5-((4-cyanophenyl)ethynyl)-1-((2-hydroxyethoxy)methyl)-1H-1,2,4-triazole-3-carboxamide | 1106736-38-2

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 5-((4-cyanophenyl)ethynyl)-1-((2-hydroxyethoxy)methyl)-1H-1,2,4-triazole-3-carboxamide
• CAS: 1106736-38-2
• 化学式: C₁₅H₁₃N₅O₃
• 分子量: 311.3
• InChiKey: PGAURRVDPYLGDO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.39
• 重原子数：
  23.0
• 可旋转键数：
  5.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  127.05
• 氢给体数：
  2.0
• 氢受体数：
  7.0

反应信息

• 作为产物：
  描述：

  5-bromo-1-[(2-hydroxyethoxy)methyl]-1,2,4-triazole-3-carboxamide 、 4-乙炔基苯甲腈 在 copper(l) iodide 、 四(三苯基膦)钯 、 lithium carbonate 作用下， 以 1,4-二氧六环 、 水 为溶剂， 反应 0.42h， 以53%的产率得到5-((4-cyanophenyl)ethynyl)-1-((2-hydroxyethoxy)methyl)-1H-1,2,4-triazole-3-carboxamide
  参考文献：
  名称：

  A novel arylethynyltriazole acyclonucleoside inhibits proliferation of drug-resistant pancreatic cancer cells

  摘要：

  Novel arylethynyltriazole acyclonucleosides were synthesized and assessed for their anticancer activity on drug-resistant pancreatic cancer MiaPaCa-2 cells. One lead compound was found to have much more potent apoptosis-related antiproliferative effects than gemcitabine, the current first-line treatment for pancreatic cancer. Further investigations showed that this active compound did not inhibit DNA synthesis, which means that it does not resemble gemcitabine and may involve a different mechanism of action. (c) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.08.093