Enofelast, BI-L-239 XX, -Drug Synthesis Database

【结构式】

【药物名称】Enofelast, BI-L-239 XX

【化学名称】(E)-4-[2-(4-Fluorophenyl)vinyl]-2,6-dimethylphenol

【CA登记号】127035-60-3

【分子式】C₁₆H₁₅FO

【分子量】242.29575

【开发单位】Boehringer Ingelheim (Originator)

【药理作用】Antiallergy/Antiasthmatic Drugs, Asthma Therapy, RESPIRATORY DRUGS, Lipoxygenase Inhibitors

合成路线1

The reaction of 2,6-dimethylphenol (I) with hexamethylenetetramine (HMT) and sulfuric acid in ethyleneglycol at 130 C gives 4-hydroxy-3,5-dimethylbenzaldehyde (II), which is finally condensed with 2-(4-fluorophenyl)acetic acid (III) by means of piperidine in dichloromethane at 130 C.

参考文献中间体

【1】 Lazer, E.S.; Farina, P.R.; Gundel, R.H.; Wegner, C.D.; 2,6-Disubstituted-4-(2-arylethenyl)phenol 5-lipoxygenase inhibitors: Development and profile of BI-L-239. Drugs Fut 1991, 16, 7, 641.

中间体序号	中间体编号	品名	CAS号	分子式	供应商	用于合成
(I)	37388	2,6-dimethylphenol	576-26-1	C₈H₁₀O	详情	详情
(II)	39985	4-hydroxy-3,5-dimethylbenzaldehyde；3,5-Dimethyl-4-hydroxybenzaldehyde	2233-18-3	C₉H₁₀O₂	详情	详情
(III)	18999	4-Fluorophenylacetic acid; 2-(4-Fluorophenyl)acetic acid	405-50-5	C₈H₇FO₂	详情	详情

Extended Information