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【结 构 式】 
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【药物名称】Abanoquil mesilate, UK-52046-27 【化学名称】4-Amino-6,7-dimethoxy-2-(6,7-dimethoxy-1,2,3,4-tetrahydroisoquinolin-2-yl)quinoline methanesulfonate 【CA登记号】118931-00-3, 90402-40-7 (free base) 【 分 子 式 】C23H29N3O7S 【 分 子 量 】491.56748 |
【开发单位】Pfizer (Originator) 【药理作用】Antiarrhythmic Drugs, CARDIOVASCULAR DRUGS, alpha1-Adrenoceptor Antagonists |
合成路线1
The condensation of 2-amino-4,5-dimethoxybenzonitrile (I) with 2-acetyl-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline (II) by means of POCl3 and dimethylacetamide in refluxing CHCl3 gives 2-[1-(6,7-dimethoxy-1,2,3,4-tetrahydroisoquinolin-2-yl)ethylideneamino]-4,5-dimethoxybenzonitrile (III), which is then cyclized with lithium diisopropylamide in THF at -70 C or with ZnCl2 in refluxing dimethylacetamide.
| 【1】 Campbell, S.F.; Hardstone, J.D. (Pfizer Inc.); 2-Substd.-4-amino-6,7-dimethoxyquinolines. EP 0100200 . |
| 【2】 Hardstone, J.D.; Palmer, M.J. A.; Campbell, S.F.; A convenient synthesis of 2,4-diaminoquinoline derivatives. Tetrahedron Lett 1984, 25, 42, 4813. |
| 【3】 Pento, J.T.; Abanoquil Mesylate. Drugs Fut 1992, 17, 11, 983. |
| 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) | 13038 | 2-Amino-4,5-dimethoxybenzonitrile | 26961-27-3 | C9H10N2O2 | 详情 | 详情 |
| (II) | 13039 | 1-[6,7-Dimethoxy-3,4-dihydro-2(1H)-isoquinolinyl]-1-ethanone | C13H17NO3 | 详情 | 详情 | |
| (III) | 13040 | 2-([(E)-1-[6,7-Dimethoxy-3,4-dihydro-2(1H)-isoquinolinyl]ethylidene]amino)-4,5-dimethoxybenzonitrile | C22H25N3O4 | 详情 | 详情 |
Extended Information