Synthesis and herbicidal activities of heterocyclic PPO inhibitor derivatives substituted with epoxy groups

Epoxy Group이 치환된 헤테로고리형 PPO 저해제의 합성과 제초활성

  • Published : 2005.06.30


The heterocyclic PPO inhibitor compounds have been studied due to their potent herbicidal effects without toxic to human and animals. We have designed and synthesized 4,5,6,7-tetrahydroindazole, maleimide, and tetrahydrophthalimide compounds carrying diverse epoxide substituents at 5- position of the phenyl group. Their herbicidal activities were evaluated under submerged paddy conditions. These results showed that 4,5,6,7-tetrahydroindazole compounds gave potent herbicidal activities especially to ECHOR, MOOVA, and CYPSE at a relatively low rate of 16 g/ha and improved tolerance on rice compared to S-275 as a standard herbicide in this experiment.


  1. Hirai, K. (1999) Structural evolution and synthesis of diphenyl ethers, cyclic imides and related compounds. pp.15-71, In Peroxidising herbicides (ed. Boger, P. and Wakabayashi, K.), Springer, Berlin
  2. Jeon, D. J., J. N. Lee, H. R. Kim and E. K. Ryu (1998) The synthesis of a new pyrazolylimidazolinone via 1,3-dipolar cycloaddition reacion of N-methyl sydnone with methyl propiolate. Bull. Korean Chem. Soc. 19(7):725-726
  3. Jeon, D. J., J. N. Lee, H. R. Kim, J. H. Song, I. T. Hwang and E. K. Ryu (1999) Synthesis of new pyrazoles and their herbicidal effects. Korean J. Pestic. Sci. 3(1):96-101
  4. Lee, J. N., D. J. Jean, 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
  5. Nagano, E., I. Takemoto, M. Fukushima, R. Yoshida, and H. Matsumoto (1983) Herbicidal 2-substituted phenyl-4,5,6,7-tetrahydro-2H-indazoles. GB 2127410A
  6. Ryu, E. K., D. J. Jeon, J. H. Song, H. R. Kim, J. N. Lee, K. M. Kim and K. Y. Cho (2001) Herbicidal 2-(5-isoxazolinylmethoxyphenyl)-4,5,6,7-tetrahydro-2H-in dazole derivatives. Korean Pat. 0289470