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【结 构 式】 
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【药物名称】 【化学名称】4,5-Dimethoxy-2-(3,4,5-trimethoxybenzamido)benzoic acid ethyl ester 【CA登记号】 【 分 子 式 】C21H25NO8 【 分 子 量 】419.4353 |
【开发单位】Japan Energy (Originator) 【药理作用】CARDIOVASCULAR DRUGS, Restenosis Treatment of, Treatment of Disorders of the Coronary Arteries and Atherosclerosis |
合成路线1
Treatment of 4,5-dimethoxy-2-nitro benzoic acid (I) with H2SO4 in EtOH allows formation of the corresponding ethyl ester (II), the nitro group of which is then reduced by hydrogenation over Pd/C in EtOH to provide substituted aniline (III). Finally, the desired product is obtained by condensation of (III) with acid chloride (IV) in CH2Cl2 by means of Et3N (acid chloride (IV) can be obtained by treatment of the corresponding benzoic acid (V) with SOCl2 in refluxing chloroform).
| 【1】 Isobe, Y.; Misawa, S.; Hayashi, H.; Ogita, H.; Takaku, H.; Sekine, R.; Goto, Y.; Synthesis and structure-activity relationship of diarylamide derivatives as selective inhibitors of the proliferation of human coronary artery smooth muscle cells. Bioorg Med Chem Lett 2001, 11, 4, 549. |
| 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) | 31789 | 4,5-dimethoxy-2-nitrobenzoic acid | 4998-07-6 | C9H9NO6 | 详情 | 详情 |
| (II) | 50082 | ethyl 4,5-dimethoxy-2-nitrobenzoate | C11H13NO6 | 详情 | 详情 | |
| (III) | 47630 | ethyl 2-amino-4,5-dimethoxybenzoate | C11H15NO4 | 详情 | 详情 | |
| (IV) | 13571 | 3,4,5Ttrimethoxybenzoyl chloride | 4521-61-3 | C10H11ClO4 | 详情 | 详情 |
| (V) | 32225 | 3,4,5-trimethoxybenzoic acid | 118-41-2 | C10H12O5 | 详情 | 详情 |