Synthesis and In vitro Antimicrobial Properties of Some New 4-(2-Benzoxy-3-ethoxy)-benzylidenamino-4,5-dihydro-1H-1,2,4-triazol- 5-one Derivatives
Faruk Kardaş
Faculty of Education, Erzincan University, 24100 Erzincan, Turkey
Özlem Gürsoy-Kol *
Department of Chemistry, Kafkas University, 36100 Kars, Turkey
Murat Beytur
Department of Chemistry, Kafkas University, 36100 Kars, Turkey
Muzaffer Alkan
Faculty of Education, Kafkas University, 36100 Kars, Turkey
Haydar Yüksek
Department of Chemistry, Kafkas University, 36100 Kars, Turkey
*Author to whom correspondence should be addressed.
Abstract
Aims: The present study involved the synthesis of heterocycylic Schiff bases and their biological activity.
Study Design: Synthesizing some new 4,5-dihydro-1H-1,2,4-triazol-5-one derivatives and determining their chemical structure via IR and NMR spectroscopy. The synthesized compounds were analyzed for their in vitro potential antimicrobial and antioxidant activities.
Place and Duration of Study: Department of Chemistry, Kafkas University, Kars, Turkey. Between September 2010 to September 2012.
Methodology: Nine new 3-alkyl(aryl)-4-(2-benzoxy-3-ethoxy-benzylidenamino)-4,5-dihydro-1H-1,2,4-triazol-5-ones (3) were synthesized by the reactions of 3-alkyl(aryl)-4-amino-4,5-dihydro-1H-1,2,4-triazol-5-ones (1) with 2-benzoxy-3-ethoxy-benzaldehyde (2) which had also been synthesized by the reactions of 3-ethoxysalicylaldehyde with benzoyl chloride by using triethylamine.
Results: Schiff bases were synthesized and their structures were determined with spectral methods. Antimicrobial and antioxidant evaluation were carried out, presented and discussed.
Conclusion: Synthesis and structural determination of the new 3-alkyl(aryl)-4-(2-benzoxy-3-ethoxy-benzylidenamino)-4,5-dihydro-1H-1,2,4-triazol-5-ones (3) was successful. Considering both the antimicrobial and the antioxidant evaluation, compound 3c exhibited moderate effect.
Keywords: 1,2,4-Triazol-5-one, Schiff base, synthesis, antimicrobial activity, antioxidant activity