Synthesis and Anticancer Activity Evaluation of New 1,2,4-Triazolyl-Quinazoline Hybrid Compounds and Their Pyrazolopyridine Analogs

Abstract

1,2,4-Triazolopyrimidinen and their isosteric analogs such as triazolopyridine have possessed their interest in, the literature, due to the reported broad spectrum of bioactivities, one of which is the anticancer activity. In the current study, new functionalized 1,2,4-triazoles based substituted quinazoline system were prepared via multistep reactions starting from simple starting compounds. The reactions lead to the formation of the bi- and tricyclic 1,2,4-triazolopyridine and 1,2,4-triazolopyrimidine compounds from the S-alkylhydrazide, the ester and the hydrazine derivatives of the quinazoline system, respectively. The structures were characterized and confirmed by NMR, mass, and IR spectra. The anticancer activity revealed that several of the triazolopyrimidines based quinazoline structures especially those with theN-alkyl substitution in the quinazoline system were the most potent derivatives with results comparable to doxorubicin reference drug, the reference potent compound in the current investigation.