Enciprazine, Wy-48624(diHCl), D-13112, -Drug Synthesis Database

【结构式】

【药物名称】Enciprazine, Wy-48624(diHCl), D-13112

【化学名称】(R,S)-1-[4-(2-Methoxyphenyl)piperazin-1-yl]-3-[3,4,5-trimethoxyphenoxy]propan-2-ol
　　　　　　(±)-4-(o-Methoxyphenyl)-alpha-[(3,4,5-trimethoxyphenoxy)methyl]-1-piperazineethanol

【CA登记号】68576-86-3, 68576-88-5 (diHCl)

【分子式】C₂₃H₃₂N₂O₆

【分子量】432.52129

【开发单位】Asta Medica (Originator), Wyeth Pharmaceuticals (Licensee)

【药理作用】Anxiolytics, PSYCHOPHARMACOLOGIC DRUGS

合成路线1 合成路线2

合成路线1

By reaction of 1-(3-chloro-2-hydroxypropyl)-4-(2-methoxyphenyl)piperazine (III), obtained from 2-methoxyphenylpiperazine (I) and epichlorohydrine (II), with the sodium salt of 3,4,5-trimethoxyphenol (IV) in refluxing dioxane.

参考文献中间体

【1】 Kleemann, A.; DE 2814168 .
【2】 Engel, J.; Jakovlev, V.; Kleemann, A.; Enciprazine. Drugs Fut 1981, 6, 5, 278.

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)	11882	1-(2-Methoxyphenyl)piperazine; Methyl 2-piperazinophenyl ether; 1-(2-Methoxyphenyl)-piperazine	35386-24-4	C₁₁H₁₆N₂O	详情	详情
(II)	10146	Epichlorohydrin; 2-(Chloromethyl)oxirane	106-89-8	C₃H₅ClO	详情	详情
(III)	37161	1-chloro-3-[4-(2-methoxyphenyl)-1-piperazinyl]-2-propanol		C₁₄H₂₁ClN₂O₂	详情	详情
(IV)	37162	sodium 3,4,5-trimethoxybenzenolate		C₉H₁₁NaO₄	详情	详情

合成路线2

By reaction of 3,4,5-trimethoxyphenoxyglycidylether (VI) [obtained by reaction of 3,4,5-trimethoxyphenol (V) with epichlorohydrine (II)] with 1-(2-methoxyphenyl)piperazine (I) in refluxing isopropanol.

参考文献中间体

【1】 Kleemann, A.; DE 2814168 .
【2】 Engel, J.; Jakovlev, V.; Kleemann, A.; Enciprazine. Drugs Fut 1981, 6, 5, 278.

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)	11882	1-(2-Methoxyphenyl)piperazine; Methyl 2-piperazinophenyl ether; 1-(2-Methoxyphenyl)-piperazine	35386-24-4	C₁₁H₁₆N₂O	详情	详情
(II)	10146	Epichlorohydrin; 2-(Chloromethyl)oxirane	106-89-8	C₃H₅ClO	详情	详情
(V)	37163	3,4,5-trimethoxyphenol		C₉H₁₂O₄	详情	详情
(VI)	37164	2,3-dimethoxy-5-(2-oxiranylmethoxy)phenyl methyl ether; 2-[(3,4,5-trimethoxyphenoxy)methyl]oxirane		C₁₂H₁₆O₅	详情	详情

Extended Information