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【结 构 式】 
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【药物名称】 【化学名称】1-(5-Fluorobenzothien-2-yl)-3-[4-(2-methoxyphenyl)piperazin-1-yl]propan-1-ol 【CA登记号】 【 分 子 式 】C22H25FN2O2S 【 分 子 量 】400.51915 |
【开发单位】Universidad de Navarra (Originator), Vita (Originator) 【药理作用】Antidepressants, Mood Disorders, Treatment of, PSYCHOPHARMACOLOGIC DRUGS, 5-HT1A Antagonists, Serotonine Transporter (SERT) Inhibitors |
合成路线1
Friedel-Crafts acylation of 5-fluorobenzothiophene (I) with 3-chloropropionyl chloride (II) in the presence of AlCl3 furnished the chloroketone (III). This was then condensed with N-(2-methoxyphenyl)piperazine (IV) to afford the piperazinyl ketone (V). Reduction of the keto group of (V) with NaBH4 then gave the title alcohol.
| 【1】 Martínez, J.; Oficialdegui, A.M.; Perez, S.; et al.; New 3-[4-(aryl)piperazin-1-yl]-1-(benzo[b]thiophen-3-yl)propane derivatives with dual action at 5-HT1A serotonin receptors and serotonin transporter as a new class of antidepressants. Eur J Med Chem 2001, 36, 1, 55. |
| 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) | 49183 | 5-fluoro-1-benzothiophene | C8H5FS | 详情 | 详情 | |
| (II) | 18936 | 3-chloropropanoyl chloride | 625-36-5 | C3H4Cl2O | 详情 | 详情 |
| (III) | 49184 | 3-chloro-1-(5-fluoro-1-benzothiophen-2-yl)-1-propanone | C11H8ClFOS | 详情 | 详情 | |
| (IV) | 11882 | 1-(2-Methoxyphenyl)piperazine; Methyl 2-piperazinophenyl ether; 1-(2-Methoxyphenyl)-piperazine | 35386-24-4 | C11H16N2O | 详情 | 详情 |
| (V) | 49185 | 1-(5-fluoro-1-benzothiophen-2-yl)-3-[4-(2-methoxyphenyl)-1-piperazinyl]-1-propanone | C22H23FN2O2S | 详情 | 详情 |
Extended Information