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Synthesis and antimycobacterial activities of some new N-acylhydrazone and thiosemicarbazide derivatives of 6-methyl-4,5-dihydropyridazin-3(2H)-one

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Abstract

In this study, twenty-five new 6-methyl-4,5-dihydropyridazin-3(2H)-one derivatives having N-acylhydrazone and thiosemicarbazide moieties were synthesized. The target compounds were tested for their antimycobacterial activity in vitro against Mycobacterium tuberculosis H37Rv using the agar dilution method. Among the synthesized compounds, N′-(2,4-dichlorobenzylidene)-2-(3-methyl-6-oxo-5,6-dihydropyridazin-1(4H)-yl)acetohydrazide 4g was found to be the most active compound with minimum inhibitory concentration of 0.78 μM and was more potent than ethambutol and ciprofloxacin.

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Acknowledgments

The authors thank the financial support provided by Scientific Research Fund of Hacettepe University through Project 0801301003. The authors also thank Assoc. Prof Dr. Aymil Dogan (Faculty of Letters, Translation and Interpretation Department, Hacettepe University) for grammatical revision.

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The authors report no declarations of interest.

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Authors and Affiliations

  1. Department of Pharmaceutical Chemistry, Faculty of Pharmacy, University of Hacettepe, Ankara, Turkey

    Oya Unsal Tan, Keriman Ozadali & Ayla Balkan

  2. Medicinal Chemistry & Antimycobacterial Research Laboratory, Pharmacy Group, Birla Institute of Technology & Science – Pilani, Hyderabad Campus, Jawahar Nagar, Hyderabad, 500 078, Andhra Pradesh, India

    Perumal Yogeeswari & Dharmarajan Sriram

Authors
  1. Oya Unsal Tan
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  2. Keriman Ozadali
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  3. Perumal Yogeeswari
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  4. Dharmarajan Sriram
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  5. Ayla Balkan
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Correspondence to Oya Unsal Tan.

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Unsal Tan, O., Ozadali, K., Yogeeswari, P. et al. Synthesis and antimycobacterial activities of some new N-acylhydrazone and thiosemicarbazide derivatives of 6-methyl-4,5-dihydropyridazin-3(2H)-one. Med Chem Res 21, 2388–2394 (2012). https://doi.org/10.1007/s00044-011-9770-6

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  • DOI: https://doi.org/10.1007/s00044-011-9770-6

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