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【结 构 式】 
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【药物名称】MRS-1743 【化学名称】(1R,2R,3S,4R,5S)-1-(Hydroxymethyl)-4-[6-(3-iodobenzylamino)-9H-purin-9-yl]bicyclo[3.1.0]hexane-2,3-diol 【CA登记号】 【 分 子 式 】C19H20IN5O3 【 分 子 量 】493.30735 |
【开发单位】National Cancer Institute (Originator), National Institutes of Health (Originator) 【药理作用】Acute Myocardial Infarction, Treatment of, CARDIOVASCULAR DRUGS, Cerebrovascular Diseases, Treatment of, NEUROLOGIC DRUGS, Stroke, Treatment of, Treatment of Disorders of the Coronary Arteries and Atherosclerosis, Adenosine A3 Agonists |
合成路线1
The known methanocarba-adenosine (I) was alkylated with 3-iodobenzyl bromide (II) in hot DMF to give the intermediate ammonium salt (III), which was then subjected to Dimroth rearrangement with ammonium hydroxide to produce the title compound.
| 【1】 Ji, X.; Li, A.-H.; Shin, K.-J.; Melman, N.; Siddiqui, M.A.; Marquez, V.E.; Ravi, G.; Jacobson, K.A.; Methanocarba analogues of purine nucleosides as potent and selective adenosine receptor agonists. J Med Chem 2000, 43, 11, 2196. |
| 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) | 47072 | (1R,2R,3S,4R,5S)-4-(6-amino-9H-purin-9-yl)-1-(hydroxymethyl)bicyclo[3.1.0]hexane-2,3-diol | C12H15N5O3 | 详情 | 详情 | |
| (II) | 19623 | 1-(bromomethyl)-3-iodobenzene | 49617-83-6 | C7H6BrI | 详情 | 详情 |
| (III) | 47073 | 6-amino-9-[(1S,2R,3S,4R,5R)-3,4-dihydroxy-5-(hydroxymethyl)bicyclo[3.1.0]hex-2-yl]-1-(3-iodobenzyl)-9H-purin-1-ium bromide | C19H21BrIN5O3 | 详情 | 详情 |