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【结 构 式】 
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【药物名称】 【化学名称】N-[3-(1,2,3,4-Tetrahydroquinolin-1-ylsulfonyl)phenyl]-N,N-bis(1H-imidazol-5-ylmethyl)amine 【CA登记号】263845-08-5 【 分 子 式 】C23H24N6O2S 【 分 子 量 】448.55073 |
【开发单位】Bristol-Myers Squibb (Originator) 【药理作用】ONCOLYTIC DRUGS, Farnesyl Transferase Inhibitors, Inhibitors of Signal Transduction Pathways |
合成路线1
Condensation of 3-nitrobenzenesulfonyl chloride (I) with tetrahydroquinoline (II) in the presence of pyridine gave sulfonamide (III). Reduction of the nitro group of (III) with stannous chloride produced the aniline derivative (IV). The title compound was then obtained by reductive alkylation of amine (IV) with 4-formylimidazole (V) using sodium triacetoxyborohydride as the reducing reagent.
| 【1】 Hunt, J.T.; Manne, V.; Ding, C.Z.; Ricca, C.; 3-Imidazolylmethylaminophenylsulfonyltetrahydroquinolines, a novel series of farnesyltransferase inhibitors. Bioorg Med Chem Lett 2000, 10, 3, 273. |
| 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) | 41948 | 3-nitrobenzenesulfonyl chloride | 121-51-7 | C6H4ClNO4S | 详情 | 详情 |
| (II) | 23859 | 1,2,3,4-tetrahydroquinoline | 635-46-1 | C9H11N | 详情 | 详情 |
| (III) | 41949 | 1-[(3-nitrophenyl)sulfonyl]-1,2,3,4-tetrahydroquinoline | C15H14N2O4S | 详情 | 详情 | |
| (IV) | 41950 | 3-[3,4-dihydro-1(2H)-quinolinylsulfonyl]phenylamine; 3-[3,4-dihydro-1(2H)-quinolinylsulfonyl]aniline | C15H16N2O2S | 详情 | 详情 | |
| (V) | 41951 | 1H-imidazole-5-carbaldehyde | 3034-50-2 | C4H4N2O | 详情 | 详情 |