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【结 构 式】 
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【药物名称】Midazogrel, CBS-645 【化学名称】(E)-1-[3-(Phenylmethoxy)-1-octenyl]-1H-imidazole 【CA登记号】80614-27-3 【 分 子 式 】C18H24N2O 【 分 子 量 】284.40478 |
【开发单位】Chauvin (Originator) 【药理作用】Antiplatelet Therapy, Coagulation Disorders Therapy, HEMATOLOGIC DRUGS, Thromboxane Synthase Inhibitors |
合成路线1
The Oxidation of 1-octyn-3-ol (I) with chromium trioxide gives the 3-oxooctyne (II), which by reaction with imidazole (III) yields (E)-1-(3-oxoocten-1-yl)imidazole (IV). Reduction of this compound with sodium borohydride gives (E)-1,3-hydroxyocten-1-yl)imidazole (V) . Finally, the latter is etherified with benzyl chloride (VI).
| 【1】 Pailer, N.; Gutwiller, H.; Mh Chem 1977, 108, Suppl. 1, 653. |
| 【2】 Bonne, C.; Coquelet, C.; Sincholle, D. (Chauvin Laboratories SA); Therapeutic compsn. based on imidazoles, especially for the treatment of thromboses; imidazoles and process for their preparation. EP 0033432 . |
| 【3】 Blancafort, P.; Serradell, M.N.; Castaner, J.; CBS-645. Drugs Fut 1983, 8, 10, 843. |
| 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) | 36230 | 1-Octyn-3-ol | 818-72-4 | C8H14O | 详情 | 详情 |
| (II) | 36231 | 1-octyn-3-one | C8H12O | 详情 | 详情 | |
| (III) | 10255 | Imidazole; 1H-Imidazole | 288-32-4 | C3H4N2 | 详情 | 详情 |
| (IV) | 36232 | (E)-1-(1H-imidazol-1-yl)-1-octen-3-one | C11H16N2O | 详情 | 详情 | |
| (V) | 36233 | (E)-1-(1H-imidazol-1-yl)-1-octen-3-ol | C11H18N2O | 详情 | 详情 | |
| (VI) | 19171 | 1-(Chloromethyl)benzene; Benzyl chloride | 100-44-7 | C7H7Cl | 详情 | 详情 |
Extended Information