8-bromo-11-(bromomethyl)-3'-oxo-3 'H-spiro[benzo[c]xanthene-7,1'-isobenzofuran]-3,10-diyl dibenzoate | 1333432-85-1

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮
• 英文名称: 8-bromo-11-(bromomethyl)-3'-oxo-3 'H-spiro[benzo[c]xanthene-7,1'-isobenzofuran]-3,10-diyl dibenzoate
• CAS: 1333432-85-1
• 化学式: C₃₉H₂₂Br₂O₇
• 分子量: 762.407
• InChiKey: WCQBGQABDWRLPP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.5
• 重原子数：
  48.0
• 可旋转键数：
  5.0
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  88.13
• 氢给体数：
  0.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  8-bromo-11-(bromomethyl)-3'-oxo-3 'H-spiro[benzo[c]xanthene-7,1'-isobenzofuran]-3,10-diyl dibenzoate 在 碳酸氢钠 、 二甲基亚砜 、 盐酸 、 水 作用下， 以 二甲基亚砜 为溶剂， 反应 3.5h， 以5%的产率得到2-(11-formyl-10-hydroxy-8-bromo-3-oxo-3H-benzo[c]xanthen-7-yl)benzoic acid
  参考文献：
  名称：

  Seminaphthofluorescein-Based Fluorescent Probes for Imaging Nitric Oxide in Live Cells

  摘要：

  Fluorescent turn-on probes for nitric oxide based on seminaphthofluorescein scaffolds were prepared and spectroscopically characterized. The Cu(II) complexes of these fluorescent probes react with NO under anaerobic conditions to yield a 20-45-fold increase in integrated emission. The seminaphthofluorescein-based probes emit at longer wavelengths than the parent FL1 and FL2 fluorescein-based generations of NO probes, maintaining emission maxima between 550 and 625 nm. The emission profiles depend on the excitation wavelength; maximum fluorescence turn-on is achieved at excitations between 535 and 575 nm. The probes are highly selective for NO over other biologically relevant reactive nitrogen and oxygen species including NO3-, NO2-, HNO, ONOO-, NO2, OCl-, and H2O2. The seminaphthofluorescein-based probes can be used to visualize endogenously produced NO in live cells, as demonstrated using Raw 264.7 macrophages.

  DOI：

  10.1021/ic200986v
• 作为产物：
  描述：

  在 1,3-二溴-5,5-二甲基海因 、 溶剂黄146 、 1,1'-偶氮(氰基环己烷) 作用下， 以 氯苯 为溶剂， 反应 168.0h， 以89%的产率得到8-bromo-11-(bromomethyl)-3'-oxo-3 'H-spiro[benzo[c]xanthene-7,1'-isobenzofuran]-3,10-diyl dibenzoate
  参考文献：
  名称：

  Seminaphthofluorescein-Based Fluorescent Probes for Imaging Nitric Oxide in Live Cells

  摘要：

  Fluorescent turn-on probes for nitric oxide based on seminaphthofluorescein scaffolds were prepared and spectroscopically characterized. The Cu(II) complexes of these fluorescent probes react with NO under anaerobic conditions to yield a 20-45-fold increase in integrated emission. The seminaphthofluorescein-based probes emit at longer wavelengths than the parent FL1 and FL2 fluorescein-based generations of NO probes, maintaining emission maxima between 550 and 625 nm. The emission profiles depend on the excitation wavelength; maximum fluorescence turn-on is achieved at excitations between 535 and 575 nm. The probes are highly selective for NO over other biologically relevant reactive nitrogen and oxygen species including NO3-, NO2-, HNO, ONOO-, NO2, OCl-, and H2O2. The seminaphthofluorescein-based probes can be used to visualize endogenously produced NO in live cells, as demonstrated using Raw 264.7 macrophages.

  DOI：

  10.1021/ic200986v