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【结 构 式】

【药物名称】Propafenone hydrochloride, Pronon, Rytmonorm, Rhythmol

【化学名称】1-[2-[2-Hydroxy-3-(propylamino)propoxy]phenyl-3-phenyl-1-propanone hydrochloride

【CA登记号】34183-22-7, 54063-53-5 (free base)

【 分 子 式 】C21H28ClNO3

【 分 子 量 】377.91521

【开发单位】Abbott (Originator), Yamanouchi (Not Determined)

【药理作用】Antiarrhythmic Drugs, CARDIOVASCULAR DRUGS

合成路线1

The condensation of beta-phenyl-2-hydroxypropiophenone sodium salt (I) with 1-chloro-2,3-epoxypropane (A) at 100 C yields beta-phenyl-2-(2',3'-epoxypropoxy)propiophenone (II). which is then treated with n-propylamine (B) also at 100 C.

1 Beck, O.A.; et al.; Einfluß des antiarrhythmikus propafenon auf die intrakardiale erregungsleitung. Z Kardiol 1975, 64, 731-740.
2 Sauchse, R.; 2-Hydroxy-3-phenylpropiophenone derivatives. AT 308076B; BE 0785318; DE 2001431; FR 2144601; GB 1307455; NL 7208214 .
3 Prigge, E.; Hapke, H.J.; Zur Pharmakologie von 2'-[2-Hydroxy-3-(propylamino).propoxy]-3-phenylpropiophenon (Propafenon, SA79)-hydrochlorid. Arzneim-Forsch Drug Res 1976, 36, 10, 1849-57.
4 Castaner, J.; Bahring-Kuhmley, S.R.; Propafenone. Drugs Fut 1977, 2, 5, 325.
中间体序号 中间体编号 品名 CAS号 分子式 供应商 用于合成
(A) 10146 Epichlorohydrin; 2-(Chloromethyl)oxirane 106-89-8 C3H5ClO 详情 详情
(B) 23923 1-propanamine 107-10-8 C3H9N 详情 详情
(I) 33895 sodium 2-(3-phenylpropanoyl)benzenolate C15H13NaO2 详情 详情
(II) 24438 1-[2-(2-oxiranylmethoxy)phenyl]-3-phenyl-1-propanone C18H18O3 详情 详情
Extended Information