were fully characterized by means of IR, MS, and 1H-NMR spectra. In trying to develop new anticancer agents, a series of quinazolinone derivatives were evaluated in vitro for their anti-proliferative activity against HePG-2 and MCF-7 cell lines. Tetrazino[1,6-c]quinazoline-3(4H)-thione 5, 2-(benzoylamino)-N-(4-hydroxyphenyl)-5-iodobenzamide 10, and triazolothiadiazin-2-phenylquinazolinone derivative 41 were the most potent against the two cancer cells comparable to that of doxorubicin. Most of the synthesized compounds also exhibited good cytotoxic activity