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【结 构 式】 
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【药物名称】Ecabamide, Ecabapide, DQ-2511, Muralis 【化学名称】3-[[2-[[2-(3,4-Dimethoxyphenyl)ethyl]amino]-2-oxoethyl]amino]-N-methylbenzamide 【CA登记号】104775-36-2 【 分 子 式 】C20H25N3O4 【 分 子 量 】371.43995 |
【开发单位】Daiichi Pharmaceutical (Originator) 【药理作用】Anti-Helicobacter Pylori Agents, Antiulcer Drugs, Gastric Emptying Disorders,Treatment of of, GASTROINTESTINAL DRUGS, Prokinetic Agents |
合成路线1
The reaction of 3-nitrobenzoic acid (I) with refluxing SOCl2 gives the corresponding acyl chloride (II), which by reaction with methylamine in chloroform is converted to the methylamide (III). The reduction of (III) with H2 over RaNi in methanol yields the 3-amino-N-methylbenzamide (IV), which is finally condensed with 2-chloro-N-[2-(3,4-dimethoxyphenyl)ethyl]acetamide (V) by means of NaI and CaCO3 in hot DMF.
| 【1】 Miki, T.; Asano, M.; Hosokami, T. (Daiichi Seiyaku Co.; Ltd.); Aminobenzamide derivatives. EP 0185368 . |
| 【2】 Prous, J.; Castaner, J.; DQ-2511. Drugs Fut 1989, 14, 7, 620. |
| 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) | 20951 | 2-nitrobenzoic acid；o-Nitrobenzoic acid | 552-16-9 | C7H5NO4 | 详情 | 详情 |
| (II) | 21099 | o-nitrobenzoyl chloride; 2-nitrobenzoyl chloride | 610-14-0 | C7H4ClNO3 | 详情 | 详情 |
| (III) | 20953 | N-methyl-2-nitrobenzamide | C8H8N2O3 | 详情 | 详情 | |
| (IV) | 20954 | 2-amino-N-methylbenzamide | 4141-08-6 | C8H10N2O | 详情 | 详情 |
| (V) | 20955 | 2-chloro-N-(3,4-dimethoxyphenethyl)acetamide | C12H16ClNO3 | 详情 | 详情 |