6-amino-5',9-anhydro-3-(β-D-ribofuranosyl)-9H-purine-2(3H)-one hydrochloride

• 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: 6-amino-5',9-anhydro-3-(β-D-ribofuranosyl)-9H-purine-2(3H)-one hydrochloride
• 英文别名: (9R,10R,11S,12R)-5-amino-10,11-dihydroxy-15-oxa-1,3,6,8-tetrazatetracyclo[6.5.1.19,12.04,14]pentadeca-2,4(14),5-trien-7-one;hydrochloride
• 化学式: C₁₀H₁₁N₅O₄*ClH
• 分子量: 301.689
• InChiKey: ANRQRPMHINTWMJ-GWTDSMLYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.77
• 重原子数：
  20
• 可旋转键数：
  0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  126
• 氢给体数：
  4
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  6-amino-5',9-anhydro-3-(β-D-ribofuranosyl)-9H-purine-2(3H)-one hydrochloride 在 N-溴代丁二酰亚胺(NBS) 作用下， 以 1,4-二氧六环 、 水 为溶剂， 反应 2.0h， 以70%的产率得到5',9-anhydro-8-bromo-3-(β-D-ribofuranosyl)-2-oxoadenine
  参考文献：
  名称：

  Synthesis and Biological Activity of 5′,9-Anhydro-3-Purine-ISONucleosides as Potential Anti-Hepatitis C Virus Agents

  摘要：

  In order to study structure-activity relationships among the derivatives and congeners of 5',9-anhydro-3-(beta-D-ribofuranosyl)xanthine for anti-hepatitis C virus activity, a series of 5',9-anhydro-purine-isonucleosides with a substituent (s) at 6- or/and 8-position of the purine moiety were synthesized, and their anti-hepatitis C virus activity and cytotoxicity were evaluated and discussed.

  DOI：

  10.1080/15257770601052307
• 作为产物：
  描述：

  5',9-anhydro-2',3'-O-isopropylidene-iso xanthosine 在 劳森试剂 、 盐酸 、 氨 作用下， 以 甲醇 、 1,2-二氯乙烷 为溶剂， 反应 54.0h， 生成 6-amino-5',9-anhydro-3-(β-D-ribofuranosyl)-9H-purine-2(3H)-one hydrochloride
  参考文献：
  名称：

  Synthesis and Biological Activity of 5′,9-Anhydro-3-Purine-ISONucleosides as Potential Anti-Hepatitis C Virus Agents

  摘要：

  In order to study structure-activity relationships among the derivatives and congeners of 5',9-anhydro-3-(beta-D-ribofuranosyl)xanthine for anti-hepatitis C virus activity, a series of 5',9-anhydro-purine-isonucleosides with a substituent (s) at 6- or/and 8-position of the purine moiety were synthesized, and their anti-hepatitis C virus activity and cytotoxicity were evaluated and discussed.

  DOI：

  10.1080/15257770601052307