2-(5-Ethoxycarbonyl-pentyloxy)-3,8,9-trimethoxy-5-methyl-benzo[c]phenanthridinium; chloride | 142054-89-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 2-(5-Ethoxycarbonyl-pentyloxy)-3,8,9-trimethoxy-5-methyl-benzo[c]phenanthridinium; chloride
• CAS: 142054-89-5
• 化学式: C₂₉H₃₄NO₆*Cl
• 分子量: 528.045
• InChiKey: NPPPABIOQIQANM-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  37.0
• 可旋转键数：
  11.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  67.1
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  2-(5-Ethoxycarbonyl-pentyloxy)-3,8,9-trimethoxy-5-methyl-benzo[c]phenanthridinium; chloride 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 为溶剂， 以90%的产率得到6-(3,8,9-Trimethoxy-5-methyl-5,6-dihydro-benzo[c]phenanthridin-2-yloxy)-hexan-1-ol
  参考文献：
  名称：

  Synthesis of an oligonucleotide-intercalator conjugate in which the linker chain is attached via the phenolic hydroxyl group of fagaronine

  摘要：

  A synthesis of an antisense oligonucleotide bound covalently to the intercalator fagaronine has been performed. The conjugate is more potent as an inhibitor of HIV reverse transcriptase than the parent oligonucleotide TCAGTGGTp, and it also binds more strongly to a complementary RNA sequence.

  DOI：

  10.1016/s0040-4039(00)74188-8
• 作为产物：
  描述：

  dihydrofagaronine 在 lutidine 、 potassium tert-butylate 、 碘 作用下， 以 水 为溶剂， 反应 24.0h， 生成 2-(5-Ethoxycarbonyl-pentyloxy)-3,8,9-trimethoxy-5-methyl-benzo[c]phenanthridinium; chloride
  参考文献：
  名称：

  Synthesis of an oligonucleotide-intercalator conjugate in which the linker chain is attached via the phenolic hydroxyl group of fagaronine

  摘要：

  A synthesis of an antisense oligonucleotide bound covalently to the intercalator fagaronine has been performed. The conjugate is more potent as an inhibitor of HIV reverse transcriptase than the parent oligonucleotide TCAGTGGTp, and it also binds more strongly to a complementary RNA sequence.

  DOI：

  10.1016/s0040-4039(00)74188-8