7-(2,5-dimethoxyphenoxy)-4-methyl-6-nitro-2H-chromen-2-one | 1398947-60-8

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 香豆素及其衍生物
• 英文名称: 7-(2,5-dimethoxyphenoxy)-4-methyl-6-nitro-2H-chromen-2-one
• CAS: 1398947-60-8
• 化学式: C₁₈H₁₅NO₇
• 分子量: 357.32
• InChiKey: IAVQRAGCECSOPW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.82
• 重原子数：
  26.0
• 可旋转键数：
  5.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  101.04
• 氢给体数：
  0.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  7-(2,5-dimethoxyphenoxy)-4-methyl-6-nitro-2H-chromen-2-one 在 5%-palladium/activated carbon 、 氢气 、 三溴化硼 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 10.0h， 生成 6-amino-7-(2,5-dihydroxyphenoxy)-4-methyl-2H-chromen-2-one
  参考文献：
  名称：

  A Three-Channel Fluorescent Probe That Distinguishes Peroxynitrite from Hypochlorite

  摘要：

  A novel fluorescent probe for peroxynitrite, PN600, was rationally designed on the basis of a unique fluorophore assembly approach. PN600 is a green-emitting coumarin derivative. Upon oxidation by peroxynitrite, PN600 is transformed into a highly fluorescent red-emitting resorufin derivative via an orange-emitting intermediate. This three-channel signaling capability enables PN600 to differentiate peroxynitrite from other reactive oxygen and nitrogen species, including hypochlorite and hydroxyl radical. Moreover, PN600 is membrane permeable and compatible with common TRITC filter sets and displays low cytotoxicity. Therefore, PN600 is a promising candidate for in vitro peroxynitrite imaging.

  DOI：

  10.1021/ja305046u
• 作为产物：
  描述：

  7-fluoro-4-methyl-2H-chromen-2-one 在 硫酸 、 硝酸 、 potassium carbonate 作用下， 以 乙腈 为溶剂， 反应 20.0h， 生成 7-(2,5-dimethoxyphenoxy)-4-methyl-6-nitro-2H-chromen-2-one
  参考文献：
  名称：

  A Three-Channel Fluorescent Probe That Distinguishes Peroxynitrite from Hypochlorite

  摘要：

  A novel fluorescent probe for peroxynitrite, PN600, was rationally designed on the basis of a unique fluorophore assembly approach. PN600 is a green-emitting coumarin derivative. Upon oxidation by peroxynitrite, PN600 is transformed into a highly fluorescent red-emitting resorufin derivative via an orange-emitting intermediate. This three-channel signaling capability enables PN600 to differentiate peroxynitrite from other reactive oxygen and nitrogen species, including hypochlorite and hydroxyl radical. Moreover, PN600 is membrane permeable and compatible with common TRITC filter sets and displays low cytotoxicity. Therefore, PN600 is a promising candidate for in vitro peroxynitrite imaging.

  DOI：

  10.1021/ja305046u