SYNTHESIS AND HEREROCYCLIZATIONS OF 3,4-DIHYDROQUINAZOLIN-2-YL GUANIDINE IN THE SEARCH OF NEW ANTICANCER AGENTS

摘要

The cyclocondensations of 3,4-dihydroquinazolin-2-yl guanidine with a variety of electrophilic reagents viz. aldehydes, ketones, triethyl orthoformate, diethyl ethoxymethylenemalonate, carbon disulfide and trichloroacetonitrile were found to afford l,3,5-triazino[2,l-b]quinazolines. However, some unexpected reactions were also observed. The structural properties such as tautomerism and hinderance to conformational rotation were also investigated. The results of biological testing suggested that the l,3,5-triazino[2,l-b]quinazoline nucleus could be a new promising scaffold for the development of potential anticancer agents.