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Cycloalkyl substituted N-nitrourea derivatives: a convenient synthesis and biological evaluation

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Abstract

A series of N-nitrourea derivatives bearing various cycloalkyl were conveniently obtained via three steps including nitration, carbamic chlorination, and aminolysis reactions. The structures of all newly synthesized compounds were elucidated and confirmed by IR, 1H NMR, 13C NMR, and elemental analysis. The preliminary bioassay indicated that the target compounds exhibited moderate herbicidal activity against Amaranthus albus and Sorghum sudanense. However, some of the title compounds presented high plant growth regulating activity against rice.

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References

  1. P.A. Yonova, G.M. Stoilkova, J. Plant Growth Regul. 23, 280 (2005)

    Google Scholar 

  2. S.A. Khan, N. Singh, K. Saleem, Eur. J. Med. Chem. 43, 2272 (2008)

    Article  CAS  Google Scholar 

  3. Q.Z. Zheng, K. Cheng, X.M. Zhang, Eur. J. Med. Chem. 45, 3207 (2010)

    Article  CAS  Google Scholar 

  4. K.M. Khan, S. Saeed, M. Ali, Bioorg. Med. Chem. 17, 2447 (2009)

    Article  CAS  Google Scholar 

  5. H.D. Krebs, M.V. Leeding, Ger Offen No 2,225,247 (1972)

  6. H. Pluempe, W. Pulls, Ger Offen No 1,939,895 (1971)

  7. B. Cross, R. Hill, W.H. Gastrock, U.S. Patent 3,844,762, 1974

  8. B. Cross, R. Hill, H.D. Dawe, U.S. Patent 4,130,645, 1978

  9. T.D. O’Neal, P.R. Bhalla, B. Cross, U.S. Patent 4,643,755, 1987

  10. H.T. Xu, X.X. Shen, C.S. Chen, Agrochemicals 47, 563 (2008)

    CAS  Google Scholar 

  11. J.P. Xiong, C.S. Chen, X.G. Li, Chin. J. Appl. Chem. 25, 17 (2008)

    CAS  Google Scholar 

  12. X.G. Li, C.S. Chen, J.G. Xie, Chin. Fine Chem. Intermed. 33, 14 (2003)

    CAS  Google Scholar 

  13. B.T. Bagmanov, Russ. J. Appl. Chem. 82, 1570 (2009)

    Article  CAS  Google Scholar 

  14. B. Cross, T.D. O’Neal, P.R. Bhalla, Ger Offen No 2,902,878 (1979)

Download references

Acknowledgments

The author gratefully acknowledge the financial support from the Academic Discipline-Crossed Project (2010JC001) and the Research Initiation Funds (2009BQ027) of the Huazhong Agricultural University.

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Correspondence to Changshui Chen or Xiufang Cao.

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Bai, Z., Wei, Z., Wang, Y. et al. Cycloalkyl substituted N-nitrourea derivatives: a convenient synthesis and biological evaluation. Res Chem Intermed 37, 859–868 (2011). https://doi.org/10.1007/s11164-011-0293-z

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  • DOI: https://doi.org/10.1007/s11164-011-0293-z

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