|
【结 构 式】 
|
【药物名称】Etintidine hydrochloride, BL-5641A 【化学名称】2-Cyano-1-[2-[[(5-methylimidazol-4-yl)methyl]thio]ethyl]-3-(2-propynyl)guanidine hydrochloride 【CA登记号】71807-56-2, 69539-53-3 (free base) 【 分 子 式 】C12H17ClN6S 【 分 子 量 】312.82649 |
【开发单位】Bristol-Myers Squibb (Originator) 【药理作用】Antiulcer Drugs, GASTROINTESTINAL DRUGS, Histamine H2 Receptor Antagonists |
合成路线1
By condensation of N-cyano-N'-[2-[(5-methyl-4-imidazolyl)methylthio]ethyl]-S-methylisothiourea (I) with propargylamine (II) in refluxing acetonitrile.
| 【1】 Crenshaw, R.R.; Luke, G.M. (Bristol-Myers Squibb Co.); Imidazolylmethylthioethyl alkynyl guanidines. US 4112234 . |
| 【2】 Serradell, M.N.; Blancafort, P.; Castaner, J.; Etintidine hydrochloride. Drugs Fut 1982, 7, 10, 732. |
合成路线2
The reaction of propargylamine (II) with dimethyl cyanoiminodithiocarbonate (III) in refluxing acetonitrile gives N-cyano-N'-propargyl-S-methylisothiourea (IV), which is then condensed with 2-[(5-methyl-4-imidazolyl)methylthio]ethylamine (V) in refluxing methanol.
| 【1】 Crenshaw, R.R.; Luke, G.M. (Bristol-Myers Squibb Co.); Imidazolylmethylthioethyl alkynyl guanidines. US 4112234 . |
| 【2】 Serradell, M.N.; Blancafort, P.; Castaner, J.; Etintidine hydrochloride. Drugs Fut 1982, 7, 10, 732. |
| 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) | 18174 | [[bis(methylsulfanyl)methylene]amino](nitrilo)methane | 10191-60-3 | C4H6N2S2 | 详情 | 详情 |
| (II) | 21408 | 2-propyn-1-amine; 2-propynylamine; 2-propylamine | 2450-71-7 | C3H5N | 详情 | 详情 |
| (III) | 37101 | 3-[[(cyanoimino)(methylsulfanyl)methyl]amino]-1-propyne | C6H7N3S | 详情 | 详情 | |
| (IV) | 34071 | 2-[[(5-methyl-1H-imidazol-4-yl)methyl]sulfanyl]-1-ethanamine; 2-[[(5-methyl-1H-imidazol-4-yl)methyl]sulfanyl]ethylamine | C7H13N3S | 详情 | 详情 |