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E-Journal of Chemistry
Volume 8, Issue 4, Pages 1820-1831
http://dx.doi.org/10.1155/2011/826392

Synthesis, Crystal Structural Characterization and Biological Properties of Thiosemicarbazones of Schiff Bases Derived from 4-Acyl-2-pyrazoline-5-one

Arjunsinh Rana,1 Nayan Parekh,2 Harish Dabhi,2 Dipak Bhoi,3 and Niraj Kumari4

1Department of Chemistry, Navajivan Science College, Dahod-389151, Gujarat, India
2Torrent Research Centre, Village Bhat, Ahmedabad-382428, Gujarat, India
3Department of Chemistry, J & J Science College, Nadiad-387001, Gujarat, India
4Banaras Hindu University (BHU), Varanasi -221005, India

Received 26 July 2010; Accepted 15 October 2010

Copyright © 2011 Hindawi Publishing Corporation. This is an open access article distributed under the Creative Commons Attribution License, which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

Abstract

A novel synthesis, single crystal and biological activity of 4-acylthiosemicarbazone-3-methyl-1-(4`-methylphenyl)-2-pyrazolin-5-one by condensation of 4-acyl-3-methyl-1-(4`-methylphenyl)-2-pyrazolin-5-one with thiosemicarbazide was carried out. The compounds were characterized on the basis of elemental analysis, IR, 1H NMR, Mass, DSC and 13C NMR spectral data. The compounds were tested for their antibacterial activity against various gram +ve and -ve bacteria. The results were compared with the marketed drugs. The crystal structure was determined by single x-ray diffraction. 4-Acetyl thiosemicarbazone-3-methyl-1-(4`-methylphenyl)-2-pyrazolin-5-one(AcPTMP-ths) crystallizes in the monoclinic system, space group P21/n with a=6.0828(7)Å, b=29.547(4)Å, c=7.9101(15)Å, α=90°, γ=95.602(15)°, γ=90°, V=1414.9(4) Å3, Z=4, Dc=1.429 mg/m3 and 4-Propionylthiosemicarbazone-3-methyl-1-(4`-methylphenyl)-2-pyrazolin-5-one (PropPTMP-ths) crystallizes in the monoclinic system, space group P21/c with a=13.5622(10)Å, b=13.3671(12)Å, c=22.151(2)Å, α=90°, β=93.13(7)°, γ=90°, V=4010.1(6) Å3, Z=8, Dc=1.310 mg/m3. The compounds were screened for antibacterial properties and exhibited potential activity.