Tiprenolol hydrochloride, DU-21445, -Drug Synthesis Database

【结构式】

【药物名称】Tiprenolol hydrochloride, DU-21445

【化学名称】1-(Isopropylamino)-3-[2-(methylsulfanyl)phenoxy]propan-2-ol hydrochloride

【CA登记号】39832-43-4, 26481-51-6 (free base)

【分子式】C₁₃H₂₂ClNO₂S

【分子量】291.84279

【开发单位】

【药理作用】　

合成路线1

The condensation of o-(methylthio)phenol (I) with epichlorohydrin (II) by means of sodium hydroxide in water gives 3-[o-(methylthio)phenoxy]-1,2-epoxypropane (III), which is then treated with isopropylamine (IV) in hot water and finally with ethanolic HCl

参考文献中间体

【1】 (N.V. Philips' Gloeilampenfabrieken); BE 679005; CA 832495; DE 1543790; FR 1552786; FR 6393; GB 1137764; JP 6902978; NL 6504268; US 3542874; US 3632780 .
【2】 Blancafort, P.; Serradell, M.N.; Castaner, J.; Weetman, D.F.; Tiprenolol hydrochloride. Drugs Fut 1979, 4, 11, 830.

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)	28075	2-(methylsulfanyl)phenol	1073-29-6	C₇H₈OS	详情	详情
(II)	10146	Epichlorohydrin; 2-(Chloromethyl)oxirane	106-89-8	C₃H₅ClO	详情	详情
(III)	60944	2-(methylsulfanyl)phenyl 2-oxiranylmethyl ether; 2-{[2-(methylsulfanyl)phenoxy]methyl}oxirane		C₁₀H₁₂O₂S	详情	详情
(IV)	23933	2-Propanamine; Isopropylamine	75-31-0	C₃H₉N	详情	详情
(V)	60945	1-(isopropylamino)-3-[2-(methylsulfanyl)phenoxy]-2-propanol		C₁₃H₂₁NO₂S	详情	详情

Extended Information