Skip to main content
Log in

Substituted-nicotinyl thiourea derivatives bearing pyrimidine moiety: synthesis and biological evaluation

  • Published:
Research on Chemical Intermediates Aims and scope Submit manuscript

Abstract

A series of substituted-nicotinyl thiourea derivatives containing pyrimidine ring were synthesized in good to excellent yield using PEG-400 as solid–liquid phase transfer catalyst under ultrasonic irradiation. The structures of all newly synthesized compounds were elucidated and confirmed by IR, 1H NMR and elemental analysis. The preliminary biological tests show that some of the target compounds present good inhibitory activities against the root and stalk of dicotyledon plants and are safe for monocotyledon plants.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Institutional subscriptions

Scheme 1

Similar content being viewed by others

References

  1. Y. Bessard, R. Crettaz, Tetrahedron 56, 4739 (2000)

    Article  CAS  Google Scholar 

  2. P. Jeschke, Pest Manag. Sci. 66, 10 (2010)

    Article  CAS  Google Scholar 

  3. A. Upadhyay, M. Gopal, C. Srivastava, N.D. Pandey, J. Pestic. Sci. 35, 464 (2010)

    Article  CAS  Google Scholar 

  4. A. Arnoldi, S. Dallavalle, L. Merlini, L. Musso, G. Farina, M. Moretti, L. Jayasinghe, J. Agric. Food Chem. 55, 8171 (2007)

    Article  Google Scholar 

  5. A.A. Geronikaki, A.A. Lagunin, D.I. Hadjipavlou-Litina, P.T. Eleftheriou, D.A. Filimonov, V.V. Poroikov, I. Alam, A.K. Saxena, J. Med. Chem. 51, 1601 (2008)

    Article  CAS  Google Scholar 

  6. B. Cosimelli, G. Greco, M. Ehlardo, E. Novellino, F.D. Settimo, S. Taliani, C.L. Motta, M. Bellandi, T. Tuccinardi, A. Martinelli, O. Ciampi, M.L. Trincavelli, C. Martini, J. Med. Chem. 51, 1764 (2008)

    Article  CAS  Google Scholar 

  7. I.T. Hwang, H.R. Kim, D.J. Jeon, K.S. Hong, J.H. Song, K.Y. Cho, J. Agric. Food Chem. 53, 8639 (2005)

    Article  CAS  Google Scholar 

  8. T.Y. Zhang, J.R. Stout, J.G. Keay, Tetrahedron 51, 13177 (1995)

    Article  CAS  Google Scholar 

  9. F. Wen, H. Zhang, Z. Yu, H. Jin, Q. Yang, T. Hou, Pestic. Biochem. Phys. 98, 248 (2010)

    Article  CAS  Google Scholar 

  10. P. Jain, J.T. Slama, L.A. Perez-Haddock, T.F. Walseth, J. Med. Chem. 53, 7599 (2010)

    Article  CAS  Google Scholar 

  11. B. Li, F.C. Bi, R.A. Buzon, M. Kang, R.M. Oliver, J.F. Sagal, L. Samp, D.P. Walker, Z. Zhang, Synlett 14, 2133 (2010)

    Article  Google Scholar 

  12. J. Sun, S. Cai, H. Mei, J. Li, N. Yan, Q. Wang, Z. Lin, D. Huo, Chem. Biol. Drug Des. 76, 245 (2010)

    CAS  Google Scholar 

  13. L. Xiao, C. Liu, Y. Li, Molecules 14, 1423 (2009)

    Article  CAS  Google Scholar 

  14. V. Ravichandran, B.R.P. Kumar, S. Sankar, R.K. Agrawal, Med. Chem. Res. 17, 1 (2008)

    Article  CAS  Google Scholar 

  15. A.R. Katritzky, N. Kirichenko, B.V. Rogovoy, J. Kister, H. Tao, Synthesis 11, 1799 (2004)

    Article  Google Scholar 

  16. K. Amornraksa, A. Worachartcheewan, V. Prachayasittikul, Eur. J. Sci. Res. 31, 510 (2009)

    Google Scholar 

  17. A. Saeed, N. Abbas, H. Rafique, S. Rashid, A. Hameed, Chemistry 18, 152 (2009)

    Google Scholar 

  18. M. Soung, K. Park, N. Sung, Bull. Korean Chem. Soc. 31, 1469 (2010)

    Article  CAS  Google Scholar 

  19. T. Hashimoto, K. Maruoka, in Asymmetric Phase Transfer Catalysis, ed. by K. Maruoka (Wiley-VCH GmbH and Co. KGaA, Weinheim, 2008)

    Google Scholar 

  20. E. O’Reilly, E. Lestini, D. Balducci, F. Paradisi, Tetrahedron Lett. 50, 1748 (2009)

    Article  Google Scholar 

  21. G. Keglevich, E. Balint, E. Karsai, J. Varga, A. Gruen, M. Balint, I. Greiner, Lett. Org. Chem. 6, 535 (2009)

    Article  CAS  Google Scholar 

  22. Q. Wang, X. Zhang, L. Wang, Z. Mi, J. Mol. Catal. A Chem. 309, 89 (2009)

    Article  CAS  Google Scholar 

  23. R. He, S. Shirakaw, K. Maruoka, J. Am. Chem. Soc. 131, 16620 (2009)

    Article  CAS  Google Scholar 

  24. E. Ohayon, A. Gedanken, Ultrason. Sonochem. 17, 173 (2010)

    Article  CAS  Google Scholar 

  25. R. Gupta, A. Jain, M. Jain, R. Joshi, Bull. Korean Chem. Soc. 31, 3180 (2010)

    Article  CAS  Google Scholar 

  26. H. Jin, H. Zhao, F. Zhao, S. Li, W. Liu, G. Zhou, K. Tao, T. Hou, Ultrason. Sonochem. 16, 304 (2009)

    Article  CAS  Google Scholar 

  27. S. Sadjadi, H. Sepehrian, Ultrason. Sonochem. 18, 480 (2011)

    Article  CAS  Google Scholar 

  28. H. Jin, L. Xiang, F. Wen, K. Tao, Q. Liu, T. Hou, Ultrason. Sonochem. 15, 681 (2008)

    Article  CAS  Google Scholar 

  29. Z. Li, Q. Wang, J. Huang, Preparation for the Organic Intermediates (Chemical Industry Press, Beijing, 2001)

    Google Scholar 

Download references

Acknowledgments

This work was financially supported by the Projects in the National Science and Technology Pillar Program during the Eleventh Five-Year Plan Period (2008BADA5B03) and Special Fund for Agro-Scientific Research in the Public Interest (200903052).

Author information

Authors and Affiliations

Authors

Corresponding authors

Correspondence to Shaoyong Ke or Xiufang Cao.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Ke, S., Cao, X. Substituted-nicotinyl thiourea derivatives bearing pyrimidine moiety: synthesis and biological evaluation. Res Chem Intermed 37, 627–633 (2011). https://doi.org/10.1007/s11164-010-0235-1

Download citation

  • Received:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s11164-010-0235-1

Keywords

Navigation