7-(2-(2-(2-methoxyethoxy)ethoxy)ethoxy)-3-(3-(4-(methyl-(2,5,8,11-tetraoxatridecan-13-yl)amino)phenyl)acryloyl)-2H-chromen-2-one | 1444617-49-5

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: 7-(2-(2-(2-methoxyethoxy)ethoxy)ethoxy)-3-(3-(4-(methyl-(2,5,8,11-tetraoxatridecan-13-yl)amino)phenyl)acryloyl)-2H-chromen-2-one
• 英文别名: 7-[2-[2-(2-methoxyethoxy)ethoxy]ethoxy]-3-[3-[4-[2-[2-[2-(2-methoxyethoxy)ethoxy]ethoxy]ethyl-methylamino]phenyl]prop-2-enoyl]chromen-2-one
• CAS: 1444617-49-5
• 化学式: C₃₅H₄₇NO₁₁
• 分子量: 657.758
• InChiKey: ZLNMDDNPDVWOEE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.88
• 重原子数：
  47.0
• 可旋转键数：
  26.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.49
• 拓扑面积：
  124.36
• 氢给体数：
  0.0
• 氢受体数：
  12.0

反应信息

• 作为产物：
  描述：

  对甲苯磺酸三缩乙二醇单甲醚酯 在 哌啶 、 溶剂黄146 、 potassium hydroxide 作用下， 以 四氢呋喃 、 正丁醇 为溶剂， 反应 28.0h， 生成 7-(2-(2-(2-methoxyethoxy)ethoxy)ethoxy)-3-(3-(4-(methyl-(2,5,8,11-tetraoxatridecan-13-yl)amino)phenyl)acryloyl)-2H-chromen-2-one
  参考文献：
  名称：

  Synthesis and in Vitro Photocytotoxicity of Coumarin Derivatives for One- and Two-Photon Excited Photodynamic Therapy

  摘要：

  Triethylene glycol functionalized coumarin derivatives 1-5 were synthesized and investigated as photosensitizers for one- and two-photon excited photodynamic therapy (PDT). Their absorption, fluorescence, triplet-state quantum yields, and singlet oxygen quantum yields were found to be significantly related to the substituent at the 7-position of the coumarin ring. In vitro photocytotoxicity of these derivatives toward HepG2 cells was examined and compared with a clinical drug. In vitro generation of reactive oxygen species (ROS), cellular uptake, and intracellular distribution of these derivatives were also characterized to fully reveal their structure-property relationships. The results showed that derivative 5, with a two-photon absorption cross section value of 1556 GM, could be a powerful PDT agent for both superficial diseases and solid tumors.

  DOI：

  10.1021/jm400025g