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【结 构 式】 
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【药物名称】ME-93 【化学名称】3,5-Dichloro-N-methylbenzylamine monohydrochloride 【CA登记号】90389-22-3, 90390-21-9 (free base) 【 分 子 式 】C8H10Cl3N 【 分 子 量 】226.5346 |
【开发单位】Universität Regensburg (Originator) 【药理作用】ANTIINFECTIVE THERAPY, Antimycobacterial Agents |
合成路线1
3,5-Dichlorobenzoic acid (I) is reduced with LiAlH4 to give 3,5-dichlorobenzyl alcohol (II). The latter is selectively oxidized with MnO2, yielding 3,5-dichlorobenzaldehyde (III). The condensation of (III) with methylamine gives the corresponding imine (IV), which can be reduced to the benzylamine (V) either with LiAlH4 or NaBH4. The hydrochloride is precipitated with etheric HCl.
| 【1】 Meindl, W.R.; et al.; Benzylamines: Synthesis and evaluation of antimycobacterial properties. J Med Chem 1984, 27, 9, 1111. |
| 【2】 Meindl, W.; Schonenberger, H.; Seydel, J.K.; Dhople, A.M.; ME-93. Drugs Fut 1987, 12, 12, 1108. |
| 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) | 24167 | 3,5-dichlorobenzoic acid | 51-36-5 | C7H4Cl2O2 | 详情 | 详情 |
| (II) | 24168 | (3,5-dichlorophenyl)methanol | 60211-57-6 | C7H6Cl2O | 详情 | 详情 |
| (III) | 24169 | 3,5-dichlorobenzaldehyde | 10203-08-4 | C7H4Cl2O | 详情 | 详情 |
| (IV) | 24170 | N-[(E)-(3,5-dichlorophenyl)methylidene]-N-methylamine | C8H7Cl2N | 详情 | 详情 | |
| (V) | 24171 | (3,5-dichlorophenyl)-N-methylmethanamine | C8H9Cl2N | 详情 | 详情 |
Extended Information