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【结 构 式】 
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【分子编号】24438 【品名】1-[2-(2-oxiranylmethoxy)phenyl]-3-phenyl-1-propanone 【CA登记号】 |
【 分 子 式 】C18H18O3 【 分 子 量 】282.33912 【元素组成】C 76.57% H 6.43% O 17% |
与该中间体有关的原料药合成路线共 2 条
合成路线1
该中间体在本合成路线中的序号：(II)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. |
合成路线2
该中间体在本合成路线中的序号：(III)The condensation of 2'-hydroxy-3-phenylpropiophenone (I) with 1 chloro-2,3-epoxypropane (II) by means of K2CO3 gives 2'-(2,3-epoxypropoxy)-3-phenylpropiophenone (III), which is then treated with 2-methyl-2-aminobutane (IV) in refluxing methanol.
| 【1】 Petrik, G.; Sachse, R. (Helopharm KG); 2-[2'-Hydroxy-3'-(1,1-dimethylpropylamino)-propoxy]-beta-phenylpropiophenone, its physiologically acceptable acid addition salts, and pharmaceutical compsns.. DE 3133814; US 4460605 . |
| 【2】 Prous, J.; Castaner, J.; Difrafenone. Drugs Fut 1986, 11, 8, 645. |
| 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) | 24436 | 1-(2-hydroxyphenyl)-3-phenyl-1-propanone | 42772-82-7 | C15H14O2 | 详情 | 详情 |
| (II) | 10146 | Epichlorohydrin; 2-(Chloromethyl)oxirane | 106-89-8 | C3H5ClO | 详情 | 详情 |
| (III) | 24438 | 1-[2-(2-oxiranylmethoxy)phenyl]-3-phenyl-1-propanone | C18H18O3 | 详情 | 详情 | |
| (IV) | 24439 | 2-methyl-2-butanamine | 594-39-8 | C5H13N | 详情 | 详情 |
Extended Information