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【结 构 式】 
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【药物名称】 【化学名称】2-(4-Phenylbutyl)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indol-7-ol 【CA登记号】 【 分 子 式 】C21H24N2O 【 分 子 量 】320.43823 |
【开发单位】CoCensys (Originator) 【药理作用】Cerebrovascular Diseases, Treatment of, NEUROLOGIC DRUGS, Stroke, Treatment of, NMDA Antagonists |
合成路线1
Treatment of 4-phenylbutanol (I) with PBr3 gave the corresponding bromide (II). 6-Methoxytryptamine (III) was converted to the hydrochloride salt, and then condensed with formaldehyde under Pictet-Spengler conditions to furnish the pyridoindole system (IV). Alkylation of amine (IV) with bromide (II) then gave the phenylbutyl amine (V). Finally, O-demethylation of (V) employing BBr3 yielded the title compound.
| 【1】 Becker, R.E.; Thornton, S.L.; Moriearty, P.L.; Transdermal patch delivery of acetylcholinesterase inhibitors. Methods Find Exp Clin Pharmacol 1993, 15, 6, 407. |
| 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) | 27291 | 4-phenyl-1-butanol | 3360-41-6 | C10H14O | 详情 | 详情 |
| (II) | 27300 | 1-(4-bromobutyl)benzene; (4-bromobutyl)benzene | 13633-25-5 | C10H13Br | 详情 | 详情 |
| (III) | 35822 | 6-Methoxytryptamine; 3-(2-Aminoethyl)-6-methoxyindole; 2-(6-Methoxy-1H-indol-3-yl)-1-ethanamine; 2-(6-Methoxy-1H-indol-3-yl)ethylamine | 3610-36-4 | C11H14N2O | 详情 | 详情 |
| (IV) | 35823 | 7-methoxy-2,3,4,9-tetrahydro-1H-beta-carboline; methyl 2,3,4,9-tetrahydro-1H-beta-carbolin-7-yl ether | C12H14N2O | 详情 | 详情 | |
| (V) | 35824 | 7-methoxy-2-(4-phenylbutyl)-2,3,4,9-tetrahydro-1H-beta-carboline; methyl 2-(4-phenylbutyl)-2,3,4,9-tetrahydro-1H-beta-carbolin-7-yl ether | C22H26N2O | 详情 | 详情 |
Extended Information