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1,3,4-Triarylpyrazoles Containing 2-Thioxoimidazolidinones and Different Fused Systems: Synthesis and Antimicrobial Activity

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Abstract

A group of new analogs of 1,3,4-trisubstituted pyrazoles functionalized 2-thioxoimidazolidinones and fused heterocyclic systems are synthesized. Their tests of antimicrobial activity against several bacterial and fungal strains indicated relatively high activity. The composition of the novel products was elucidated from spectroscopic data.

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References

  1. Mady, M.F., Saleh, T.S., El-Kateb, A.A., Abd El-Rahman, N.M., and Abd El-Moez, S.I., Res. Chem. Intermed. 2016, vol. 42, p. 753. doi https://doi.org/10.1007/s11164-015-2054-x

    CAS  Google Scholar 

  2. Prakash, O., Kumar, R., and Parkash, V., Eur. J. Med. Chem. 2008, vol. 43, p. 435. doi https://doi.org/10.1016/j.ejmech.2007.04.004

    Article  CAS  PubMed  Google Scholar 

  3. Tanitame, T., Oyamada, Y., Ofuji, K., and Terauchi, H., Bioorg. Med. Chem. Lett. 2005, vol. 15(19), p. 4299. doi https://doi.org/10.1016/j.bmcl.2005.06.103

  4. Grosse, S., Mathieu, V., Pillard, C., Massip, S., Marchivie, M., Jarry, C., Bernard, P., Kiss, R., and Guillaumet, G., Eur. J. Med. Chem. 2014, vol. 12, p. 718. doi https://doi.org/10.1016/j.ejmech.2014.07.057

    Article  CAS  Google Scholar 

  5. Nitulescu, G.M., Draghici, C., and Olaru, O.T., Int. J. Mol. Sci. 2013, vol. 14, p. 21805. doi https://doi.org/10.3390/ijms141121805

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  6. Nadia, H.M., Fathy, M.A., and Salwa, M.E., Res. Chem. Intermed. 2016, vol. 42, p. 1071. doi https://doi.org/10.1007/s11164-015-2074-6

    Article  CAS  Google Scholar 

  7. Hamdy, N.A., and EL-Senousy, W.M., Acta Poloniae Pharm. Drug Res. 2013, vol. 70, p. 99. PMID: 23610964.

    CAS  Google Scholar 

  8. Hwang, S.H., Wagner, K.M., Morisseau, C., Liu, J.Y., Dong, H., Wecksler, A.T., and Hammock, D., J. Med. Chem., 2011, vol. 54, p. 3037. doi https://doi.org/10.1021/jm2001376

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  9. Gopalsamy, A., Yang, H., Ellingboe, J.W., Tsou, H., Zhang, N., Honores, E., Powell, D., Miranda, M., McGinnis, J.P., and Rabindran, S.K., Bioorg. Med. Chem. Lett. 2005, vol. 15, p. 1591. doi https://doi.org/10.1016/j.bmcl.2005.01.066

    Article  CAS  PubMed  Google Scholar 

  10. Catarzi, D., Colotta, V., Varano, F., Poli, D., Squarcialupi, L., Filacchioni, G., Varani, K., Vincenzi, F., Borea, P.A., Dal Ben, D., Lambertucci, C., and Cristalli, G., Bioorg. Med. Chem. 2013, vol. 21, p. 283. doi https://doi.org/10.1016/j.bmc.2012.10.031

    Article  CAS  PubMed  Google Scholar 

  11. Khalifa, N.M., Mohamed, M.S., Zaki, M.E., Al-Omar, M.A., and Zohny, Y.M., Res. Chem. Intermed. 2014, vol. 40(4), p. 1565. doi https://doi.org/10.1007/s11164-013-1061-z

  12. Nossier, E.S., Fahmy, H.H., Khalifa, N.M., El-Eraky, W.I., and Baset, M.A., Molecules 2017, vol. 22(4), p. 512. doi https://doi.org/10.3390/molecules22040512

