Novel 4(3H)-quinazolinones containing biologically active thiazole, pyridinone and chromene of expected antitumor and antifungal activities

Abstract

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.

Synthesis and Anti‐influenza Virus Activity of Novel bis(4H‐chromene‐3‐carbonitrile) Derivatives

“…Chromene derivatives play also an important role in the production of highly effective fluorescent dyes for daylight fluorescent pigments and synthetic fibers . In addition, bis‐heterocyclic compounds with a suitable spacer are reported to exhibit various pharmacological activities including, antitumor and antimicrobial activities .…”

Synthesis of Some Azoles Incorporating a Sulfonamide Moiety as Anticonvulsant Agents

“…One reason of our interest in amines is related to the conversion possibility of their NH 2 group to the NHCOCH 2 CN group which leads to cyanoacetanilides with further useful functionalization at this position 16, 17. Cyanoacetanilide 2 was synthesized by thermal fusion of sulfathiazole ( 1 ) with ethyl cyanoacetate.…”

Synthesis and Antimicrobial Activity of some Disperse Dyes derived from Pyridones

“…Pyridone as coupling components have been shown to be significant colorants for different dyes in industrial applications. Furthermore, N-substituted pyridone azo disperse dyes shows good color strength and excellent light fastness [6][7][8][9][10][11]. In a continuation of our strategy aims to synthesize novel azo disperse dyes and elucidate their structures, the present study focuses on the synthesis of new azo disperse dyes derived from pyridones and evaluate their antimicrobial activities.…”