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【结 构 式】 
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【药物名称】BD-1067 【化学名称】N-[2-(3,4-Dichlorophenyl)ethyl]-N-ethyl-N-[2-(1-pyrrolidinyl)ethyl]amine 【CA登记号】250777-45-8 (error in CA) 【 分 子 式 】C16H24Cl2N2 【 分 子 量 】315.28908 |
【开发单位】National Institutes of Health (Originator), University of Oklahoma Health Sci. Cent. (Originator) 【药理作用】Treatment of Cocaine Dependency, TREATMENT OF POISONING, DRUG ABUSE & DEPENDENCY, Treatment of Substance Dependency, sigma Receptor Antagonists |
合成路线1
Diamine (II) was prepared by reaction of N-(2-chloroethyl)pyrrolidine hydrochloride (I) with ethylamine. Coupling of (II) with 3,4-dichlorophenylacetic acid (III) in the presence of DCC afforded amide (IV). The amide function of (IV) was finally reduced by means of aluminum hydride in THF to furnish the title diamine.
| 【1】 de Costa, B.R.; et al.; Synthesis, characterization, and biological evaluation of a novel class of N-(arylethyl)-N-alkyl-2-(1-pyrrolidinyl)ethylamines: Structural requirements and binding affinity at the sigma receptor. J Med Chem 1992, 35, 1, 38. |
| 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) | 33922 | 1-(2-Chloroethyl)pyrrolidine; N-(2-Chloroethyl)pyrrolidine | C6H12ClN | 详情 | 详情 | |
| (II) | 47992 | N-ethyl-2-(1-pyrrolidinyl)-1-ethanamine; N-ethyl-N-[2-(1-pyrrolidinyl)ethyl]amine | C8H18N2 | 详情 | 详情 | |
| (III) | 30414 | 2-(3,4-dichlorophenyl)acetic acid；2-(3,4-Dichlorophenyl)acetic acid | 5807-30-7 | C8H6Cl2O2 | 详情 | 详情 |
| (IV) | 47993 | 2-(3,4-dichlorophenyl)-N-ethyl-N-[2-(1-pyrrolidinyl)ethyl]acetamide | C16H22Cl2N2O | 详情 | 详情 |
Extended Information