  13. Elzahabi, H.S.A., Nossier, E.S., Khalifa, N.M., Alasfoury, R.A., and El-Manawaty, M.A., J. Enzyme Inhib. Med. Chem., 2018, vol. 33(1), p. 546. doi https://doi.org/10.1080/14756366.2018.1437729

  14. Hoda, H.F., Khalifa, N.M., Magda, I.F., Hend, M.S., and Eman, S.N., Molecules 2016, vol. 21, p. 271. doi https://doi.org/10.3390/molecules21030271

    Article  CAS  Google Scholar 

  15. Haiba, M.E., Al-Abdullah, E.S., Edrees, M.M., and Khalifa, N.M., Drug Res. 2015, vol. 65(01), p. 9. doi https://doi.org/10.1055/s-0034-1368721

  16. Khalifa, N.M., Al-Omar, M.A., and Nossier, E.S., Russ. J. Gen. Chem. 2017, vol. 87, no. 12, p. 2909. doi https://doi.org/10.1134/S1070363217120301

    Article  CAS  Google Scholar 

  17. Fahmy, H.H., Khalifa, N.M., Nossier, E.S., Abdalla, M.M., and Ismai, M.M., Acta Pol. Pharm. Drug Res. 2012, vol. 69(3), p. 411. PMID: 22594255.

  18. El-Emary, T.I., and Abdel-Mohsen, Sh.A., Phosphorus, Sulfur, Silicon, Rel. Elem. 2006, vol. 181(11), p. 2459. doi https://doi.org/10.1080/10426500600754695

  19. Shalaby, Al. G., Ragab, I.M.T., Ahmed, B.M.M., Mohamed, M.I.H., and Wafaa, A.H., Biocatalysis and Agricult. Biotechnol. 2018, vol. 14, p. 402. doi https://doi.org/10.1016/j.bcab.2018.04.008

    Article  Google Scholar 

  20. Andrews, J.M., J. Antimicrob. Chemother., 2001, vol. 48, p. 5. PMID: 11420333.

    Article  CAS  PubMed  Google Scholar 

  21. Pepeljnjak, S., Kaloera, Z. and Zovko, M., Acta Pharm. 2005, vol. 55, p. 409. PMID: 16375830.

    CAS  PubMed  Google Scholar 

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Authors and Affiliations

  1. Department of Pharmaceutical Chemistry, Drug Exploration & Development Chair (DEDC), College of Pharmacy, King Saud University, Riyadh, 11451, Saudi Arabia

    N. M. Khalifa

  2. Department of Therapeutic Chemistry, Pharmaceutical and Drug Industries Division, National Research Centre, Dokki, Cairo, 12622, Egypt

    N. M. Khalifa, S. S. Abd El-Karim & E. S. Hassan

  3. Department of Organic Chemistry, Faculty of Science, Al-Azhar University, Cairo, Egypt

    A. S. El-Sayed

  4. Department of Pharmaceutical Chemistry, Faculty of Pharmacy, Al-Azhar University (Girls), Cairo, Egypt

    E. S. Nossier

  5. Department of Chemistry of Natural and Microbial Products, Pharmaceutical and Drug Industries Division, National Research Centre, Dokki, Cairo, 12622, Egypt

    A. G. Shalaby

Authors
  1. N. M. Khalifa
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  2. A. S. El-Sayed
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  3. S. S. Abd El-Karim
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  4. E. S. Hassan
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  5. E. S. Nossier
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  6. A. G. Shalaby
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Corresponding author

Correspondence to N. M. Khalifa.

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The text was submitted by the authors in English.

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Khalifa, N.M., El-Sayed, A.S., Abd El-Karim, S.S. et al. 1,3,4-Triarylpyrazoles Containing 2-Thioxoimidazolidinones and Different Fused Systems: Synthesis and Antimicrobial Activity. Russ J Gen Chem 88, 2646–2652 (2018). https://doi.org/10.1134/S1070363218120277

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  • DOI: https://doi.org/10.1134/S1070363218120277

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