Articles

Synthesis and Herbicidal Activity of New Pyrazine Derivative

  • Ma Qingsen ,
  • Liu Xinghai ,
  • Weng Jianquan ,
  • Li Yongshu ,
  • Zhang Min ,
  • Zhang Xiangyang ,
  • Tan Chengxia
Expand
  • College of Chemical Engineering and Materials Science, Zhejiang University of Technology, Hangzhou 310014

Received date: 2013-02-27

  Revised date: 2013-04-02

  Online published: 2013-04-12

Supported by

Project supported by the National Key Technologies R&D Program (No. 2011BAE06B03-01), and the Key Innovation Team of Science and Technology in Zhejiang Province (No. 2010R50018).

Abstract

To find new pesticidal lead compounds with high bioactivity, 26 new pyrazines emicarbazide derivatives were designed and synthesized by combining with the pyrazine ring and semicarbazide. Their structures were confirmed by 1H NMR, FTIR and MS techniques. The herbicidal activities of these compounds were evaluated. The bioassay results showed that the post-emergence inhibitory rate of 4m reached 80% on Amaranthus retroflexus and Eclipta prostrata at 150 gai/ha.

Cite this article

Ma Qingsen , Liu Xinghai , Weng Jianquan , Li Yongshu , Zhang Min , Zhang Xiangyang , Tan Chengxia . Synthesis and Herbicidal Activity of New Pyrazine Derivative[J]. Chinese Journal of Organic Chemistry, 2013 , 33(08) : 1749 -1754 . DOI: 10.6023/cjoc201301061

References

[1] Liu, X.-H.; Chen, P.-Q.; Wang, B.-L.; Li, Y.-H.; Wang, S.-H.; Li, Z.-M. Bioorg. Med. Chem. Lett. 2007, 17, 3784.
[2] Liu, X.-H.; Zhang, C.-Y.; Guo, W.-C.; Li, Y.-H.; Chen, P.-Q.; Wang, T.; Dong, W. L.; Sun, H. W.; Li, Z. M. J. Enzyme Inhib. Med. Chem. 2009, 24, 545.
[3] Liu, X.-H.; Shi, Y.-X.; Ma, Y.; Zhang, C.-Y.; Dong, W.-L.; Li, P.; Wang, B.-L.; Li, B.-J.; Li, Z.-M. Eur. J. Med. Chem. 2009, 44, 2782.
[4] Liu, X.-F.; Liu, X.-H. Acta Crystallogr., Sect. E 2011, 67, O202~U3145.
[5] Song, B.-A.; Wu, J. New Heterocyclic Pesticide (Herbicide), Chemical Industry Press, Beijing, 2011. pp. 143~150 (in Chinese).
(宋宝安, 吴剑, 新杂环农药(除草剂), 化学工业出版社, 北京, 2011. pp. 143~150.)
[6] Elsevier Ltd. Tuberculosis 2008, 88(2), 141.
[7] Zhou, L.-Y.; Feng, Y.-Q.; Qu, H.-M. Chem. Prop. Polym. Mater. 2002, 88(4), 4.
[8] Fischer, G. C. US 4742167, 1988[Chem. Abstr. 1988, 109, 73476].
[9] Merce, B.; Jesus, A.; Jaume, P.; Ramon, C. J. Agric. Food Chem. 2000, 48(1), 83.
[10] Allison, C. G.; Chambers, R. D. GB 1342598, 1974[Chem. Abstr. 1974, 80, 133478].
[11] Gulbenk, A. H.; Johnstou, H. US 3746707, 1973[Chem. Abstr. 1973, 79, 105301].
[12] Johnston, D. B. US 4518599, 1985[Chem. Abstr. 1985, 103, 87908].
[13] Krumkalns, E. V. EP 109299, 1984[Chem. Abstr. 1984, 101, 110960].
[14] Allison, C. G.; Chambers, R. D. GB 1342598, 1974 [Chem. Abstr. 1974, 80, 133470].
[15] John, L. M. US 4160834, 1979[Chem. Abstr. 1979, 91, 140598].
[16] Tumova, L.; Gallova, K.; Rimakova, J. Acta Physiol. Plant. 2005, 27(3B), 357.
[17] Zhang, X.-Y.; Li, Y.-S.; Weng, J.-Q.; Tan, C.-X. Chin. J. Org. Chem. 2011, 31(8), 1295 (in Chinese).
(张向阳, 李永曙, 翁建全, 谭成侠, 有机化学, 2011, 31(8), 1295.)
Outlines

/