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【结 构 式】 
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【药物名称】D-7175 【化学名称】2-Amino-3-ethoxycarbonylamino-6-benzylaminopyridine hydrochloride 【CA登记号】 【 分 子 式 】C15H19ClN4O2 【 分 子 量 】322.79728 |
【开发单位】Degussa (Originator) 【药理作用】Antiepileptic Drugs, NEUROLOGIC DRUGS |
合成路线1
D 7175 can be obtained in a 5-step synthesis starting from 2,e-dichloropyridine (I). Compound (I) is nitrated with HNO3/H2SO4 yielding 2,6-dichloro-3-nitropyridine (II). Subsequent reaction with ammonia and benzylamine leads to 2-amino-3-nitro-6-benzylaminopyridine (IV), which is hydrogenated using Raney Nickel as catalyst te the corresponding 3-amino derivative (V), which reacts without isolation with ethyl chloroformiate to D-7175.
| 【1】 Bebengurg, W.; Engek, J.; Heese, J.; Thiele, K. (Degussa AG); 2-Amino-3-acylamino-6-benzylaminopyridine derivatives having antiepileptic action. DE 3337593 . |
| 【2】 Molliere, M.; Engel, J.; Emig, P.; D-7175. Drugs Fut 1988, 13, 1, 22. |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| 15147 | Benzylamine; Phenylmethanamine | 100-46-9 | C7H9N | 详情 | 详情 | |
| (I) | 13573 | 2,6-Dichloropyridine | 2402-78-0 | C5H3Cl2N | 详情 | 详情 |
| (II) | 13574 | 2,6-Dichloro-3-nitropyridine | 16013-85-7 | C5H2Cl2N2O2 | 详情 | 详情 |
| (III) | 13575 | 6-Chloro-3-nitro-2-pyridinamine; 2-Amino-6-chloro-3-nitropyridine; 6-Chloro-3-nitro-2-pyridinylamine | 27048-04-0 | C5H4ClN3O2 | 详情 | 详情 |
| (IV) | 21572 | N(6)-benzyl-3-nitro-2,6-pyridinediamine | C12H12N4O2 | 详情 | 详情 | |
| (V) | 21573 | 2-amino-6-(benzylamino)-3-pyridinylamine | C12H14N4 | 详情 | 详情 |
Extended Information