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【结 构 式】 
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【药物名称】Ranitidine hydrochloride, AH-19065, Quantor, Toriol, Tanidina, Azantac, Zantic, Zantac 【化学名称】N-[2-[5-(Dimethylaminomethyl)furan-2-ylmethylsulfanyl]ethyl]-N'-methyl-2-nitrovinylene-1,1-diamine hydrochloride 【CA登记号】66357-59-3 【 分 子 式 】C13H23ClN4O3S 【 分 子 量 】350.87026 |
【开发单位】GlaxoSmithKline (Originator), Sankyo (Not Determined), Almirall Prodesfarma (Licensee), Ferrer (Licensee), Vita (Licensee) 【药理作用】Agents for Gastritis, Antiulcer Drugs, Esophageal Diseases, Treatment of, Gastric Antisecretory Drugs, Gastroesophageal Reflux Disease, Agents for, GASTROINTESTINAL DRUGS, Histamine H2 Receptor Antagonists |
合成路线1
The reaction of 5-dimethylaminomethyl-2-furanylmethanol (I) with 2-mercaptoethylamine (II) by means of aqueous HCl gives 2-[[(5-dimethylamino-methyl-2-furanyl)methylthio]ethaneamine (III), which is then condensed with N-methyl-1-methylthio-2-nitrotheneamine (IV) by heating at 120 C. Compound (IV) is obtained by reaction of 1,1-bis(methylthio)-2-nitroethene (V) with methylamine in refluxing ethanol.
| 【1】 Price, B.J.; Bradshaw, J.; Clitherow, J.W. (Allen & Hansburys Ltd.); Aminoalkyl furan derivatives.. DE 2734070; FR 2360587; US 4128658 . |
| 【2】 Serradell, M.N.; Blancafort, P.; Castaner, J.; Hillier, K.; Ranitidine. Drugs Fut 1979, 4, 9, 663. |
| 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) | 13849 | [5-[(dimethylamino)methyl]-2-furyl]methanol | C8H13NO2 | 详情 | 详情 | |
| (II) | 13186 | 2-Aminoethanethiol; 2-Amino-1-ethanethiol; 2-Aminoethylhydrosulfide; Cysteamine | 60-23-1 | C2H7NS | 详情 | 详情 |
| (III) | 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 | |
| (IV) | 13852 | N-Methyl-N-[(E)-1-(methylsulfanyl)-2-nitroethenyl]amine; (E)-N-Methyl-1-(methylsulfanyl)-2-nitro-1-ethenamine; (E)-1-Methylthio-1-methylamino-2-nitroethylene | 61832-41-5 | C4H8N2O2S | 详情 | 详情 |
| (V) | 13853 | Methyl 1-(methylsulfanyl)-2-nitrovinyl sulfide; 1,1-Bis(methylthio)-2-nitroethylene; 1,1-Bis(methylsulfanyl)-2-nitroethylene | 13623-94-4 | C4H7NO2S2 | 详情 | 详情 |