N-(3-(piperidin-1-yl)propyl)-2-(4-ethynylphenyl)oxazole-4-carboxamide | 1353130-53-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: N-(3-(piperidin-1-yl)propyl)-2-(4-ethynylphenyl)oxazole-4-carboxamide
• CAS: 1353130-53-6
• 化学式: C₂₀H₂₃N₃O₂
• 分子量: 337.422
• InChiKey: LWHBWTWMYHEMBQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.93
• 重原子数：
  25.0
• 可旋转键数：
  6.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  58.37
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  N-(3-(dimethylamino)propyl)-2-(4-azidophenyl)oxazole-4-carboxamide 、 N-(3-(piperidin-1-yl)propyl)-2-(4-ethynylphenyl)oxazole-4-carboxamide 在 copper(ll) sulfate pentahydrate 、 sodium ascorbate 作用下， 以 水 、 叔丁醇 为溶剂， 反应 0.42h， 以85%的产率得到N-(3-(dimethylamino)propyl)-2-(4-(4-(4-(4-((3-(piperidin-1-yl)propyl)carbamoyl)oxazol-2-yl)phenyl)-1,2,3-triazol-1-yl)phenyl)oxazole-4-carboxamide
  参考文献：
  名称：

  A fragment based click chemistry approach towards hybrid G-quadruplex ligands: design, synthesis and biophysical evaluation

  摘要：

  A library of hybrid oxazole-triazole based compounds containing contiguously linked aromatic units were synthesised as G-quadruplex binding ligands. The design of these ligands was based upon combining features of our first generation of G-quadruplex bis-triazole ligands and the natural product telomestatin. The syntheses and biophysical studies of these ligands are described. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2011.10.066
• 作为产物：
  描述：

  4-trimethylsilylethynylbenzamide 在 草酰氯 、 碳酸氢钠 、 lithium hydroxide 作用下， 以 四氢呋喃 、 二氯甲烷 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 2.0h， 生成 N-(3-(piperidin-1-yl)propyl)-2-(4-ethynylphenyl)oxazole-4-carboxamide
  参考文献：
  名称：

  A fragment based click chemistry approach towards hybrid G-quadruplex ligands: design, synthesis and biophysical evaluation

  摘要：

  A library of hybrid oxazole-triazole based compounds containing contiguously linked aromatic units were synthesised as G-quadruplex binding ligands. The design of these ligands was based upon combining features of our first generation of G-quadruplex bis-triazole ligands and the natural product telomestatin. The syntheses and biophysical studies of these ligands are described. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2011.10.066