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【结 构 式】 
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【药物名称】ARM-434 【化学名称】N,N-Diethyl-4-[1-(8-quinolyl)-1-(1-piperazinyl)methyl]benzamide 【CA登记号】308110-21-6, 308110-65-8 (diHCl) 【 分 子 式 】C25H30N4O 【 分 子 量 】402.54405 |
【开发单位】AstraZeneca (Originator) 【药理作用】ANALGESIC AND ANESTHETIC DRUGS, Analgesic Drugs, Opioid Analgesics, delta-Opioid Agonists |
合成路线1
8-Bromoquinoline (I) is treated with sec-BuLi in THF to afford lithium derivative (II), which then reacts with carbaldehyde (III) in THF to provide alcohol (IV). Finally, (IV) is converted into the desired compound by chlorination with SOCl2 in CH2Cl2 followed by reaction with piperazine (V) in refluxing acetonitrile.
| 【1】 Delorme, D.; Wei, Z.-Y.; Plobeck, N.; et al.; New diarylmethylpiperazines as potent and selective nonpeptide delta opioid receptor agonists with increased in vitro metabolic stability. J Med Chem 2000, 43, 21, 3878. |
| 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) | 45930 | 8-bromoquinoline | 16567-18-3 | C9H6BrN | 详情 | 详情 |
| (II) | 45931 | 8-quinolinyllithium | C9H6LiN | 详情 | 详情 | |
| (III) | 45932 | N,N-diethyl-4-formylbenzamide | C12H15NO2 | 详情 | 详情 | |
| (IV) | 45933 | N,N-diethyl-4-[hydroxy(8-quinolinyl)methyl]benzamide | C21H22N2O2 | 详情 | 详情 | |
| (V) | 10355 | Diethylenediamine; Piperazine | 110-85-0 | C4H10N2 | 详情 | 详情 |
Extended Information