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【结 构 式】 
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【药物名称】Wy-45727 【化学名称】3-[2-[5-(Dimethylaminomethyl)-2-furanylmethylthio]ethylamino]thieno[3,4-d]isothiazole 1,1-dioxide 【CA登记号】94662-50-7, 94662-53-0 (HCl) 【 分 子 式 】C15H19N3O3S3 【 分 子 量 】385.52898 |
【开发单位】Wyeth Pharmaceuticals (Originator) 【药理作用】Antiulcer Drugs, Gastric Antisecretory Drugs, GASTROINTESTINAL DRUGS, Histamine H2 Receptor Antagonists |
合成路线1
The reaction of thieno[3,4-d]isothiazole-3(2H)-one-1,1-dioxide (I) with P2S5 in hot pyridine gives the corresponding thione (II), which by treatment with methyl iodide and NaOH to refluxing ethanol - water is converted to 3-(methylthio)thieno[3,4-d] isothiazole-1,1-dioxide (III). Finally, this compound is condensed with 2-[5-(dimethylaminomethyl)-2-furanylmethylthio]ethylamine (IV) to refluxing ethanol.
| 【1】 Strike, D.P.; Guy, A.S. (American Home Products Corp.); Fused Heterocyclic compounds. EP 0120585; ES 8601979; GB 2137197 . |
| 【2】 Castaner, R.M.; Castaner, J.; Serradell, M.N.; WY-45727. Drugs Fut 1987, 12, 11, 1040. |
| 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) | 28207 | 1H-2H-thieno[3,4-d]isothiazole-1,1,3(2H)-trione | C5H3NO3S2 | 详情 | 详情 | |
| (II) | 28208 | 3-thioxo-2,3-dihydro-1H-2H-thieno[3,4-d]isothiazole-1,1-dione | C5H3NO2S3 | 详情 | 详情 | |
| (III) | 28209 | 3-(methylsulfanyl)-2,3-dihydro-1H-2H-thieno[3,4-d]isothiazole-1,1-dione | C6H7NO2S3 | 详情 | 详情 | |
| (IV) | 13851 | 2-[([5-[(Dimethylamino)methyl]-2-furyl]methyl)sulfanyl]-1-ethanamine; N-[(5-[[(2-Aminoethyl)sulfanyl]methyl]-2-furyl)methyl]-N,N-dimethylamine | C10H18N2OS | 详情 | 详情 |