Novel 4(3H)-quinazolinone derivatives with biologically active moieties were synthesized. Reactions of 2-cyano-N-(6-iodo-2-methyl-4-oxoquinazolin-3(4H)-yl) acetamide with carbon disulfide, isothiocyanates followed by cycloalkylation afforded acrylamide, 1,3-dithiazole, 1,3dithiane, thiazole and pyrazole derivatives. The 2-pyridone derivatives were obtained via reaction of cyanoacetamide with some acetylacetone or arylidenes. Cyclocondensation reaction of cyanoacetamide with o-hydroxy aldehydes furnished chromene derivatives. Screening for some selected compounds was carried for their potential antitumor and antifungal activities. 2-Cyano-N-(6-iodo-2-methyl-4-oxoquinazolin-3(4H)-yl)-2-(4-methyl-3phenyl-thiazol-2(3H)ylidene)-acetamide with 3-side chain incorporated with substituted thiazole moiety was found to be of high to moderate activity towards cells. Also, the latter product showed high activity against Aspergillus ochraceus Wilhelm with inhibition zone (18 mm) compared with (20 mm) Nystatin inhibition zone.
All melting points were determined on an electrothermal Gallenkamp apparatus and are uncorrected. Analytical TLC was performed with silica gel GF254 plates, and the products were visualized by UV detection. The IR spectra were measured on a Mattson 5000 FTIR Spectrometer in potassium bromide discs. The NMR spectra were recorded in CDCl 3 on a Bruker WP spectrometer (500 MHz) and the chemical shifts δ downfield from TMS as an internal standard. The mass spectra were recorded on Finnegan MAT 212 instrument, the ionizing voltage was 70 ev, at
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