2,6-dimethoxy-7(9)H-purine | 5327-19-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 咪唑并嘧啶类
• 英文名称: 2,6-dimethoxy-7(9)H-purine
• 英文别名: 2,6-Dimethoxy-7(9)H-purin；2,6-dimethoxy-7H-purine
• CAS: 5327-19-5
• 化学式: C₇H₈N₄O₂
• 分子量: 180.166
• InChiKey: PRTFLKXSYUGRCK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  72.9
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  1,2,3,5-tetra-O-acetyl-3-C-ethynyl-D-ribo-pentofuranose 、 2,6-dimethoxy-7(9)H-purine 在 ammonium sulphate 、 六甲基二硅氮烷 、 三氟甲磺酸三甲基硅酯 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 0.75h， 以36%的产率得到2’,3’,5’-tri-O-acetyl-3’-C-ethynyl-N9-β-D-ribofuranosyl-2,6-dimethoxypurine
  参考文献：
  名称：

  Exploring the purine core of 3′-C-ethynyladenosine (EAdo) in search of novel nucleoside therapeutics

  摘要：

  A series of new nucleoside analogues based on a C-3 branched ethynyl sugar derivative as present in 3'-C-ethynylcytidine (ECyd) and -adenosine (EAdo), combined with modified purine bases was synthetized and evaluated against a broad array of viruses and tumour cell lines. The pronounced cytostatic activity of EAdo was confirmed. EAdo and its 2,6-diaminopurine analogue showed inhibitory activity against vaccinia virus (EC50: 0.31 and 51 mu M, respectively). Derivative 10 on the other hand was found active against varicella zoster virus (EC50: 4.68 mu M). (C) 2016 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2016.03.005
• 作为产物：
  描述：

  2,6-二甲氧基-5-硝基嘧啶-4-胺 在 甲醇 、 镍 作用下， 生成 2,6-dimethoxy-7(9)H-purine
  参考文献：
  名称：

  Purines. III. The Preparation of Certain Purine and Triazolopyrimidine Derivatives¹

  摘要：

  DOI：

  10.1021/ja01649a022

文献信息

• Exploring the purine core of 3′-C-ethynyladenosine (EAdo) in search of novel nucleoside therapeutics
  作者：Fabian Hulpia、Jan Balzarini、Dominique Schols、Graciela Andrei、Robert Snoeck、Serge Van Calenbergh

  DOI：10.1016/j.bmcl.2016.03.005

  日期：2016.4

  A series of new nucleoside analogues based on a C-3 branched ethynyl sugar derivative as present in 3'-C-ethynylcytidine (ECyd) and -adenosine (EAdo), combined with modified purine bases was synthetized and evaluated against a broad array of viruses and tumour cell lines. The pronounced cytostatic activity of EAdo was confirmed. EAdo and its 2,6-diaminopurine analogue showed inhibitory activity against vaccinia virus (EC50: 0.31 and 51 mu M, respectively). Derivative 10 on the other hand was found active against varicella zoster virus (EC50: 4.68 mu M). (C) 2016 Elsevier Ltd. All rights reserved.
• Purines. III. The Preparation of Certain Purine and Triazolopyrimidine Derivatives¹
  作者：K. L. Dille、B. E. Christensen

  DOI：10.1021/ja01649a022

  日期：1954.10