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【结 构 式】 
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【药物名称】 【化学名称】1-[5-(Biphenyl-4-yloxy)pentyl]-3-(4-pyridyl)imidazolidin-2-one 【CA登记号】 【 分 子 式 】C25H27N3O2 【 分 子 量 】401.51284 |
【开发单位】National Health Research Institutes (Originator) 【药理作用】ANTIINFECTIVE THERAPY, Antiviral Drugs |
合成路线1
The reaction of pyridine-4-amine (I) with 2-chloroethyl isocyanate (II) in toluene gives N-(2-chloroethyl)-N'-(4-pyridyl)urea (III), which is cyclized by means of NaH in DMF/THF, yielding 1-(4-pyridyl)imidazolidin-2-one (IV). Finally, this compound is condensed with 4-(5-bromopentyloxy)biphenyl (V) by means of NaH in DMF to afford the target disubstituted imidazolidinone. (1,2)
| 【1】 Chang, C.-M.; Li, W.-T.; Shia, K.-S.; et al.; Design, synthesis, and structure-activity relationship of pyridyl imidazolidinones: A novel class of potent and selective human enterovirus 71 inhibitors. J Med Chem 2002, 45, 8, 1644. |
| 【2】 Hsu, M.-C.; Li, W.-T.; Chang, C.-M.; Shia, K.-S.; Shih, S.-R.; Chern, J.-H.; Chen, S.-J. (National Health Research Institutes); Imidazolidinone cpds.. US 2003087936; US 6706739 . |
| 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) | 25661 | 4-pyridinamine; 4-aminopyridine | 5044-74-5 | C5H6N2 | 详情 | 详情 |
| (II) | 11237 | 1-Chloro-2-isocyanatoethane; 2-Chloroethyl isocyanate | 1943-83-5 | C3H4ClNO | 详情 | 详情 |
| (III) | 53583 | N-(2-chloroethyl)-N'-(4-pyridinyl)urea | 62491-96-7 | C8H10ClN3O | 详情 | 详情 |
| (IV) | 53584 | 1-(4-pyridinyl)-2-imidazolidinone | n/a | C8H9N3O | 详情 | 详情 |
| (V) | 53585 | 4-[(5-bromopentyl)oxy]-1,1'-biphenyl; [1,1'-biphenyl]-4-yl 5-bromopentyl ether | n/a | C17H19BrO | 详情 | 详情 |
Extended Information