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【结 构 式】 
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【药物名称】S-44 【化学名称】5-Bromo-1-(1-piperidinylmethyl)-3-[3-(4-pyridyl)-5-sulfanyl-4H-1,2,4-triazol-4-ylimino]-2,3-dihydro-1H-indol-2-one 【CA登记号】 【 分 子 式 】C21H20BrN7OS 【 分 子 量 】498.40785 |
【开发单位】Banaras Hindu University (Originator), Rega Institute for Medical Research (Originator) 【药理作用】Antibacterial Drugs, Antifungal Agents, ANTIINFECTIVE THERAPY |
合成路线1
Isoniazid (I) was treated with carbon disulfide and KOH to give potassium 4-pyridyl dithiocarbazinate (II). Cyclization of (II) in the presence of hydrazine produced the amino triazole (III). This was condensed with 5-bromoisatin (IV), yielding the imino adduct (V). Finally, Mannich reaction of (V) with piperidine (VI) and formaldehyde furnished the title compound.
| 【1】 de Clercq, E.; Nath, G.; Pandeya, S.N.; Sriram, D.; Synthesis, antibacterial, antifungal and anti-HIV evaluation of Schiff and Mannich bases of isatin and its derivatives with triazole. Arzneim-Forsch Drug Res 2000, 50, 1, 55. |
| 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) | 26079 | Isonicotinohydrazide | 54-85-3 | C6H7N3O | 详情 | 详情 |
| (II) | 43763 | potassium 2-isonicotinoyl-1-hydrazinecarbodithioate | C7H6KN3OS2 | 详情 | 详情 | |
| (III) | 43764 | 4-amino-5-(4-pyridinyl)-4H-1,2,4-triazole-3-thiol; 4-amino-5-(4-pyridinyl)-4H-1,2,4-triazol-3-ylhydrosulfide | C7H7N5S | 详情 | 详情 | |
| (IV) | 42952 | 6,8,11-trihydroxy-7H-benzo[e]perimidin-7-one | C15H8N2O4 | 详情 | 详情 | |
| (V) | 43765 | 5-bromo-3-[[3-(4-pyridinyl)-5-sulfanyl-4H-1,2,4-triazol-4-yl]imino]-1H-indol-2-one | C15H9BrN6OS | 详情 | 详情 | |
| (VI) | 10158 | Piperidine | 110-89-4 | C5H11N | 详情 | 详情 |
Extended Information