1,3-dipropyl-7-o-nitrobenzyl-8-[(1S,2S)-5-norbornen-2-yl]xanthine | 638132-96-4

• 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: 1,3-dipropyl-7-o-nitrobenzyl-8-[(1S,2S)-5-norbornen-2-yl]xanthine
• 英文别名: 8-[(1S,2S,4S)-2-bicyclo[2.2.1]hept-5-enyl]-7-[(2-nitrophenyl)methyl]-1,3-dipropylpurine-2,6-dione
• CAS: 638132-96-4
• 化学式: C₂₅H₂₉N₅O₄
• 分子量: 463.536
• InChiKey: YVNUJNSXEKWDOE-SCTDSRPQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  34
• 可旋转键数：
  7
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  104
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  1,3-dipropyl-7-o-nitrobenzyl-8-[(1S,2S)-5-norbornen-2-yl]xanthine 在 过氧乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 16.0h， 以44%的产率得到1,3-dipropyl-7-o-nitrobenzyl-8-[5,6-exo-epoxy-(1S,2S)-norbornan-2-yl]xanthine
  参考文献：
  名称：

  Synthesis of an o-Nitrobenzyl Attached A₁ Adenosine Receptor Antagonist, a Prodrug Approach

  摘要：

  The o-nitrobenzyl group, possessing distinct advantage of being photolabile under mild conditions, was successfully connected to 8-(5,6-epoxynorbornan-2-yl)-1,3-dipropylxanthine (5), a high specific A(1) adenosine receptor antagonist. The resulting compound 4 would have potential use as a prodrug.

  DOI：

  10.1081/scc-120021980
• 作为产物：
  描述：

  双环[2.2.1]庚-5-烯-2-甲酰氯 在 sodium hydroxide 、 三乙胺 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 15.0h， 生成 1,3-dipropyl-7-o-nitrobenzyl-8-[(1S,2S)-5-norbornen-2-yl]xanthine
  参考文献：
  名称：

  Synthesis of an o-Nitrobenzyl Attached A₁ Adenosine Receptor Antagonist, a Prodrug Approach

  摘要：

  The o-nitrobenzyl group, possessing distinct advantage of being photolabile under mild conditions, was successfully connected to 8-(5,6-epoxynorbornan-2-yl)-1,3-dipropylxanthine (5), a high specific A(1) adenosine receptor antagonist. The resulting compound 4 would have potential use as a prodrug.

  DOI：

  10.1081/scc-120021980

文献信息

• Synthesis of an <i>o</i>-Nitrobenzyl Attached A₁ Adenosine Receptor Antagonist, a Prodrug Approach
  作者：HeXi Chang、Carol Ensinger、Robert D. McCargar、Bruno M. Vittimberga

  DOI：10.1081/scc-120021980

  日期：2003.1.8

  The o-nitrobenzyl group, possessing distinct advantage of being photolabile under mild conditions, was successfully connected to 8-(5,6-epoxynorbornan-2-yl)-1,3-dipropylxanthine (5), a high specific A(1) adenosine receptor antagonist. The resulting compound 4 would have potential use as a prodrug.