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【结 构 式】 
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【药物名称】ALT-946 【化学名称】N-[2-(N-Aminoguanidino)ethyl]acetamide hydrochloride 【CA登记号】192511-71-0, 192511-70-9 (hydrobromide) 【 分 子 式 】C5H14ClN5O 【 分 子 量 】195.65323 |
【开发单位】Alteon (Originator) 【药理作用】Diabetic Nephropathy, Agents for, ENDOCRINE DRUGS, Treatment of Diabetic Complications, AGE Inhibitors (Maillard's Reaction Inhibitors) |
合成路线1
Treatment of thiosemicarbazide hydrobromide (I) with ethyl bromide (II) in refluxing EtOH affords S-ethylthiosemicarbazide (III), which is then condensed with N-acetyl-ethylenediamine (IV) in refluxing EtOH to provide N1-(2-acetamidoethyl)-N3-aminoguanidine (V). Finally, the desired product is obtained by the formation of the corresponding hydrochloride salt by treatment of (V) with HCl in methanol. Alternatively the target compound can be obtained by reaction of N-acetylethylenediamine (IV) with cyanogen chloride in 2-propanol followed by treatment with anhydrous hydrazine.
| 【1】 Wagle, D.R.; Ulrich, P.C. (Alteon Inc.); N-Acylaminoalkyl-hydrazinecarboximidamides. US 5877217 . |
| 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) | 12954 | 1-Hydrazinecarbothioamide; Thiosemicarbazide | 79-19-6 | CH5N3S | 详情 | 详情 |
| (II) | 30344 | 1-bromoethane；ethyl bromide | 74-96-4 | C2H5Br | 详情 | 详情 |
| (III) | 48868 | ethyl 1-hydrazinecarbimidothioate | C3H9N3S | 详情 | 详情 | |
| (IV) | 41136 | N-(2-aminoethyl)acetamide | 1001-53-2 | C4H10N2O | 详情 | 详情 |
| (V) | 48869 | N-(2-[[hydrazino(imino)methyl]amino]ethyl)acetamide | C5H13N5O | 详情 | 详情 |