Chemical Research in Chinese Universities

, Volume 29, Issue 2, pp 227–230 | Cite as

Synthesis, characterization and biological activities of N-acyl-3-(3-pyridyl)-5-aryl-pyrazoles

  • Yan-fang Kang
  • Dun-jia Wang
  • Ben-po Xu
  • Xian-hong Wei
  • Jing Zheng


Ten novel N-acyl-3-(3-pyridyl)-5-aryl-pyrazoles were synthesized by Claisen condensation of the aryl methyl ketones with ethyl nicotinate, the cyclization with hydrazine hydrate and the N-acylation with acyl chloride in turn. The structures of all the compounds synthesized were confirmed by means of Fourier transform infrared(FTIR), 1H NMR, mass spectroscopy and elemental analysis. The biological activities of the title compounds were examined by disc diffusion method against Escherichia coli, Staphylococcus aureus, Pyricularia oryzae and Rhizoctnia solani. All the N-acyl-3-(3-pyridyl)-5-aryl-pyrazoles exhibited a certain degree of antibacterial and antifungal activities. Comparatively, compounds 3c and 3d exhibited much significant antibacterial and antifungal activities than the other pyrazole derivatives.


N-Acyl-3-(3-pyridyl)-5-aryl-pyrazole β-Diketone 1H-Pyrazole Biological activity 


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  1. [1]
    Mamolo M. G., Zampieri D., Falagiani V., Vio L., Banfi E., Il Farmaco, 2001, 56, 593CrossRefGoogle Scholar
  2. [2]
    Rahimizadeh M., Pordel M., Bakavoli M., Rezaeian S., Sadeghian A., World J. Microbiol. Biotechnol., 2010, 26, 317CrossRefGoogle Scholar
  3. [3]
    Reddy C. S., Devi M. V., Sunitha M., Nagaraj A., Chem. Pharm. Bull., 2010, 58, 1622CrossRefGoogle Scholar
  4. [4]
    López S. N., Castelli M. V., Zacchino S. A., Domínguez J. N., Lobo G., Charris-Charris J., Cortés J. C. G., Ribas J. C., Devia C., Rodríguez A. M., Enriz R. D., Bioorg. Med. Chem., 2001, 9, 1999CrossRefGoogle Scholar
  5. [5]
    Gadakh A. V., Pandit C., Rindhe S. S., Karale B. K., Bioorg. Med. Chem. Lett., 2010, 20, 5572CrossRefGoogle Scholar
  6. [6]
    Lahm G. P., Selby T. P., Freudenberger J. H., Stevenson T. M., Myers B. J., Seburyamo G., Smith B. K., Flexner L., Clark C. E., Cordova D., Bioorg. Med. Chem. Lett., 2005, 15, 4898CrossRefGoogle Scholar
  7. [7]
    Bekhit A. A., Hymete A., Asfaw H., Bekhit A. E. A., Arch. Pharm. Life Sci., 2012, 345, 147CrossRefGoogle Scholar
  8. [8]
    Xu H., Hu X. H., Zou X. M., Zhu Y. Q., Liu B., Hu F. Z., Yang H. Z., Chem. Res. Chinese Universities, 2012, 28(5), 824Google Scholar
  9. [9]
    Xu J. Y., Dong W. L., Xiong L. X., Li Z. M., Chem. J. Chinese Universities, 2012, 33(2), 298Google Scholar
  10. [10]
    Gautam V., Chawla V., Sonar P. K., Saraf S. K., E-Journal of Chemistry, 2010, 7, 1190CrossRefGoogle Scholar
  11. [11]
    Abdel-Wahab B. F., Abdel-Aziz H. A., Ahmed E. M., Arch. Pharm. Life Sci., 2008, 341, 734CrossRefGoogle Scholar
  12. [12]
    Wang D. J., Zheng C. Y., Fan L., J. Mol. Struct., 2009, 938, 311CrossRefGoogle Scholar
  13. [13]
    Wang D. J., Fan L., Zheng C. Y., Fang Z. D., J. Fluorine Chem., 2010, 131, 584CrossRefGoogle Scholar
  14. [14]
    Wang D. J., Kang Y. F., Xu B. P., Zheng J., Wei X. H., Spectrochimica Acta Part A, 2013, 104, 419CrossRefGoogle Scholar
  15. [15]
    Kirkpatrick W. R., Turner T. M., Fothergill A. W., McCarthy D. I., Redding S. W., Rinaldi M. G., Patterson T. F., J. Clin. Microbiol., 1998, 36, 3429Google Scholar
  16. [16]
    Hegazy W. H., Monatsh. Chem., 2001, 132, 639CrossRefGoogle Scholar
  17. [17]
    Bunting J. W., Kanter J. P., Nelander R., Wu Z., Can. J. Chem., 1995, 73, 1305CrossRefGoogle Scholar
  18. [18]
    Gautam V., Chawla V., Sonar P. K., Saraf S. K., J. Saudi Chem. Soc., 2013, 17(in press, doi:10.1016/j.jscs.2011.12.006)Google Scholar
  19. [19]
    Manna F., Chimenti F., Fioravanti R., Bolasco A., Secci D., Chimenti P., Ferlini C., Scambia G., Bioorg. Med. Chem. Lett., 2005, 15, 4632CrossRefGoogle Scholar
  20. [20]
    Yang J. F., Cao H., Liu H., Li B. Q., Ma Y. M., J. Chin. Chem. Soc., 2011, 58, 369CrossRefGoogle Scholar

Copyright information

© Jilin University, The Editorial Department of Chemical Research in Chinese Universities and Springer-Verlag GmbH 2013

Authors and Affiliations

  • Yan-fang Kang
    • 1
  • Dun-jia Wang
    • 1
  • Ben-po Xu
    • 1
  • Xian-hong Wei
    • 1
  • Jing Zheng
    • 1
  1. 1.Hubei Provincial Key Laboratory of Pollutant Analysis and Reuse Technology, College of Chemistry and Environmental EngineeringHubei Normal UniversityHuangshiP. R. China

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