Synthesis and Herbicidal Activity of New 1-(4-chloro-2-fluoro-5-propargyloxyphenyl)-3-thiourea Derivatives

새로운 1-(4-chloro-2-fluoro-5-propargyloxyphenyl)-3-thiourea 유도체의 합성과 제초활성

  • Park, Kwaun-Yong (Division of Applied Biologies and Chemistry, College of Agriculture and Life Science, Chungnam National University) ;
  • Song, Jong-Hwan (Korea Research Institute of Chemical Technology) ;
  • Jeon, Dong-Ju (Korea Research Institute of Chemical Technology) ;
  • Soung, Min-Gyu (Division of Applied Biologies and Chemistry, College of Agriculture and Life Science, Chungnam National University) ;
  • Sung, Nack-Do (Division of Applied Biologies and Chemistry, College of Agriculture and Life Science, Chungnam National University)
  • 박관용 (충남대학교 농업생명과학대학 응용생물화학부) ;
  • 송종환 (한국화학연구원 신약연구단) ;
  • 전동주 (한국화학연구원 신약연구단) ;
  • 성민규 (충남대학교 농업생명과학대학 응용생물화학부) ;
  • 성낙도 (충남대학교 농업생명과학대학 응용생물화학부)
  • Published : 2008.06.30

Abstract

To develop the third generation herbicidal cyclic imide (Cyl) derivatives, the new 1-(4-chloro-2-fluoro-5-propargyloxyphenyl)-3-thiourea derivatives were synthesized and measured their herbicidal activities ($pI_{50}$) in vivo (preemergence) against rice plant (Orysa Sativa) and barnyard grass (Echinochlor crus-galli). The synthetic yields (%) of aryl derivatives (21-40) in general was higher than that of alkyl derivatives (1-20). In case of alkyl derivatives, the synthetic yield depended on the structural forms of alkyl amine groups. From the results of correlation analysis between herbicidal activities and substituents, the compound 8 and 24 showed the highest herbicidal activity against the shoot and root of barnyard grass. Especially, the compounds 11 and 6 showed the selective herbicidal activities between rice plant and barnyard grass.

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