The Korean Journal of Pesticide Science (농약과학회지)

The Korean Society of Pesticide Science (한국농약과학회)
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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
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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.

제3 세대 cyclic imide(CyI)계 제초성 화합물을 탐색하기 위하여 새로운 1-(4-chloro-2-fluoro-5-propargyloxyphenyl)-3-thiourea 유도체(1-40)들을 합성하고 발아전(pre-emergence) 단계에서 벼(Orysa Sativa)와 논피(Echinochlor crus-galli)에 대한 제초활성($pI_{50}$)을 측정한 다음에 초종별 및 부위별 사이의 제초활성에 관련한 상관성을 검토하였다. Alkyl 보다는 aryl 유도체의 합성 수율(%)이 전반적으로 높았으며 특히, alkyl-유도체의 경우, alkyl amine의 구조적인 형태에 따라 합성수율에 큰 차이를 보였다. 두 초종 및 초종부위 사이의 제초활성에 관한 상관성을 검토한 결과, 논피에 대하여 가장 큰 제초활성을 나타내는 경우는 논피뿌리-논피줄기 사이의 상관성에서 화합물 8 및 24 이었고 논피에 대하여 선택성을 나타내는 화합물은 11 및 6이었다.

Keywords

References

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