N-{2-[Bis-(2-amino-ethyl)-amino]-ethyl}-2-((2R,3R,3aS,9aR)-3-hydroxy-2-hydroxymethyl-6-oxo-2,3,3a,9a-tetrahydro-6H-furo[2',3':4,5]oxazolo[3,2-a]pyrimidin-7-yl)-acetamide | 681433-38-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 三嗪类
• 英文名称: N-{2-[Bis-(2-amino-ethyl)-amino]-ethyl}-2-((2R,3R,3aS,9aR)-3-hydroxy-2-hydroxymethyl-6-oxo-2,3,3a,9a-tetrahydro-6H-furo[2',3':4,5]oxazolo[3,2-a]pyrimidin-7-yl)-acetamide
• CAS: 681433-38-5
• 化学式: C₁₇H₂₈N₆O₆
• 分子量: 412.446
• InChiKey: CGJYRPOVTDYENC-OEYIWLLWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -3.87
• 重原子数：
  29.0
• 可旋转键数：
  10.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  178.19
• 氢给体数：
  5.0
• 氢受体数：
  11.0

反应信息

• 作为反应物：
  描述：

  N-{2-[Bis-(2-amino-ethyl)-amino]-ethyl}-2-((2R,3R,3aS,9aR)-3-hydroxy-2-hydroxymethyl-6-oxo-2,3,3a,9a-tetrahydro-6H-furo[2',3':4,5]oxazolo[3,2-a]pyrimidin-7-yl)-acetamide 在 sodium hydroxide 作用下， 反应 24.0h， 以97.5%的产率得到β-D-arabinofuranosyl-5-[N-[2-[N,N-bis(2-aminoethyl)amino]ethyl]carbamoylmethyl]uracil
  参考文献：
  名称：

  Synthesis and antisense properties of oligodeoxyribonucleotides containing C5-substituted arabinofuranosyluracil

  摘要：

  An oligodeoxyribonucleotide (ODN) containing three C5-substituted arabinofuranosyluracils was synthesized by the post-synthetic modification method from the ODN containing three C5-substituted 2,2'-anhydrouridines. The stability of the modified ODN/DNA duplex was lower than that of the corresponding normal duplex but that of the modified ODN/RNA duplex showed little change. The modified ODN could induce RNase H activity and was resistant against nuclease. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2003.12.080
• 作为产物：
  描述：

  2,2'-anhydro-1-β-D-arabinofuranosyl-5-methoxycarbonylmethyluracil 在 sodium acetate buffer 作用下， 以 乙醇 为溶剂， 反应 100.0h， 生成 N-{2-[Bis-(2-amino-ethyl)-amino]-ethyl}-2-((2R,3R,3aS,9aR)-3-hydroxy-2-hydroxymethyl-6-oxo-2,3,3a,9a-tetrahydro-6H-furo[2',3':4,5]oxazolo[3,2-a]pyrimidin-7-yl)-acetamide
  参考文献：
  名称：

  Synthesis and antisense properties of oligodeoxyribonucleotides containing C5-substituted arabinofuranosyluracil

  摘要：

  An oligodeoxyribonucleotide (ODN) containing three C5-substituted arabinofuranosyluracils was synthesized by the post-synthetic modification method from the ODN containing three C5-substituted 2,2'-anhydrouridines. The stability of the modified ODN/DNA duplex was lower than that of the corresponding normal duplex but that of the modified ODN/RNA duplex showed little change. The modified ODN could induce RNase H activity and was resistant against nuclease. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2003.12.080