N,N,N,N-tetraethyl-8-[2-(allyloxy)-5-(3-methoxy-3-oxopropyl)phenyl]-4,4-difluoro-4-bora-3a,4a-diaza-s-indacene-3,5-dicarboxamide | 1144486-15-6

• 英文名称: N,N,N,N-tetraethyl-8-[2-(allyloxy)-5-(3-methoxy-3-oxopropyl)phenyl]-4,4-difluoro-4-bora-3a,4a-diaza-s-indacene-3,5-dicarboxamide
• CAS: 1144486-15-6
• 化学式: C₃₂H₃₉BF₂N₄O₅
• 分子量: 608.493
• InChiKey: QYNOZTQRQJSVJC-UHFFFAOYSA-N

物化性质

• 熔点：
  79.0-80.8 °C

计算性质

• 辛醇/水分配系数(LogP)：
  None
• 重原子数：
  None
• 可旋转键数：
  None
• 环数：
  None
• sp3杂化的碳原子比例：
  None
• 拓扑面积：
  None
• 氢给体数：
  None
• 氢受体数：
  None

反应信息

• 作为反应物：
  描述：

  N,N,N,N-tetraethyl-8-[2-(allyloxy)-5-(3-methoxy-3-oxopropyl)phenyl]-4,4-difluoro-4-bora-3a,4a-diaza-s-indacene-3,5-dicarboxamide 在 lithium hydroxide monohydrate 、 水 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 3.0h， 以90%的产率得到N,N,N,N-tetraethyl-8-(2-(allyloxy)-5-(2-carboxyethyl)phenyl)-4,4-difluoro-4-bora-3a,4a-diaza-s-indacene-3,5-dicarboxamide
  参考文献：
  名称：

  BODIPY-Based Fluorescent Probe for Peroxynitrite Detection and Imaging in Living Cells

  摘要：

  A fluorescent probe, HKGreen-2, has been developed based on a specific reaction between ketone and peroxynitrite (ONOO-). This probe is highly sensitive and selective for the detection of peroxynitrite not only in abiotic but also in biological systems. With this probe, we successfully detected peroxynitrite generated in murine macrophage cells activated by phorbol 12-myristate 13-acetate (PMA), interferon-gamma (IFN-gamma), and lipopolysaccharide (LPS). This new probe will be a useful tool for studying the roles of peroxynitrite in biological processes.

  DOI：

  10.1021/ol900279z
• 作为产物：
  描述：

  methyl 3-(4-(allyloxy)-3-((5-(diethylcarbamoyl)-1H-pyrrol-2-yl)(5-(diethylcarbamoyl)-2H-pyrrol-2-ylidene)methyl)phenyl)propanoate 在 三氟化硼乙醚 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 以65%的产率得到N,N,N,N-tetraethyl-8-[2-(allyloxy)-5-(3-methoxy-3-oxopropyl)phenyl]-4,4-difluoro-4-bora-3a,4a-diaza-s-indacene-3,5-dicarboxamide
  参考文献：
  名称：

  BODIPY-Based Fluorescent Probe for Peroxynitrite Detection and Imaging in Living Cells

  摘要：

  A fluorescent probe, HKGreen-2, has been developed based on a specific reaction between ketone and peroxynitrite (ONOO-). This probe is highly sensitive and selective for the detection of peroxynitrite not only in abiotic but also in biological systems. With this probe, we successfully detected peroxynitrite generated in murine macrophage cells activated by phorbol 12-myristate 13-acetate (PMA), interferon-gamma (IFN-gamma), and lipopolysaccharide (LPS). This new probe will be a useful tool for studying the roles of peroxynitrite in biological processes.

  DOI：

  10.1021/ol900279z