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Synthesis, antibacterial and antifungal activities of 3-aryl-5-(pyridin-3-yl)-4,5-dihydropyrazole-1-carbothioamide derivatives

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Abstract

A new series of 3-aryl-5-(pyridin-3-yl)-1-thiocarbamoyl-2-pyrazoline derivatives (4a-j) were prepared by the reaction of azachalcons 3a-j with thiosemicarbazide in ethanolic sodium hydroxide. The structure of synthesized compounds were confirmed by 1H NMR and Mass spectral data. Their antibacterial activities against Escherichia coli (CTP 7624), Staphylococcus aureus (ATCC 6538), Staphylococcus epidermidis (ATCC 12229), Pseudomonas aeruginosa (ATCC 9027), Bacillus subtilis (ATCC 1156) and Micrococcus luteus (ATCC 9341) were investigated. Antifungal activity of compounds against Candida albicans and Candida globrata were found to be inactive. Compounds 4a-j were also evaluated for antituberculosis activity against Mycobacterium tuberculosis H 37 Rv (ATCC 27294) in BACTEC 12B using a broth microdilution assay and Microplate Alamar Blue Assay (MABA). The preliminary results showed that compounds 4e, 4d and 4g had 87%, 93% and 92% inhibitory effect respectively.

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Authors and Affiliations

  1. Department of Research and Development, Food and Drug Laboratory Research Center, Tehran, Iran

    M. Shekarchi, M. Pirali-Hamedani & N. Adib

  2. Department of Medicinal Chemistry, Faculty of Pharmacy and Pharmaceutical Sciences Research Center, Tehran University of Medical Sciences, Tehran, 14174, Iran

    M. Pirali-Hamedani, L. Navidpour & A. Shafiee

Authors
  1. M. Shekarchi
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  2. M. Pirali-Hamedani
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  3. L. Navidpour
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  4. N. Adib
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  5. A. Shafiee
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Correspondence to A. Shafiee.

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Shekarchi, M., Pirali-Hamedani, M., Navidpour, L. et al. Synthesis, antibacterial and antifungal activities of 3-aryl-5-(pyridin-3-yl)-4,5-dihydropyrazole-1-carbothioamide derivatives. JICS 5, 150–158 (2008). https://doi.org/10.1007/BF03245828

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  • DOI: https://doi.org/10.1007/BF03245828

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