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【结 构 式】 
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【药物名称】d-Fenfluramine hydrochloride, Dexfenfluramine hydrochloride, IP-001, S-5614, Isolipan, Redux, Adifax, Glypolix, Isomeride 【化学名称】(+)-(S)-N-Ethyl-alpha-methyl-m-(trifluoromethyl)phenethylamine hydrochloride 【CA登记号】3239-45-0, 3239-44-9 (free base) 【 分 子 式 】C12H17ClF3N 【 分 子 量 】267.72419 |
【开发单位】Servier (Originator), Wyeth Pharmaceuticals (Not Determined), Indevus (Licensee) 【药理作用】Antiobesity Drugs, METABOLIC DRUGS, Treatment of Nutritional Disorders |
合成路线1
The (+) isomer of fenfluramine is obtained in the following way: The action of d-camphoric acid on (rac)-fenfluramine (I) forms the camphorate of (+)-fenfluramine (II). After purification of this salt by crystallization, sodium hydroxide in methylene chloride is added, forming (+)-fenfluramine (III) after removal of camphoric acid. Finally, the action of hydrogen chloride in methyl cyclohexane on (+)-fenfluramine produces the corresponding salt: (+)-fenfluramine hydrochloride.
| 【1】 Nathan, C.; Dexfenfluramine Hydrochloride. Drugs Fut 1987, 12, 9, 845. |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| (A) | 32569 | (1R,3S)-1,2,2-trimethyl-1,3-cyclopentanedicarboxylic acid; (+)-Camphoric acid | 124-83-4 | C10H16O4 | 详情 | 详情 |
| (I) | 28740 | rac-(N-ethyl-1-[3-(trifluoromethyl)phenyl]-2-propanamine) | C12H16F3N | 详情 | 详情 | |
| (II) | 65178 | C22H32F3NO4 | 详情 | 详情 | ||
| (III) | 28742 | (2S)-N-ethyl-1-[3-(trifluoromethyl)phenyl]-2-propanamine | C12H16F3N | 详情 | 详情 |