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【结 构 式】 
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【药物名称】 【化学名称】4,4'-(Piperazin-1,4-diyl)bis(benzamidine) dihydrochloride 【CA登记号】123885-92-7 (free base) 【 分 子 式 】C18H24Cl2N6 【 分 子 量 】395.33818 |
【开发单位】Pace University (Originator), University of Tennessee, Memphis (Originator), Xavier University of Louisiana (Originator) 【药理作用】ANTIINFECTIVE THERAPY, Antitrypanosomals, Pneumocystis carinii Pneumonia, Agents for, Treatment of Protozoal Diseases, DNA-Damaging Drugs |
合成路线1
Condensation of 4-fluorobenzonitrile (I) with piperazine (II) in hot DMSO gives rise to the dinitrile adduct (III). This is then converted into imidate (IV) with HCl/EtOH. Treatment of imidate (IV) with ethanolic ammonia furnishes the corresponding bis-amidine derivative, which is finally isolated as the dihydrochloride salt. (1,2)
| 【1】 Tao, B.; Huang, T.L.; Zhang, Q.; Jackson, L.; Queener, S.F.; Donkor, I.O.; Synthesis and anti-Pneumocystis carinii activity of conformationally restricted analogues of pentamidine. Eur J Med Chem 1999, 34, 6, 531. |
| 【2】 Donkor, I.O.; Huang, T.L.; Tao, B.; Rattendi, D.; Lane, S.; Vargas, M.; Goldberg, B.; Bacchi, C.; Trypanocidal activity of conformationally restricted pentamidine congeners. J Med Chem 2003, 46, 6, 1041. |
| 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) | 14144 | 4-Fluorobenzonitrile | 1194-02-1 | C7H4FN | 详情 | 详情 |
| (II) | 10355 | Diethylenediamine; Piperazine | 110-85-0 | C4H10N2 | 详情 | 详情 |
| (III) | 64041 | 4-[4-(4-cyanophenyl)-1-piperazinyl]benzonitrile | C18H16N4 | 详情 | 详情 | |
| (IV) | 64042 | ethyl 4-(4-{4-[ethoxy(imino)methyl]phenyl}-1-piperazinyl)benzenecarboximidoate | C22H28N4O2 | 详情 | 详情 |
Extended Information