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【结 构 式】 
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【药物名称】Fepradinol, EL-508(HCl), Flexidol, Dalgen 【化学名称】(±)-alpha-[[(2-Hydroxy-1,1-dimethylethyl)amino]methyl]benzyl alcohol 【CA登记号】63075-47-8 【 分 子 式 】C12H19NO2 【 分 子 量 】209.29073 |
【开发单位】Byk Elmu (Originator) 【药理作用】ANALGESIC AND ANESTHETIC DRUGS, Analgesic Drugs, Antiarthritic Drugs, Non-Opioid Analgesics, TREATMENT OF MUSCULOSKELETAL & CONNECTIVE TISSUE DISEASES, Non-Steroidal Antiinflammatory Drugs |
合成路线1
The title compound has been synthesized by two different methods. Condensation of 2-amino-2-methyl-1-propanol (I) with styrene oxide (II) provided the target amino diol.
| 【1】 Montoro, F.; Calatayud, J.; Vila-Coro, A.; De la Fuente, R. (Byk Elmu SA); Process for the preparation of ethyl-1-hydroxy-1-phenyl-2-(2-methyl-1-propanol)-amine, a new drug with antiinflammatory activity. ES 453351 . |
| 【2】 Staibano, G.; Fanelli, O. (Istituto Gentili SpA); Diethanolamine derivs.. GB 1336732 . |
合成路线2
Phenylglyoxylic acid (III) was converted to the corresponding acid chloride (IV) upon treatment with SOCl2. Subsequent coupling of (IV) with 2-amino-2-methyl-1-propanol (I) afforded amide (V). Reduction of the ketone and amide functions of (V) by means of LiAlH4 furnished the title compound.
| 【1】 Montoro, F.; Calatayud, J.; Luna, M. (Byk Elmu SA); 2-[N-(2-Hydroxy-1,1-dimethylethyl)amino]-1-phenylethanol which is useful, in particular, as an anti-inflammatory, and process for preparing it. CH 670823; FR 2573071; JP 1986143344 . |
| 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) | 21513 | 2-amino-2-methyl-1-propanol；Karl Fischer;2-Amino-2-methyl-propan-1-ol；2-amino-2-methyl-1-propanol | 124-68-5 | C4H11NO | 详情 | 详情 |
| (III) | 55589 | Benzoylformic acid; Phenylglyoxylic acid | 611-73-4 | C8H6O3 | 详情 | 详情 |
| (IV) | 55590 | 2-oxo-2-phenylacetyl chloride | C8H5ClO2 | 详情 | 详情 | |
| (V) | 55591 | N-(2-hydroxy-1,1-dimethylethyl)-2-oxo-2-phenylacetamide | C12H15NO3 | 详情 | 详情 |