Synthesis and Antimicrobial Evaluation of Novel Di-triazoles and 4-Arylidene Amino 4,5 Dihydro-1H-[1,2,4] triazole-5-one Derivatives

Authors : Yasemin ÜNVER, Esra DÜĞDÜ, Kemal SANCAK, Mustafa ER

Pages : 441-455

View : 17 | Download : 6

Publication Date : 0000-00-00

Article Type : Research Paper

Abstract :A series of novel di-[3insert ignore into journalissuearticles values(thiophen-2-yl-methyl);-4,5-dihydro-1H- [1,2,4]triazole-5-one-4yl]n-alkanes insert ignore into journalissuearticles values(2a-h); were obtained by the reaction of N`-1-ethoxy-2-thiophen-2-yl-ethylydene hydrazino carboxylic acid ethyl ester insert ignore into journalissuearticles values(1); and diamines. Compound 3 was reacted with aldehydes and 4-insert ignore into journalissuearticles values(arylidene-amino);-3-thiophen-2-yl-methyl-4,5-dihydro-1H-[1,2,4] triazole-5-ones insert ignore into journalissuearticles values(4, 5, and 8); with Schiff base character were synthesized. insert ignore into journalissuearticles values(4-insert ignore into journalissuearticles values(arylidene-amino);-5-oxo-3-thiophen-2-yl-methyl-4,5- dihydro-1H-[1,2,4]triazole-1-yl);-acetic acid ethyl esters insert ignore into journalissuearticles values(6, 7, and 9); were obtained by the reaction of 4-insert ignore into journalissuearticles values(arylidene-amino);-3-thiophen-2-yl- methyl-4,5-dihydro-1H-[1,2,4]triazole-5-ones insert ignore into journalissuearticles values(4, 5, and 8); and ethyl bromoacetate. The structures of the new compounds were inferred through IR, 1H/13C NMR, elemental analyses, and mass spectral data. Compound 8i was characterized by IR, 1H/13C NMR, elemental analyses, mass, and X-ray spectral techniques. Geometry optimization of compounds 2a, 2c, 2f, 4, and 5 was achieved by computer using the AM1 method. Compounds 2f, 4, 5, 6, 7, 8i, and 9k showed good antifungal activity only against yeast fungi, while compound 2d showed antimicrobial activity against the bacteria Pseudomonas aeruginosa ATCC10145, Enterococcus faecalis ATCC29212 and the yeast fungi Candida albicans ATCC 60193 and Candida tropicalis ATCC 13803.
Keywords : Triazole 5 one, Schiff base, antimicrobial activity, X ray