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

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Gümrükçüoğlu N., İmran M., Igbal I.

Istanbul Journal of Pharmacy, vol.53, no.3, pp.294-301, 2023 (ESCI)

  • Publication Type: Article / Article
  • Volume: 53 Issue: 3
  • Publication Date: 2023
  • Doi Number: 10.26650/istanbuljpharm.2023.1301086
  • Journal Name: Istanbul Journal of Pharmacy
  • Journal Indexes: Emerging Sources Citation Index (ESCI), TR DİZİN (ULAKBİM)
  • Page Numbers: pp.294-301
  • Karadeniz Technical University Affiliated: Yes


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