The Korean Journal of Pesticide Science (농약과학회지)

The Korean Society of Pesticide Science (한국농약과학회)
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Synthesis and Herbicidal Activities of 5-Benzyloxymethyl-3-(thiophen-5-yl)-1,2-isoxazoline and Their Related Derivatives

5-Benzyloxymethyl-3-(thiophen-5-yl)-1,2-isoxazoline 유도체의 합성과 제초활성

  • Published : 2007.06.30
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Abstract

Nobel series of 5-benzyloxymethyl-3-(thiophen-5-yl)-1,2-isoxazoline derivatives were designed and synthesized. The herbicidal activities of these compounds to main dominant weeds to these compounds were evaluated in pot tests that simulated rice paddy conditions. Most of the compounds showed high herbicidal activity to main dominant weeds occurring in rice field without the serious rice injury.

Thiophene을 포함한 isoxazoline 구조를 가진 화합물 중에서 제초활성이 매우 좋을 것으로 예상된 5-benzyloxymethyl-3-(thiophen-5-yl)-1,2-isoxazoline 유도체들을 합성하였고 이들의 제초활성을 논조건에서 시험하였다. 대부분의 화합물의 제초활성은 매우 강하였으며 이앙벼에는 약해가 거의 나타나지 않았다. 각종 잡초에 대한 제초활성이 우수할 뿐 아니라, 낮은 농도에서 높은 제초활성을 보여 신규제초제 후보물질로서의 가능성을 보였다.

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References

  1. Joachim, R, E. Kart, T. Hans, K. Thomas, W. Karl-Otto, W. Bruno, F. Juergen, and M. Nobert (1989) Isoxazoline, Verfahren zu ihrer Herstellung sowie ihre Verwendung. Eur. Pat. 0334120 A1
  2. David, M. and P. Bipin (1992) Herbicidal compounds, Eur. Pat. 0514987 A1
  3. Lee, J. N., D. J. Jeon, Y. M. Kim, K. M. Kim, and J. H. Song (2000) Synthesis of new pyrazolylisoxazolines via 1,3-dipolar cycloaddition reacion of bicyclic sydnone with benzyl propiolate. Bull. Korean Chem. Soc. 21 (8):761 -762 https://doi.org/10.1007/BF02705517
  4. Ryu, E. K., D. J. Jeon, J. H. Song, H. R. Kim, J. N. Lee, K. M. Kim, K. Y. Cho (2001) Herbicidal 2-(5-isoxazolinylmethoxyphenyl)-4,5,6, 7 -tetrahydro-2H-i ndazole derivatives. Korean Pat. 0289470
  5. Ryu, E. K., H. R. Kim, D. J. Jeon, K. M. Kim, J. N. Lee, H. C. Kim, K. S. Hong (2002) Preparation of herbicidal 5-benzyloxymethyl-1,2-isoxazoline derivatives for weed control in rice. WO 2002019825
  6. Jeon, D. J., Y. M. Kim, K. Y. Park, H. R. Kim, J. H. Song, J. S. Kim, and E. K. Ryu (2003) Synthesis and herbicidal properties of 2-(5-isoxazolinemethoxyphenyl)4,5,6,7-tetrahydro-2H-indazole and their related derivatives. Korean J. Pestic. Sci. 7(4):310-313
  7. Hwang, I. T., H. R. Kim, D. J. Jeon, K. S. Hong, J. H. Song, and K. Y. Cho (2005) 5-(2,6-difluorobenzyl) oxymethyl- 5-methyl-3-(3-methylthiophen-2-yl) -1,2-isoxazoline as a useful herbicide. J. Agrie. Food Chem. 53:8639-8643 https://doi.org/10.1021/jf051284f