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【结 构 式】 
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【药物名称】Satranidazole, Go-10213, C-10213-Go 【化学名称】1-Methanesulfonyl-3-(1-methyl-5-nitroimidazol-2-yl)-2-imidazolidinone 【CA登记号】56302-13-7 【 分 子 式 】C8H11N5O5S 【 分 子 量 】289.27137 |
【开发单位】Novartis (Originator) 【药理作用】ANTIINFECTIVE THERAPY, Treatment of Protozoal Diseases |
合成路线1
C-10213-Go has been synthesized from 1-methyl-2-mercaptoimidazole (I). When (I) is methylated with methyl iodide it gives the corresponding thiomethyl derivative (II). Nitration of (II) yields the nitro derivative (III). Oxidation of (III) with monoperphthalic acid gives the sulfone (IV). Condensation of (IV) with 1-methanesulfonyl-2-imidazolidinone (VI) in the presence of sodium hydride affords C-10213-Go.
| 【1】 Arya, V.P.; Satranidazole. Drugs Fut 1983, 8, 9, 797. |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| (B) | 13467 | Methanesulfonyl chloride;Mesyl chloride;Methylsulfonyl chloride;Methanesulfonic acid chloride;Methanesulfonyl chloride;Methanesulphonyl chloride | 124-63-0 | CH3ClO2S | 详情 | 详情 |
| (A) | 34077 | 2-carboperoxybenzoic acid | C8H6O5 | 详情 | 详情 | |
| (I) | 18783 | 1-methyl-1H-imidazol-2-ylhydrosulfide; 1-methyl-1H-imidazole-2-thiol | 60-56-0 | C4H6N2S | 详情 | 详情 |
| (II) | 36225 | 1-methyl-2-(methylsulfanyl)-1H-imidazole; methyl 1-methyl-1H-imidazol-2-yl sulfide | C5H8N2S | 详情 | 详情 | |
| (III) | 36226 | methyl 1-methyl-5-nitro-1H-imidazol-2-yl sulfide; 1-methyl-2-(methylsulfanyl)-5-nitro-1H-imidazole | C5H7N3O2S | 详情 | 详情 | |
| (IV) | 36227 | 1-methyl-2-(methylsulfonyl)-5-nitro-1H-imidazole; methyl 1-methyl-5-nitro-1H-imidazol-2-yl sulfone | C5H7N3O4S | 详情 | 详情 | |
| (V) | 36228 | 2-imidazolidinone | 120-93-4 | C3H6N2O | 详情 | 详情 |
| (VI) | 36229 | 1-(methylsulfonyl)-2-imidazolidinone | 41730-79-4 | C4H8N2O3S | 详情 | 详情 |