Synthesis of Some Novel 3,5-Diaryl-1,2,4-Triazole Derivatives and Investigation of Their Antimicrobial Activities

Authors : Mevlut SERDAR, Nurhan GÜMRÜKÇÜOĞLU, Şengül ALPAY KARAOĞLU

Pages : 315-326

View : 23 | Download : 9

Publication Date : 0000-00-00

Article Type : Research Paper

Abstract :A series of acylhydrazones insert ignore into journalissuearticles values(2a-d); was synthesized from the reactions of iminoester hydrochlorides insert ignore into journalissuearticles values(1a-e); with acyl hydrazines. 2,5-Dialkyl 1,3,4-oxadiazoles insert ignore into journalissuearticles values(3a-d); were obtained in the same reaction media. The treatment of acylhydrazones with hydrazine hydrate afforded 4-amino-3,5-dialkyl-1,2,4-triazoles insert ignore into journalissuearticles values(4a-c);. The acetylation of 4-amino-3-insert ignore into journalissuearticles values(4-hydroxyphenyl);-5-phenyl-4H-1,2,4-triazole insert ignore into journalissuearticles values(4a); produced 4-amino-5-insert ignore into journalissuearticles values(4-acetoxyphenyl);-3-phenyl-4H-1,2,4-triazole insert ignore into journalissuearticles values(9);, while the acetylation of 4-amino-3-insert ignore into journalissuearticles values(4-tolyl);-5-phenyl-4H-1,2,4-triazole insert ignore into journalissuearticles values(4b); gave 4-acetylamino-3-phenyl-5-insert ignore into journalissuearticles values(4-tolyl);-4H-1,2,4-triazole insert ignore into journalissuearticles values(10);. The treatment of compound 4b with various aromatic aldehydes or acetophenone and 4-nitroacetophenone resulted in the formation of 4-arylidenamino-3,5-dialkyl-4H-1,2,4-triazoles insert ignore into journalissuearticles values(5a-e and 7a,b);. Sodium borohydride reduction of 4-arylidenamino derivatives of 1,2,4-triazoles afforded 4-alkylamino-3,5-dialkyl-4H-1,2,4-triazoles insert ignore into journalissuearticles values(6a-e and 8a,b);. All newly synthesized compounds were screened for their antimicrobial and antifungal activities using agar-well diffusion. Compounds 5c and 6d showed marginal antimicrobial activities against Staphylococcus aureus, while compound 6b displayed moderate antifungal activity towards Candida tropicalis.
Keywords : Acyl hydrazone, 1, 2, 4 triazole, 1, 3, 4 oxadiazole, Schiff base, reduction, acetylation, antimicrobial activity, antifungal activity