새로운 2-Benzoylimino-1,3-oxathiole 유도체의 합성 및 살균활성

A Synthesis of New Benzylimino-1,3-oxathioles and Their Fungicidal Activity

  • 남기달 (한국과학기술연구원 생체과학연구부) ;
  • 신선호 (경기대학교) ;
  • 마혜덕 (경기대학교) ;
  • 이선우 (한국화학연구원 농약활성연구실) ;
  • 조광연 (한국화학연구원 농약활성연구실) ;
  • 한호규 (한국과학기술연구원 생체과학연구부)
  • Nam, Kee-Dal (Organic Chemistry Lab. Korea Institute of Science and Technology) ;
  • Shin, Sun-Ho (Division of Natural Sciences, Kyonggi University) ;
  • Mah, He-Duck (Division of Natural Sciences, Kyonggi University) ;
  • Lee, Seon-Woo (Screening Division, Korea Research Institute of Chemical Technology) ;
  • Cho, Kwang-Yun (Screening Division, Korea Research Institute of Chemical Technology) ;
  • Hahn, Hoh-Gyu (Organic Chemistry Lab. Korea Institute of Science and Technology)
  • 발행 : 2002.08.31

초록

새로운 살균제를 개발할 목적으로 새로운 2-benzoylimino-1,3-oxathiole 유도체 3을 합성하고, 그들의 살균활성을 시험하였다. ${\gamma}-Chloro-{\beta}-keto$ anilide 유도체 5를 potassium thiocyanate와 반응시킨 다음 산성 촉매로 처리하여 고리화된 2-imino-lf-oxathiole 3을 얻었다. 새로운 화합물 3을 benzoyl chloride 유도체와 반응시켜 상응하는 2-benzoylimino-1,3-oxathiole유도체 7들을 얻었다. 합성된 화합물 7들의 대표적인 식물병원균인 벼 도열병, 벼 잎 집무늬마름병, 오이 잿빛곰팡이병, 토마토 역병, 밀 붉은녹병 및 보리 흰가루병 등 』6종에 대한 항균력(in vivo)을 시험하였다. 합성된 모든 화합물은 100mg/l에서 특별한 살균력을 나타내지 않았다.

New 2-benzoylimino-1,3-oxathile derivatives 3 were synthesized and tested their fungicidal activities for the development of new agrochemical fungicide. Reaction of ${\gamma}-chloro-{\beta}-keto$ anilide derivative 5 with potassium thiocyanate followed by the treatment of acid catalyst gave cyclyzed 2-imino-1,3-oxathiole 3. New compound 3 reacted with benzoyl· chlorides to afford the corresponding 2-benzoylimino-1,3-oxathiole derivatives 7. Antifungal screening (in vivo) of the synthesized compounds against typical plant diseases, which include rice blast, rice sheath blight, cucumber gray mold, tomato late blight, wheat leaf rust, and barley powdery mildew, was carried out. No significant fungicidal activities were shown of the synthesized compounds at 100 mg/l.

키워드

참고문헌

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