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Vol. 34 No. 1 (2022): Vol 34 Issue 1, 2022

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Synthesis and Biological Screening of Novel 5-(5-Aryl-1-phenyl-1H-pyrazol-3-yl)-3-aryl-1,2,4-oxadiazole Derivatives

https://doi.org/10.14233/ajchem.2022.23497
Pravin S. Kulkarni
Department of Chemistry, Jalna Education Society's R.G. Bagdia Arts, S.B. Lakhotia Commerce and R. Bezonji Science College, Jalna431203, India
Swapnil R. Sarda
Department of Chemistry, Jalna Education Society's R.G. Bagdia Arts, S.B. Lakhotia Commerce and R. Bezonji Science College, Jalna431203, India
Amol U. Khandebharad
Department of Chemistry, Jalna Education Society's R.G. Bagdia Arts, S.B. Lakhotia Commerce and R. Bezonji Science College, Jalna431203, India
Mazahar Farooqui
Department of Chemistry, Maulana Azad College, Aurangabad-431001, India
Brijmohan R. Agrawal
Department of Chemistry, Jalna Education Society's R.G. Bagdia Arts, S.B. Lakhotia Commerce and R. Bezonji Science College, Jalna431203, India

Corresponding Author(s) : Swapnil R. Sarda

srsarda1@rediffmail.com

Asian Journal of Chemistry, Vol. 34 No. 1 (2022): Vol 34 Issue 1, 2022

Abstract

A new series of 5-(5-aryl-1-phenyl-1H-pyrazol-3-yl)-3-aryl-1,2,4-oxadiazole (6a-o) have been synthesized by a cyclocondensation reaction of ethyl 5-(4-chlorophenyl)-1-phenyl-1H-pyrazole-3-carboxylate (3a-c) with aryl imidoxime (5a-e). The newly synthesized pyrazolyl-1,2,4-oxadiazole (6a-o) derivatives were characterized by spectroscopic techniques and screened for in vitro antibacterial activity against Bacillus subtilis (NCIM 2063), Staphylococcus albus (NCIM 2178), Escherichia coli (NCIM 2574), Proteus mirabilis (NCIM 2388) and in vitro antifungal activity against Aspergillus niger (ATCC 504) Candida albicans (NCIM 3100).

