Synthesis and preliminary evaluation of brominated 5-methyl-2,4-dihydropyrazol-3-one and its derivatives as cytotoxic agents

Authors

  • Rahat Khan Department of Chemistry, Jahangirnagar University, Savar, Dhaka 1342
  • Md. Imam Uddin Department of Chemistry, Jahangirnagar University, Savar, Dhaka 1342
  • Md. Sultan Alam Department of Chemistry, Jahangirnagar University, Savar, Dhaka 1342
  • Mohammad Mamun Hossain Department of Chemistry, Jahangirnagar University, Savar, Dhaka 1342
  • Md. Rabiul Islam Department of Chemistry, Jahangirnagar University, Savar, Dhaka 1342

DOI:

https://doi.org/10.3329/bjp.v3i1.834

Keywords:

Brine shrimp, Bromination, Cytotoxicity, Pyrazol

Abstract

Derivatives of 5-Methyl-2,4-dihydro-pyrazol-3-one (1a), 5-Methyl-2-phenyl-2,4-dihydro-pyrazol-3-one (1b) and 2-(2,4-Dinitro-phenyl)-5-methyl-2,4-dihydro-pyrazol-3-one (1c) have been brominated in various ways. The compounds (1a, 1b, 1c) were synthesized by condensation reaction between the ethylacetoacetate and hydrazine derivatives. All the products have been characterized by extensive use of IR, 1H-NMR, 13C-NMR and Mass spectral analysis. Investigation of the cytotoxicity of these compounds was carried out against brine shrimp by lethality bioassay. The cytotoxicity studies of the synthesized compounds revealed that compound 4,4-Dibromo-2-(2,4-dinitro-phenyl) -5-methyl -2,4-dihydro-pyrazol-3-one (2c) had shown tremendous bioactivity against brine shrimp. However, the Compounds 4,4-dibromo-5-methyl-2,4-dihydro-pyrazol-3-one (2a), 4,4-Dibromo-2-(2,4-dibromo-phenyl)-5-methyl-2,4-dihydro-pyrazol-3-one (2b) and 4,4-dibromo-2-(dinitro-phenyl)-5-methyl-2,4-dihydro-pyrazol-3-one (2c) showed higher activity leaving the other compounds all most inactive.

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Published

2008-04-30

How to Cite

Khan, R., M. I. Uddin, M. S. Alam, M. M. Hossain, and M. R. Islam. “Synthesis and Preliminary Evaluation of Brominated 5-Methyl-2,4-Dihydropyrazol-3-One and Its Derivatives As Cytotoxic Agents”. Bangladesh Journal of Pharmacology, vol. 3, no. 1, Apr. 2008, pp. 27-35, doi:10.3329/bjp.v3i1.834.

Issue

Vol. 3 No. 1 (2008)

Section

Research Articles

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