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【结 构 式】 
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【药物名称】S-22575, PMS-889 【化学名称】2-(4,5-Dihydro-1H-imidazol-2-yl)-1,4-bis(2-methylpropyl)piperazine 【CA登记号】 【 分 子 式 】C15H30N4 【 分 子 量 】266.43315 |
【开发单位】Servier (Originator) 【药理作用】Antidiabetic Drugs, ENDOCRINE DRUGS, Type 2 Diabetes Mellitus, Agents for |
合成路线1
Alkylation of ethyl piperazine-2-carboxylate (I) with two equivalents of isobutyl bromide (II) under catalysis of KI afforded disubstituted piperazine (III). The title imidazoline was then obtained by reaction of the ester function of (III) with ethylenediamine (IV) in the presence of trimethylaluminum.
| 【1】 Le Bihan, G.; et al.; Design and synthesis of imidazoline derivatives active on glucose homeostasis in a rat model of type II diabetes. 2. Syntheses and biological activities of 1,4-dialkyl-, 1,4-dibenzyl, and 1-benzyl-4-alkyl-2-(4',5'-dihydro-1'H-imidazol-2'-yl)piperazines an. J Med Chem 1999, 42, 9, 1587. |
| 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) | 18343 | ethyl 2-piperazinecarboxylate | 89941-07-1 | C7H14N2O2 | 详情 | 详情 |
| (II) | 24599 | 1-bromo-2-methylpropane | 78-77-3 | C4H9Br | 详情 | 详情 |
| (III) | 24600 | ethyl 1,4-diisobutyl-2-piperazinecarboxylate | C15H30N2O2 | 详情 | 详情 | |
| (IV) | 14754 | ethylenediamine;1,2-Diaminoethane;ethane-1,2-diamine；1,2-Ethanediamine | 107-15-3 | C2H8N2 | 详情 | 详情 |
Extended Information