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【结 构 式】 
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【药物名称】 【化学名称】2-(tert-Butylaminomethyl)-4-(7-chloro-4-quinolinylamino)-6-propylphenol 【CA登记号】 【 分 子 式 】C23H28ClN3O 【 分 子 量 】397.95211 |
【开发单位】University of Liverpool (Originator) 【药理作用】ANTIINFECTIVE THERAPY, Antimalarials, Treatment of Protozoal Diseases |
合成路线1
The reaction of 2-propylphenol (I) first with NaNO2/AcOH, then with Na2S2O4 and finally with acetic anhydride gives the acetamide (II), which is treated with formaldehyde and tert-butylamine in ethanol yielding the tert-butylaminomethyl derivative (III). The hydrolysis of (III) with 6M HCl affords the aminophenol (IV), which is finally condensed with 4,7-dichloroquinoline (V) in refluxing ethanol.
| 【1】 Raynes, K.J.; Stocks, P.A.; Ward, S.A.; O'Neill, P.M.; Park, B.K.; New 4-aminoquinoline mannich base antimalarials. 1. Effect of an alkyl substituent in the 5'-position of the 4'-hydroxyanilino side chain. J Med Chem 1999, 42, 15, 2747. |
| 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) | 38273 | 2-propylphenol | 644-35-9 | C9H12O | 详情 | 详情 |
| (II) | 38274 | N-(4-hydroxy-3-propylphenyl)acetamide | C11H15NO2 | 详情 | 详情 | |
| (III) | 38275 | N-[3-[(tert-butylamino)methyl]-4-hydroxy-5-propylphenyl]acetamide | C16H26N2O2 | 详情 | 详情 | |
| (IV) | 38276 | 4-amino-2-[(tert-butylamino)methyl]-6-propylphenol | C14H24N2O | 详情 | 详情 | |
| (V) | 38277 | 4,7-dichloroquinoline | 86-98-6 | C9H5Cl2N | 详情 | 详情 |
Extended Information