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【结 构 式】 
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【药物名称】N1-Phenethylnorcymserine 【化学名称】N-(4-Isopropylphenyl)carbamic acid (3aS,8aR)-3a,8-dimethyl-1-(2-phenylethyl)-1,2,3,3a,8,8a-hexahydropyrrolo[2,3-b]indol-5-yl ester 【CA登记号】219920-69-1 【 分 子 式 】C30H35N3O2 【 分 子 量 】469.63235 |
【开发单位】Axonyx (Originator), National Institute on Aging (Codevelopment) 【药理作用】Cognition Disorders, Treatment of, NEUROLOGIC DRUGS, Butyrylcholinesterase Inhibitors |
合成路线1
The reaction of methiodide (I) with 2-phenylethylamine (II) gives N1-phenethylnoresermethole (III), which is demethylated with BBr3 yielding N1-phenethylnoreseroline (IV). Finally, this compound is condensed with 4-isopropylphenyl isocyante (V) to afford the target carbamate.
| 【1】 Pei, X.-F.; et al.; Preparation and selective inhibition of human butyrylchlolinesterase by N1-phenethylnorphysostigmine analogues. Med Chem Res 1995, 5, 455-461. |
| 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) | 36822 | 2-[(2S,3S)-2-hydroxy-5-methoxy-1,3-dimethyl-2,3-dihydro-1H-indol-3-yl]-N,N,N-trimethyl-1-ethanaminium iodide | C16H27IN2O2 | 详情 | 详情 | |
| (II) | 18333 | Phenethylamine; 2-Phenyl-1-ethanamine | 64-04-0 | C8H11N | 详情 | 详情 |
| (III) | 36823 | (3aS,8aR)-5-methoxy-3a,8-dimethyl-1-phenethyl-1,2,3,3a,8,8a-hexahydropyrrolo[2,3-b]indole; (3aS,8aR)-3a,8-dimethyl-1-phenethyl-1,2,3,3a,8,8a-hexahydropyrrolo[2,3-b]indol-5-yl methyl ether | C21H26N2O | 详情 | 详情 | |
| (IV) | 36824 | (3aS,8aR)-3a,8-dimethyl-1-phenethyl-1,2,3,3a,8,8a-hexahydropyrrolo[2,3-b]indol-5-ol | C20H24N2O | 详情 | 详情 | |
| (V) | 34537 | 4-isopropylphenyl isocyanate; 1-isocyanato-4-isopropylbenzene | 31027-31-3 | C10H11NO | 详情 | 详情 |
Extended Information