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【结 构 式】 
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【药物名称】Falintolol oxalate 【化学名称】O-[2-Hydroxy-3-(tert-butylamino)propyl]cyclopropylmethyl ketone oxime oxalate 【CA登记号】90581-63-8 (free base) 【 分 子 式 】C14H26N2O6 【 分 子 量 】318.37312 |
【开发单位】Alcon (Originator) 【药理作用】Antiglaucoma Agents, OCULAR MEDICATIONS, Ophthalmic Drugs, beta-Adrenoceptor Antagonists |
合成路线1
This compound can be obtained in two different ways: 1) The reaction of cyclopropylmethyl ketone oxime (II) with epibromohydrin (A) in THF containing NaH gives O-[2,3-epoxypropyl]cyclopropylmethyl ketone oxime (III), which is treated with excess tert-butylamine (C) in ethanol yielding the final compound. 2) By condensation of cyclopropylmethyl ketone (I) with 3-(aminooxy)-N-tert-butyl-2-hydroxypropanamine (B) in ethanol.
| 【1】 Leclerc, G.; Bouzoubaa, M.; Andermann, G.; Ethers and oxime ethers of alkylamino alcohols as medicaments and novel products, and processes for their preparation. AU 1167283; EP 0087378; FR 2521856; JP 58154538; US 4766151 . |
| 【2】 Schwartz, J.; Bieth, N.; Leclerc, G.; Synthesis and beta-adrenergic blocking activity of a new aliphatic oxime ethers. J Med Chem 1980, 23, 6, 620. |
| 【3】 Castaner, J.; Serradell, M.N.; Falintolol oxalate. Drugs Fut 1984, 9, 7, 510. |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| (A) | 29679 | 2-(bromomethyl)oxirane | 3132-64-7 | C3H5BrO | 详情 | 详情 |
| (B) | 34255 | 1-(aminooxy)-3-(tert-butylamino)-2-propanol | C7H18N2O2 | 详情 | 详情 | |
| (I) | 12435 | Acetylcyclopropane; 1-Cyclopropyl-1-ethanone; Cyclopropylmethylketone | 765-43-5 | C5H8O | 详情 | 详情 |
| (II) | 34253 | 1-cyclopropyl-1-ethanone oxime | C5H9NO | 详情 | 详情 | |
| (III) | 34254 | 1-cyclopropyl-1-ethanone O-(2-oxiranylmethyl)oxime | C8H13NO2 | 详情 | 详情 | |
| (C) | 17895 | 2-Amino-2-methylpropane; tert-butylamine; 2-methyl-2-propanamine | 75-64-9 | C4H11N | 详情 | 详情 |
Extended Information