6-bromo-8-bromomethyl-5-oxo-benzo[a]phenoxazin-9-yl acetate | 1426244-33-8

• 分子结构分类: 有机化合物 - 有机杂环化合物
• 英文名称: 6-bromo-8-bromomethyl-5-oxo-benzo[a]phenoxazin-9-yl acetate
• CAS: 1426244-33-8
• 化学式: C₁₉H₁₁Br₂NO₄
• 分子量: 477.109
• InChiKey: CINRJYAPOXKIEQ-UHFFFAOYSA-N

物化性质

• 熔点：
  221 °C
• 沸点：
  533.6±50.0 °C(Predicted)
• 密度：
  1.82±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.03
• 重原子数：
  26.0
• 可旋转键数：
  2.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  69.4
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  6-bromo-8-bromomethyl-5-oxo-benzo[a]phenoxazin-9-yl acetate 在 sodium cyanoborohydride 、 碳酸氢钠 作用下， 以 甲醇 、 二甲基亚砜 为溶剂， 反应 39.0h， 生成 6-bromo-9-hydroxy-8-[[(2-methylquinolin-8-yl)amino]methyl]-5-benzo[a]phenoxazone
  参考文献：
  名称：

  Detection of Nitric Oxide and Nitroxyl with Benzoresorufin-Based Fluorescent Sensors

  摘要：

  A new family of benzoresorufin-based copper complexes for fluorescence detection of NO and HNO is reported. The copper complexes, CuBRN01-3, elicit 1.5-4.8-fold emission enhancement in response to NO and HNO. The three sensors differ in the nature of the metal-binding site. The photophysical properties of these sensors are investigated with assistance from density functional theory calculations. The fluorescence turn-on observed upon reaction with HNO is an unexpected result that is discussed in detail. The utility of the new sensors for detecting HNO and NO in He La cells and RAW 264.7 macrophages is demonstrated.

  DOI：

  10.1021/ic302793w
• 作为产物：
  描述：

  间萘二酚 在 1,3-二溴-5,5-二甲基海因 、 VAZO₈₈ 、 硫酸 、 溶剂黄146 作用下， 以 吡啶 、 氯苯 、 正丁醇 为溶剂， 反应 243.25h， 生成 6-bromo-8-bromomethyl-5-oxo-benzo[a]phenoxazin-9-yl acetate
  参考文献：
  名称：

  Detection of Nitric Oxide and Nitroxyl with Benzoresorufin-Based Fluorescent Sensors

  摘要：

  A new family of benzoresorufin-based copper complexes for fluorescence detection of NO and HNO is reported. The copper complexes, CuBRN01-3, elicit 1.5-4.8-fold emission enhancement in response to NO and HNO. The three sensors differ in the nature of the metal-binding site. The photophysical properties of these sensors are investigated with assistance from density functional theory calculations. The fluorescence turn-on observed upon reaction with HNO is an unexpected result that is discussed in detail. The utility of the new sensors for detecting HNO and NO in He La cells and RAW 264.7 macrophages is demonstrated.

  DOI：

  10.1021/ic302793w