Synthesis, structure, and antifungal evaluation of some novel 1,2,4-triazolylmercaptoacetylthiosemicarbazide and 1,2,4-triazolylmercaptomethyl-1,3,4-thiadiazole analogs

Nalan Terzioğlu KlipDepartment of Pharmaceutical Chemistry, Faculty of Pharmacy, Istanbul University, Istanbul, TurkeyCorrespondence[email protected]

Gültaze ÇapanDepartment of Pharmaceutical Chemistry, Faculty of Pharmacy, Istanbul University, Istanbul, Turkey

Aysel GürsoyDepartment of Pharmaceutical Chemistry, Faculty of Pharmacy, Istanbul University, Istanbul, Turkey

Meltem UzunDepartment of Microbiology and Clinical Microbiology, Faculty of Medicine, Istanbul University, Istanbul, Turkey

Dilek SatanaDepartment of Microbiology and Clinical Microbiology, Faculty of Medicine, Istanbul University, Istanbul, Turkey

Figures & data

Figure 1. Structures of some antifungal agents.

Table 1. Physicochemical data of compounds 5–17.

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Scheme 1. Reagents and conditions: (a) EtOH, reflux, 2 h; (b) 1M NaOH, reflux, 3 h, 1 M HCl; (c) BrCH₂COOEt, KOH, EtOH, reflux, 2h; (d) H₂NNH₂.H₂O, EtOH, reflux, 3 h; (e) RNCS, EtOH, reflux, 3–4 h; (f) (i) conc. H₂SO₄, 0–4°C, (ii) Na₂CO₃.

Scheme 1. Reagents and conditions: (a) EtOH, reflux, 2 h; (b) 1M NaOH, reflux, 3 h, 1 M HCl; (c) BrCH2COOEt, KOH, EtOH, reflux, 2h; (d) H2NNH2.H2O, EtOH, reflux, 3 h; (e) RNCS, EtOH, reflux, 3–4 h; (f) (i) conc. H2SO4, 0–4°C, (ii) Na2CO3.

Table 2. Antifungal activity of compounds 4, 6, 7, 9, 11–17 (MIC: μg/mL)^a.

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Synthesis, structure, and antifungal evaluation of some novel 1,2,4-triazolylmercaptoacetylthiosemicarbazide and 1,2,4-triazolylmercaptomethyl-1,3,4-thiadiazole analogs

Table 1. Physicochemical data of compounds 5–17.

Table 2. Antifungal activity of compounds 4, 6, 7, 9, 11–17 (MIC: μg/mL)^a.

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Synthesis, structure, and antifungal evaluation of some novel 1,2,4-triazolylmercaptoacetylthiosemicarbazide and 1,2,4-triazolylmercaptomethyl-1,3,4-thiadiazole analogs

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Table 1. Physicochemical data of compounds 5–17.

Table 2. Antifungal activity of compounds 4, 6, 7, 9, 11–17 (MIC: μg/mL)a.

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Table 2. Antifungal activity of compounds 4, 6, 7, 9, 11–17 (MIC: μg/mL)^a.