The Korean Journal of Pesticide Science (농약과학회지)

The Korean Society of Pesticide Science (한국농약과학회)
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Application of Lipinski Rule for 3-amino-2-phenylimino-1,3-thiazolines and Their Syntheses

3-아미노-2-페닐이미노-1,3-티아졸린 유도체에 대한 Lipinski 법칙의 적용 및 그들의 합성

  • Park, Ik-Kyu (Organic Chemistry Lab, Korea Institute of Science and Technology) ;
  • Hahn, Hoh-Gyu (Organic Chemistry Lab, Korea Institute of Science and Technology)
  • 박익규 (한국과학기술연구원, 유기화학연구실) ;
  • 한호규 (한국과학기술연구원, 유기화학연구실)
  • Published : 2006.06.30
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Abstract

For the development of new agrochemical fungicide 3-amino-2-phenylimino-1,3-thiazolines 2 were designed through the molecular modification based on isostere concept of 3-methyl-2-phenylimino-1,3-thiazolines 1 which showed antifungal activity against rice blast. All the compounds 2 were fit Lipinski rule and they had higher solubility in water than that of 1 by virtual calculation. We constructed 195 kinds of focused library of 3-amino-2-phenylimino-1,3-thiazolines through 6H-[1,3,4]thiadiazines (195 compounds) which synthesized from the reaction of thiourea 4 with $\gamma$-chloroacetoacetanilides 5.

신농약 살균제 개발을 목표로 벼도열병균에 대한 살균활성이 있는 3-메틸-2-페닐이미노-1,3-티아졸린 유도체 1의 분자수정을 통하여 3-아미노-2-페닐이미노-1,3-티아졸린 유도체 2를 isostere의 개념을 근거 하에서 디자인하였다. 화합물 2는 모두 Lipinski 법칙에 따랐으며 가상계산에 의하면 물에 대한 용해도가 화합물 1보다 높았다. 티오우레아 4를 $\gamma$-클로로아세토아세트아닐라이드 유도체 5와 반응시켜 중간체 6H-[1,3,4] 티아디아진 8을 통하여 3-아미노-2-페닐이미노-1,3-티아졸린 유도체 2(195종)의 집중 라이브러리를 구축하였다.

Keywords

References

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