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【结 构 式】 
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【药物名称】Cifenline succinate, Cibenzoline succinate, UP-33901(free base), Ro-227796(free base), Exacor, Cibenol, Cipralan 【化学名称】2-(2,2-Diphenylcyclopropyl)-4,5-dihydro-1H-imidazole succinate 【CA登记号】100678-32-8, 57625-97-5 (butanedioate (2:1)), 53267-01-9 (free base) 【 分 子 式 】C22H24N2O4 【 分 子 量 】380.44758 |
【开发单位】UPSA (Originator), Beiersdorf (Licensee), Fujisawa (Licensee), Pfizer (Licensee) 【药理作用】Antiarrhythmic Drugs, CARDIOVASCULAR DRUGS |
合成路线1
The cyclization of diphenyldiazomethane (I) with acrylonitrile (II) in CHCl3 gives cyano-2,2-diphenylcyclopropane (III), which is then cyclized with ethylenediamine tosylate (IV) by heating at 200 C.
| 【1】 Cognaco, J.-C.; 1-(2-delta(2)-Imidazolinyl)-2,2-diarylcyclopropanes and process. CA 1006526; CH 585207; DE 2359816; FR 2208663; GB 1417174; JP 49093363; NL 7316487; US 3903104 . |
| 【2】 Cognaco, J.-C.; Chlorinated derivatives of 1-(2-delta(2)-imidazolinyl)-2,2-diarylcyclopropanes. CA 1018176; CH 583200; DE 2359795; FR 2208664; JP 50004072; NL 7316484; US 3905993 . |
| 【3】 Neuman, M.; Blancafort, P.; Castaner, J.; Serradell, M.N.; Cibenzoline. Drugs Fut 1982, 7, 4, 239. |
| 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) | 31711 | 1-(2-diazo-1-phenylethyl)benzene | C14H12N2 | 详情 | 详情 | |
| (II) | 10847 | Acrylonitrile | 107-13-1 | C3H3N | 详情 | 详情 |
| (III) | 31712 | 2,2-diphenylcyclopropanecarbonitrile | C16H13N | 详情 | 详情 | |
| (IV) | 14754 | ethylenediamine;1,2-Diaminoethane;ethane-1,2-diamine；1,2-Ethanediamine | 107-15-3 | C2H8N2 | 详情 | 详情 |
Extended Information