5-{[bis-(3-tert-butoxycarbonyl-aminopropyl)amino]acetamido-1-propynyl}uridine | 959153-76-5

• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物 - 嘧啶核苷
• 英文名称: 5-{[bis-(3-tert-butoxycarbonyl-aminopropyl)amino]acetamido-1-propynyl}uridine
• CAS: 959153-76-5
• 化学式: C₃₀H₄₈N₆O₁₁
• 分子量: 668.745
• InChiKey: LKHIOKGASGGNTF-HBAHCVPVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.25
• 重原子数：
  47.0
• 可旋转键数：
  13.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.7
• 拓扑面积：
  233.78
• 氢给体数：
  7.0
• 氢受体数：
  13.0

反应信息

• 作为反应物：
  描述：

  5-{[bis-(3-tert-butoxycarbonyl-aminopropyl)amino]acetamido-1-propynyl}uridine 在 苯甲醚 、 三氟乙酸 作用下， 以 甲醇 为溶剂， 以25%的产率得到5-{[bis-(3-aminopropyl)amino]acetamido-1-propynyl}uridine
  参考文献：
  名称：

  Construction of polyamine-modified uridine and adenosine derivatives—evaluation of DNA binding capacity and cytotoxicity in vitro

  摘要：

  We here report the synthesis of the two polyamine-based nucleoside derivatives 5-{[bis-(3-aminopropyl)amino]acetamido-1-propynyl} uridine and 2-{[bis-(3-aminopropyl)amino]-acetamido-1-propynyl}adenosine. The various polyamine derivatives have been used in thermal melting analysis using DNA from herring testes, and in cellular studies using four different cell lines. The compounds were all found to be non-toxic, thus holding good promise for future use as siRNA building blocks. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2007.07.030
• 作为产物：
  描述：

  、 5-碘尿苷 在 四(三苯基膦)钯 copper(l) iodide 、 三乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 22.0h， 以95%的产率得到5-{[bis-(3-tert-butoxycarbonyl-aminopropyl)amino]acetamido-1-propynyl}uridine
  参考文献：
  名称：

  Construction of polyamine-modified uridine and adenosine derivatives—evaluation of DNA binding capacity and cytotoxicity in vitro

  摘要：

  We here report the synthesis of the two polyamine-based nucleoside derivatives 5-{[bis-(3-aminopropyl)amino]acetamido-1-propynyl} uridine and 2-{[bis-(3-aminopropyl)amino]-acetamido-1-propynyl}adenosine. The various polyamine derivatives have been used in thermal melting analysis using DNA from herring testes, and in cellular studies using four different cell lines. The compounds were all found to be non-toxic, thus holding good promise for future use as siRNA building blocks. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2007.07.030