(1R,10R,11R,15R)-6-amino-13,13-dimethyl-12,14,16-trioxa-2,4,8-triazatetracyclo[8.5.1.02,7.011,15]hexadec-6-ene-3,5-dione | 656808-63-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: (1R,10R,11R,15R)-6-amino-13,13-dimethyl-12,14,16-trioxa-2,4,8-triazatetracyclo[8.5.1.02,7.011,15]hexadec-6-ene-3,5-dione
• CAS: 656808-63-8
• 化学式: C₁₂H₁₆N₄O₅
• 分子量: 296.283
• InChiKey: JZXBDYJHYDVZGR-KQYNXXCUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.1
• 重原子数：
  21
• 可旋转键数：
  0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  115
• 氢给体数：
  3
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  (1R,10R,11R,15R)-6-amino-13,13-dimethyl-12,14,16-trioxa-2,4,8-triazatetracyclo[8.5.1.02,7.011,15]hexadec-6-ene-3,5-dione 在 三氟乙酸 作用下， 以 1,4-二氧六环 、 N,N-二甲基甲酰胺 为溶剂， 反应 31.0h， 生成 5',9-anhydro-8-hydroxy-3-(β-D-ribofuranosyl)xanthine
  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：

  6-amino-5',6-N-anhydrouridine 在 盐酸 、 sodium nitrite 、 锌 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 0.75h， 生成 (1R,10R,11R,15R)-6-amino-13,13-dimethyl-12,14,16-trioxa-2,4,8-triazatetracyclo[8.5.1.02,7.011,15]hexadec-6-ene-3,5-dione
  参考文献：
  名称：

  Synthesis of 5′,9-anhydro-3-(β-d-ribofuranosyl)xanthine, and 3,5′-anhydro-xanthosine as potential anti-hepatitis C virus agents

  摘要：

  5 ',9-Anhydro-3-(beta-(D)-ribofuranosyl)xanthine and 3,5 '-anhydro-xanthosine were prepared as potential anti-hepatitis C virus (HCV) agents from uridine and xanthosine, respectively. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2005.02.120

文献信息

• Synthesis of 5′,9-anhydro-3-(β-d-ribofuranosyl)xanthine, and 3,5′-anhydro-xanthosine as potential anti-hepatitis C virus agents
  作者：Byoung-Kwon Chun、Peiyuan Wang、Abdalla Hassan、Jinfa Du、Phillip M. Tharnish、Lieven J. Stuyver、Michael J. Otto、Raymond F. Schinazi、Kyoichi A. Watanabe

  DOI：10.1016/j.tetlet.2005.02.120

  日期：2005.4

  5 ',9-Anhydro-3-(beta-(D)-ribofuranosyl)xanthine and 3,5 '-anhydro-xanthosine were prepared as potential anti-hepatitis C virus (HCV) agents from uridine and xanthosine, respectively. (c) 2005 Elsevier Ltd. All rights reserved.
• Synthesis and Biological Activity of 5′,9-Anhydro<i>-</i>3-Purine-<i>ISO</i>Nucleosides as Potential Anti-Hepatitis C Virus Agents
  作者：Byoung-Kwon Chun、Peiyuan Wang、Abdalla Hassan、Jinfa Du、Phillip M. Tharnish、Eisuke Murakami、Lieven Stuyver、Michael J. Otto、Raymond F. Schinazi、Kyoichi A. Watanabe

  DOI：10.1080/15257770601052307

  日期：2007.1

  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.