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【结 构 式】 
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【药物名称】 【化学名称】5-(2-Naphthylsulfanylmethyl)furo[2,3-d]pyrimidine-2,4-diamine 【CA登记号】 【 分 子 式 】C17H14N4OS 【 分 子 量 】322.39133 |
【开发单位】Duquesne Univ., Pittsburgh, PA (US); Hauptman-Woodward Med. Res. Inst., Buffalo, NY (US); Indiana Univ., Indianapolis, IN (US) 【药理作用】ANTIINFECTIVE THERAPY, ANTIFUNGAL AGENTS |
合成路线1
2,6-Diamino-4-hydroxypyrimidine (I) was cyclized with 1,3-dichloroacetone (II) in DMF at room temperature, and the resulting unstable furopyrimidine (III) was rapidly purified by a short column of silica gel and stored at -20 C. Then, the nucleophilic displacement reaction of chloride (III) with 2-naphthalenethiol (IV) in the presence of potassium carbonate in DMSO yielded the desired thioether.
| 【1】 Gangjee, A.; et al.; Selective Pneumocystis carinii dihydrofolate reductase inhibitors: Design, synthesis, and biological evaluation of new 2,4-diamino-5-substituted-furo[2, 3-d]pyrimidines. J Med Chem 1998, 41, 8, 1263. |
| 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) | 14811 | 2,4-Diamino-6-hydroxypyrimidine; 2,6-diamino-4-pyrimidinol | 56-06-4 | C4H6N4O | 详情 | 详情 |
| (II) | 63907 | 1,3-dichloroacetone | C3H4Cl2O | 详情 | 详情 | |
| (III) | 18884 | 5-(chloromethyl)furo[2,3-d]pyrimidine-2,4-diamine; 2-amino-5-(chloromethyl)furo[2,3-d]pyrimidin-4-ylamine | C7H7ClN4O | 详情 | 详情 | |
| (IV) | 15234 | 2-Naphthalenethiol; 2-Naphthylhydrosulfide | 91-60-1 | C10H8S | 详情 | 详情 |
Extended Information