(+/-)-2-[p-(1-Oxo-2-isoindolinyl)phenyl]butyric acid (인도부펜)의 합성

• 영문명: Facile Synthesis of (+/-)-2-[p-(1-Oxo-2-isoindolinyl)phenyl]butyric acid (Indobufen)
• 발행기관: 대한약학회
• 저자명: 최홍대(Hong Dae Choi) 강병원(Byung Won Kang) 마정주(Jung Ju Ma) 윤호상(Ho Sang Yun)
• 간행물 정보: 『약학회지』제35권 제5호 (1991년), 389~393쪽, 전체 5쪽
• 주제분류: 의약학 > 기타의약학
• 파일형태: PDF
• 발행일자: 1991.10.30

영문 초록

A convenient method for the synthesis of indobufen, which is a potent antiinflammatory agent, was described. Ethyl 2-phenylbutyrate(4) was prepared by Friedel-Crafts reaction of benzene with ethyl alpha-chloro-alpha-(methylthio)acetate(l) followed by ethylation and desulfurization of the resultant ethyl 2-(methylthio)phenylacetate(2). Ethyl 2-(p-aminophenyl)butyrate(6) was prepared by nitration of (4) and successive reduction of ethyl 2-(p-nitrophenyl) butyrate(5). Indobufen was obtained by condensation reaction of (6) with phthalic anhydride followed by reduction and hydrolysis of the resultant ethyl 2-[p-(1,3-dioxo-2-isoindolinyl)phenyl]butyrate(7).

키워드

Indobufen a potent antiinflammatory agent ethyl 2-phenylbutyrate Friedel-Crafts reaction ethylation desulfurization ethyl 2-(p-aminophenyl) butyrate nitration reduction condensation reaction hydrolysis