N-{2-[Bis-(2-amino-ethyl)-amino]-ethyl}-2-[2-{2-[bis-(2-amino-ethyl)-amino]-ethylamino}-1-((2R,3S,4S,5R)-3,4-dihydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-4-oxo-1,4-dihydro-pyrimidin-5-yl]-acetamide | 681433-37-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: N-{2-[Bis-(2-amino-ethyl)-amino]-ethyl}-2-[2-{2-[bis-(2-amino-ethyl)-amino]-ethylamino}-1-((2R,3S,4S,5R)-3,4-dihydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-4-oxo-1,4-dihydro-pyrimidin-5-yl]-acetamide
• CAS: 681433-37-4
• 化学式: C₂₃H₄₆N₁₀O₆
• 分子量: 558.682
• InChiKey: AEICYZRVGWOWOH-RPUPUWCGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -5.64
• 重原子数：
  39.0
• 可旋转键数：
  19.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.78
• 拓扑面积：
  256.5
• 氢给体数：
  9.0
• 氢受体数：
  15.0

反应信息

• 作为反应物：
  描述：

  N-{2-[Bis-(2-amino-ethyl)-amino]-ethyl}-2-[2-{2-[bis-(2-amino-ethyl)-amino]-ethylamino}-1-((2R,3S,4S,5R)-3,4-dihydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-4-oxo-1,4-dihydro-pyrimidin-5-yl]-acetamide 在 sodium acetate buffer 作用下， 反应 60.0h， 以97.9%的产率得到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
• 作为产物：
  描述：

  三(2-氨基乙基)胺 、 2,2'-anhydro-1-β-D-arabinofuranosyl-5-methoxycarbonylmethyluracil 以 乙醇 为溶剂， 反应 40.0h， 以74.4%的产率得到N-{2-[Bis-(2-amino-ethyl)-amino]-ethyl}-2-[2-{2-[bis-(2-amino-ethyl)-amino]-ethylamino}-1-((2R,3S,4S,5R)-3,4-dihydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-4-oxo-1,4-dihydro-pyrimidin-5-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