Keywords

Pyrazole Antibacterial activity Antifungal activity 1,2,4-Oxadiazoles
S. Kulkarni, P., R. Sarda, S., U. Khandebharad, A., Farooqui, M., & R. Agrawal, B. (2021). Synthesis and Biological Screening of Novel 5-(5-Aryl-1-phenyl-1H-pyrazol-3-yl)-3-aryl-1,2,4-oxadiazole Derivatives. Asian Journal of Chemistry, 34(1), 209–215. https://doi.org/10.14233/ajchem.2022.23497
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References
  1. G. Beruve, Expert Opin. Drug Discov., 11, 281 (2016); https://doi.org/10.1517/17460441.2016.1135125
  2. N. Kerru, L. Gummidi, S. Maddila, K.K. Gangu and S.B. Jonnalagadda, Molecules, 25, 1909 (2020); https://doi.org/10.3390/molecules25081909
  3. K. Biernacki, M. Dasko, O. Ciupak, K. Kubinski, J. Rachon and S. Demkowicz, Pharmaceuticals, 13, 111 (2020); https://doi.org/10.3390/ph13060111
  4. A. Shetnev, S. Baykov, S. Kalinin, A. Belova, V. Sharoyko, A. Rozhkov, L. Zelenkov, M. Tarasenko, E. Sadykov, M. Korsakov and M. Krasavin, Int. J. Mol. Sci., 20, 1699 (2019); https://doi.org/10.3390/ijms20071699
  5. E. Leemans, K.V. Mahasenan, M. Kumarasiri, E. Spink, D. Ding, P.I. O’Daniel, M.A. Boudreau, E. Lastochkin, S.A. Testero, T. Yamaguchi, M. Lee, D. Hesek, J.F. Fisher, M. Chang and S. Mobashery, Bioorg. Med. Chem. Lett., 26, 1011 (2015); https://doi.org/10.1016/j.bmcl.2015.12.041
  6. S.C. Karad, V.B. Purohit, R.P. Thummar, B.K. Vaghasiya, R.D. Kamani, P. Thakor, V.R. Thakkar, S.S. Thakkar, A. Ray and D.K. Raval, Eur. J. Med. Chem., 126, 894 (2017); https://doi.org/10.1016/j.ejmech.2016.12.016
  7. T.G. Shruthi, S. Eswaran, P. Shivarudraiah, S. Narayanan and S. Subramanian, Bioorg. Med. Chem. Lett., 29, 97 (2018); https://doi.org/10.1016/j.bmcl.2018.11.002
  8. D. Kumar, G. Patel, A.K. Chavers, K.H. Chang and K. Shah, Eur. J. Med. Chem., 46, 3085 (2011); https://doi.org/10.1016/j.ejmech.2011.03.031
  9. I. Zentner, L. Sierra, A.K. Fraser, L. Maciunas, M.K. Mankowski, A. Vinnik, P. Fedichev, R.G. Ptak, J. Martín-García and S. Cocklin, ChemMedChem, 8, 426 (2013); https://doi.org/10.1002/cmdc.201200577
  10. C. Jiang, Y. Fu, L. Zhang, J. Gong, Z. Wang, W. Xiao, H.-Y. Zhang and Y.-W. Guo, Bioorg. Med. Chem. Lett., 25, 216 (2015); https://doi.org/10.1016/j.bmcl.2014.11.068
  11. M. Farooqui, R. Bora and C.R. Patil, Eur. J. Med. Chem., 44, 794 (2009); https://doi.org/10.1016/j.ejmech.2008.05.022
  12. J. Nalawade, A. Shinde, A. Chavan, S. Patil, M. Suryavanshi, M. Modak, P. Choudhari, V.D. Bobade and P.C. Mhaske, Eur. J. Med. Chem., 179, 649 (2019); https://doi.org/10.1016/j.ejmech.2019.06.074
  13. K. Karrouchi, S. Radi, Y. Ramli, J. Taoufik, Y.N. Mabkhot, F.A. Alaizari and M. Ansar, Molecules, 23, 134 (2018);
  14. https://doi.org/10.3390/molecules23010134
  15. M.F. Khan, M.M. Alam, G. Verma, W. Akhtar, M. Akhter and M. Shaquiquzzaman, Eur. J. Med. Chem., 120, 170 (2016); https://doi.org/10.1016/j.ejmech.2016.04.077
  16. R.S. Keri, K. Chand, T. Ramakrishnappa and B.M. Nagaraja, Arch. Pharm. Chem. Life Sci., 348, 299 (2015); https://doi.org/10.1002/ardp.201400452
  17. S.J. Takate, A.D. Shinde, B.K. Karale, H. Akolkar, L. Nawale, D. Sarkar and P.C. Mhaske, Bioorg. Med. Chem. Lett., 29, 1199 (2019); https://doi.org/10.1016/j.bmcl.2019.03.020
  18. R. Ramesh, R.D. Shingare, V. Kumar, A. Anand, S. B, S. Veeraraghavan, S. Viswanadha, R. Ummanni, R. Gokhale and D. Srinivasa Reddy, Eur. J. Med. Chem., 122, 723 (2016); https://doi.org/10.1016/j.ejmech.2016.07.009
  19. A.M. Vijesh, A.M. Isloor, P. Shetty, S. Sundershan and H.K. Fun, Eur. J. Med. Chem., 62, 410 (2013); https://doi.org/10.1016/j.ejmech.2012.12.057
  20. N.B. Reddy, G.V. Zyryanov, G.M. Reddy, A. Balakrishna, A. Padmaja, V. Padmavathi, C.S. Reddy, J.R. Garcia and G. Sravya, J. Heterocycl. Chem., 56, 589 (2019); https://doi.org/10.1002/jhet.3435
  21. R. Pundeer, V. Sushma, V. Kiran, C. Sharma, K.R. Aneja and O. Prakash, Med. Chem. Res., 22, 4715 (2013); https://doi.org/10.1007/s00044-013-0480-0
  22. Y. Xu, X. Liu, M. Saunders, S. Pearce, J.M. Foulks, K.M. Parnell, A. Clifford, R.N. Nix, J. Bullough, T.F. Hendrickson, K. Wright, M.V. Mccullar, S.B. Kanner and K. Ho, Bioorg. Med. Chem. Lett., 24, 515 (2014); https://doi.org/10.1016/j.bmcl.2013.12.028
  23. H. Kumar, D. Saini, S. Jain and N. Jain, Eur. J. Med. Chem., 70, 248 (2013); https://doi.org/10.1016/j.ejmech.2013.10.004
  24. A.A. Bekhit, H.M.A. Ashour, Y.S. Abdel Ghany, A.E.-D.A. Bekhit and A. Baraka, Eur. J. Med. Chem., 43, 456 (2008); https://doi.org/10.1016/j.ejmech.2007.03.030
  25. A.A. Bekhit, A.M.M. Hassan, H.A. Abd El Razik, M.M.M. El-Miligy, E.J. El-agroudy and A.E.A. Bekhit, Eur. J. Med. Chem., 94, 30 (2015); https://doi.org/10.1016/j.ejmech.2015.02.038
  26. H. Newman, Tetrahedron Lett., 9, 2421 (1968); https://doi.org/10.1016/S0040-4039(00)76146-6
  27. H. Newman, Tetrahedron Lett., 9, 2417 (1968); https://doi.org/10.1016/S0040-4039(00)76145-4
  28. National Committee for Clinical Laboratory Standards Method for Dilution Antimicrobial Susceptibility Tests of Bacteria that Grow Aerobically, Approv. Stand. M100eS12 NCCLS, Wayne PA, USA (2002).
  29. National Committee for Clinical Laboratory Standards Approval Standard Document M2-A7, USA, Vilanova, PA, NCCLS (2000).
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