7-methoxy-2-oxo-4-phenyl-2H-chromene-3-carbaldehyde | 1449582-16-4

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 新黄酮类化合物
• 英文名称: 7-methoxy-2-oxo-4-phenyl-2H-chromene-3-carbaldehyde
• CAS: 1449582-16-4
• 化学式: C₁₇H₁₂O₄
• 分子量: 280.28
• InChiKey: VMFHOFAUCDGQRZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.28
• 重原子数：
  21.0
• 可旋转键数：
  3.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  56.51
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  7-methoxy-2-oxo-4-phenyl-2H-chromene-3-carbaldehyde 在 2-双环己基膦-2',6'-二甲氧基联苯 、 potassium phosphate 、 tris-(dibenzylideneacetone)dipalladium(0) 、 三溴化硼 、 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 生成 ES517
  参考文献：
  名称：

  ExoSensor 517: A Dual-Analyte Fluorescent Chemosensor for Visualizing Neurotransmitter Exocytosis

  摘要：

  A dual-analyte fluorescent chemosensor (ExoSensor 517) for the direct visualization of neurotransmitters released upon exocytosis is presented. The sensor exploits the high concentration of neurotransmitters (e.g., glutamate, norepinephrine, and dopamine) and the pH gradient between the vesicle and synaptic cleft. The cooperative recognition elements require both binding and a change in environmental pH to afford a fluorescence response which makes ExoSensor 517 one of the first integrated molecular logic gates to be used for biological applications.

  DOI：

  10.1021/cn400128s
• 作为产物：
  描述：

  4-chloro-7-methoxy-2-oxo-2H-chromene-3-carbaldehyde 、 苯硼酸 在 2-双环己基膦-2',6'-二甲氧基联苯 、 potassium phosphate 作用下， 以71%的产率得到7-methoxy-2-oxo-4-phenyl-2H-chromene-3-carbaldehyde
  参考文献：
  名称：

  ExoSensor 517: A Dual-Analyte Fluorescent Chemosensor for Visualizing Neurotransmitter Exocytosis

  摘要：

  A dual-analyte fluorescent chemosensor (ExoSensor 517) for the direct visualization of neurotransmitters released upon exocytosis is presented. The sensor exploits the high concentration of neurotransmitters (e.g., glutamate, norepinephrine, and dopamine) and the pH gradient between the vesicle and synaptic cleft. The cooperative recognition elements require both binding and a change in environmental pH to afford a fluorescence response which makes ExoSensor 517 one of the first integrated molecular logic gates to be used for biological applications.

  DOI：

  10.1021/cn400128s