methyl 3-(4-(allyloxy)-3-((5-(diethylcarbamoyl)-1H-pyrrol-2-yl)(5-(diethylcarbamoyl)-2H-pyrrol-2-ylidene)methyl)phenyl)propanoate | 1143579-39-8

• 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: methyl 3-(4-(allyloxy)-3-((5-(diethylcarbamoyl)-1H-pyrrol-2-yl)(5-(diethylcarbamoyl)-2H-pyrrol-2-ylidene)methyl)phenyl)propanoate
• CAS: 1143579-39-8
• 化学式: C₃₂H₄₀N₄O₅
• 分子量: 560.693
• InChiKey: HHSWGBXXYFSQQH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.81
• 重原子数：
  41.0
• 可旋转键数：
  14.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  104.3
• 氢给体数：
  1.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  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
• 作为产物：
  描述：

  N,N-diethyl-pyrrole-2-carboxamide 、 methyl 3-(4-(allyloxy)-3-formylphenyl)propanoate 在 三氟乙酸 、 2,3-二氯-5,6-二氰基-1,4-苯醌 作用下， 以 1,2-二氯乙烷 、 二氯甲烷 为溶剂， 反应 12.33h， 以72%的产率得到methyl 3-(4-(allyloxy)-3-((5-(diethylcarbamoyl)-1H-pyrrol-2-yl)(5-(diethylcarbamoyl)-2H-pyrrol-2-ylidene)methyl)phenyl)propanoate
  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