공업화학 (Applied Chemistry for Engineering)

  • 제33권4호
  • /
  • Pages.440-443
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  • 2022
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  • 1225-0112(pISSN)
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  • 2288-4505(eISSN)
한국공업화학회 (The Korean Society of Industrial and Engineering Chemistry)
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Vilsmeier-Haack 반응을 이용한 Camostat Mesylate의 합성법 연구

A Study on The Synthesis of Camostat Mesylate Using Vilsmeier-Haack Reaction

  • 김동년 (국민대학교 응용화학과) ;
  • 김석찬 (국민대학교 응용화학과)
  • 투고 : 2022.06.23
  • 심사 : 2022.07.14
  • 발행 : 2022.08.10
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초록

만성 췌장염 치료제로 가장 널리 사용되고 있는 camostat mesylate 합성의 key step에 대한 연구를 수행하였다. Camostat mesylate는 두 중간체인 GBA (4-guanidinobenzoic acid hydrochloride)와 DOHA [2-(dimethylamino)-2-oxoethyl-2-(4-hydroxyphenyl)acetate]의 esterification 반응을 통해서 합성되는데, 기존의 esterification 방법 적용 시에는 낮은 수율과 고가의 시약으로 인한 문제점이 제기되어 왔다. 이런 문제점을 극복하고자 본 연구에서 Vilsmeier-Haack 반응을 이용하여 GBA의 acid 작용기를 activating하여 DOHA와 coupling하여 80%의 높은 수율로 Camostat mesylate를 제조할 수 있는 새로운 경제적인 합성법을 개발하였다.

A key step in the synthesis of camostat mesylate, which is most widely used as a treatment for chronic pancreatitis, was conducted. Camostat mesylate was synthesized through the esterification reaction of two intermediates, GBA (4-guanidinobenzoic acid hydrochloride) and DOHA [2-(dimethylamino)-2-oxoethyl-2-(4-hydroxyphenyl)acetate]. In order to overcome the problem raised due to the low yield and expensive reagents, a new economical synthesis method was developed that can produce camostat mesylate with a high yield of 80% by activating the acid functional group of GBA using the Vilsmeier-Haack reaction and coupling it with DOHA.

키워드

과제정보

본 연구는 국민대학교의 연구비 지원으로 수행되었으며 이에 감사드립니다.

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