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【结 构 式】 
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【药物名称】 【化学名称】N-[2-(Dimethylamino)ethyl]-2,6-dimethyl-1-oxo-1,2-dihydrobenzo[b][1,6]naphthyridine-4-carboxamide 【CA登记号】492472-30-7 【 分 子 式 】C19H22N4O2 【 分 子 量 】338.41279 |
【开发单位】La Trobe University (Originator), University of Auckland (Originator) 【药理作用】ONCOLYTIC DRUGS |
合成路线1
Reaction of ethyl (3-carboxy-8-methylquinolin-2-yl)acetate (I) with POCl3/DMF under Vilsmeier formylation conditions leads to the cyclic anhydride (II). Subsequent treatment of (II) with methylamine gives rise to the benzonaphthyridine derivative (III). After activation of acid (III) as the corresponding acyl chloride (IV) with SOCl2, condensation with N,N-dimethyl ethylenediamine (V) furnishes the title amide.
| 【1】 Deady, L.W.; Rodermann, T.; Zhuang, L.; Baguley, B.C.; Denny, W.A.; Synthesis and cytotoxic activity of carboxamide derivatives of benzo[b][1,6]naphthyridines. J Med Chem 2003, 46, 6, 1049. |
| 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) | 64034 | 2-[2-(ethyloxy)-2-oxoethyl]-8-methyl-3-quinolinecarboxylic acid | C15H15NO4 | 详情 | 详情 | |
| (II) | 64035 | 4-[(dimethylamino)methylidene]-6-methyl-1H-pyrano[4,3-b]quinoline-1,3(4H)-dione | C16H14N2O3 | 详情 | 详情 | |
| (III) | 64036 | 2,6-dimethyl-1-oxo-1,2-dihydrobenzo[b][1,6]naphthyridine-4-carboxylic acid | C15H12N2O3 | 详情 | 详情 | |
| (IV) | 64037 | 2,6-dimethyl-1-oxo-1,2-dihydrobenzo[b][1,6]naphthyridine-4-carbonyl chloride | C15H11ClN2O2 | 详情 | 详情 | |
| (V) | 14881 | N-(2-aminoethyl)-N,N-dimethylamine; N(1),N(1)-dimethyl-1,2-ethanediamine; 2-Dimethylaminoethylamine | 108-00-9 | C4H12N2 | 详情 | 详情 |
Extended Information