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【结 构 式】 
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【药物名称】 【化学名称】2-(3,4-Dimethoxyphenyl)-7-(6,7-dimethoxy-1,2,3,4-tetrahydroisoquinolin-2-yl)-2-(4-methylphenylsulfanyl)heptanenitrile 【CA登记号】 【 分 子 式 】C33H40N2O4S 【 分 子 量 】560.76175 |
【开发单位】Wyeth Pharmaceuticals (Originator) 【药理作用】Modulators of the Therapeutic Activity of Antineoplastic Agents, Multidrug Resistance Modulators, ONCOLYTIC DRUGS |
合成路线1
Condensation of 2-chloro-2-(3,4-dimethoxyphenyl)acetonitrile (I) with p-thiocresol (II) in the presence of K2CO3 gave thioether (III). Alternatively, thioether (III) was obtained by reaction of the anion of (3,4-dimethoxyphenyl)acetonitrile (IV) with p-tolyl disulfide (V). Subsequent alkylation of (III) with 1-bromo-5-chloropentane using NaH in DMSO produced the 5-chloropentyl derivative (VI). This was finally condensed with tetrahydroisoquinoline (VII) to yield the title compound.
| 【1】 Berger, D.; et al.; Novel multidrug resistance reversal agents. J Med Chem 1999, 42, 12, 2145. |
| 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) | 25855 | 2-chloro-2-(3,4-dimethoxyphenyl)acetonitrile | 7537-07-7 | C10H10ClNO2 | 详情 | 详情 |
| (III) | 25856 | 2-(3,4-dimethoxyphenyl)-2-[(4-methylphenyl)sulfanyl]acetonitrile | C17H17NO2S | 详情 | 详情 | |
| (IV) | 25857 | 2-(3,4-dimethoxyphenyl)acetonitrile | 93-17-4 | C10H11NO2 | 详情 | 详情 |
| (VI) | 25858 | 7-chloro-2-(3,4-dimethoxyphenyl)-2-[(4-methylphenyl)sulfanyl]heptanenitrile | C22H26ClNO2S | 详情 | 详情 | |
| (VII) | 25859 | 6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline; 6-methoxy-1,2,3,4-tetrahydro-7-isoquinolinyl methyl ether | C11H15NO2 | 详情 | 详情 |