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【结 构 式】 
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【药物名称】 【化学名称】2-Thioxo-1,2,3,4-tetrahydroimidazo[1,5-a]pyrimidine-8-carbothioamide 【CA登记号】222292-68-4 【 分 子 式 】C7H8N4S2 【 分 子 量 】212.29661 |
【开发单位】Minophagen (Originator) 【药理作用】Oncolytic Drugs |
合成路线1
The reaction of 5-amino-1H-imidazole-4-carboxamide (I) with acryloyl chloride (II) by means of Et3N or K2CO3 in acetonitrile gives the intermediate, not isolated compound (III), which cyclizes to the imidazopyrimidine (IV). Finally, this compound is treated with Lawesson's reagent in dioxane or xylene.
| 【1】 Saaki, T.; Mizuno, Y.; Nagata, N.; Ikeda, K.; Tanaka, M.; Matsumoto, H.; Takayanagi, H.; Synthesis of 2,8-disubstituted imidazo[1,5-a]pyrimidines with potent antitumor activity. J Med Chem 1999, 42, 9, 1661. |
| 【2】 Mizuno, Y.; Matsumoto, K.; Nagata, N. (Minophagen Pharmaceutical Co., Ltd.); Novel imidazo[1,5-a]pyrimidine derivs. and their preparation. JP 1999092478 . |
| 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) | 11015 | 5-Amino-1H-imidazole-4-carboxamide | 360-97-4 | C4H6N4O | 详情 | 详情 |
| (II) | 11577 | Acryloyl chloride; Acrylyl chloride;2-Propenoyl chloride | 814-68-6 | C3H3ClO | 详情 | 详情 |
| (III) | 30878 | 5-(acryloylamino)-1H-imidazole-4-carboxamide | C7H8N4O2 | 详情 | 详情 | |
| (IV) | 30879 | 2-oxo-1,2,3,4-tetrahydroimidazo[1,5-a]pyrimidine-8-carboxamide | C7H8N4O2 | 详情 | 详情 |
Extended Information