Synthesis, characterization and antimicrobial activity of some novel 4-amino-5- phenyl-4H-1,2,4-triazole-3-thiol derivatives

Year 2023, Volume: 53 Issue: 3, 294 - 301, 28.12.2023

Nurhan Gümrükçüoğlu , Muhammad Imran , Inam Iqbal

https://doi.org/10.26650/IstanbulJPharm.2023.1301086

Abstract

Background and aims: The discovery of new antifungals and antimicrobials to overcome resistance has always been a crucial topic for sustainable world health. Since sulfur-containing triazole heterocycles derivatives have shown greater interest due to their valuable applications, we reported herein, the synthesis of some mercaptotriazole derivatives to discover underlying structural requirements for antimicrobial and antifungal activity.

Methods: Firstly, the benzoic acid hydrazide was synthesized. Then it was reacted with carbon disulfide in the solution of alkali ethanol to give potassium dithiocarbazinate salt. Then the basic nucleus 4-amino-5-phenyl-1-4H-1,2,4-triazole-3-thiol was prepared by cyclization of potassium salt with hydrazine hydrate. After that, a condensation reaction with different aldehydes was conducted to synthesize Schiff bases, which were cyclized by treating with thioglycolic acid to prepare desired compounds.

Results: All the synthesized compounds were confirmed by their melting point, FTIR, 1H-NMR, and 13C-NMR spectra, elemental analysis was determined for their antimicrobial activity by using a simple susceptibility screening test with agar-well diffusion. Few compounds showed promising activity against bacteria and yeast-like fungi.

Conclusion: 4-amino-5-phenyl-4H-1,2,4-triazole-3-thiol derivatives proved promising antimicrobial activities.

Keywords

Triazole-3-thiol, antimicrobial activity, Schiff base, thiazolidenon derivative, triflucan

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