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Synthesis and antimicrobial activity of new 1,2,4-triazole-3-thiol metronidazole derivatives

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Abstract

New 1,2,4-triazole-3-thiol metronidazole derivatives have been synthesized by treating 1,2,4-triazole-3-thiols with metronidazole tosylate (toluene-4-sulfonic acid 2-(2-methyl-5-nitro-1H-imidazol-1-yl)ethyl ester) in DMF and in the presence of potassium carbonate as a base. S-alkylated and N-alkylated products were obtained, with the S-alkylated being the major products. All of the newly synthesized compounds were characterized by IR, 1H NMR, 13C NMR, and high-resolution mass spectrometry. The antiparasitic activity of the compounds against Entamoeba histolytica and Giardia intestinalis was investigated. The antibacterial and antifungal activity of the compounds, assessed as minimal inhibitory concentration, was also investigated.

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Acknowledgments

This work was financially supported by the Deanship of Scientific Research at the University of Jordan; this support is highly acknowledged.

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Authors and Affiliations

  1. Chemistry Department, Faculty of Science, The University of Jordan, Amman, 11942, Jordan

    Haythem A. Saadeh & Mohammad S. Mubarak

  2. Department of Biological Sciences, Faculty of Science, The University of Jordan, Amman, 11942, Jordan

    Ibrahim M. Mosleh

  3. Department of Pharmaceutics and Pharmaceutical Technology, Faculty of Pharmacy, The University of Jordan, Amman, 11942, Jordan

    Amal G. Al-Bakri

Authors
  1. Haythem A. Saadeh
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  2. Ibrahim M. Mosleh
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  3. Amal G. Al-Bakri
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  4. Mohammad S. Mubarak
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Corresponding author

Correspondence to Mohammad S. Mubarak.

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Saadeh, H.A., Mosleh, I.M., Al-Bakri, A.G. et al. Synthesis and antimicrobial activity of new 1,2,4-triazole-3-thiol metronidazole derivatives. Monatsh Chem 141, 471–478 (2010). https://doi.org/10.1007/s00706-010-0281-9

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  • DOI: https://doi.org/10.1007/s00706-010-0281-9

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