sodium 3-[(4-formylphenyl) (methyl)-amino]-propanoate | 1369390-80-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: sodium 3-[(4-formylphenyl) (methyl)-amino]-propanoate
• CAS: 1369390-80-6
• 化学式: C₁₁H₁₂NO₃*Na
• 分子量: 229.211
• InChiKey: FIWFJWYXWDKYJF-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -2.92
• 重原子数：
  16.0
• 可旋转键数：
  5.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  60.44
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  sodium 3-[(4-formylphenyl) (methyl)-amino]-propanoate 、 环戊酮 在 sodium hydroxide 作用下， 以 水 、 乙醇 为溶剂， 反应 9.0h， 以27%的产率得到2,5-bis-[4-[(2-sodiumcarboxylate-ethyl)(methyl)-amino]-benzylidene]-cyclopentanone
  参考文献：
  名称：

  Carboxylate modified benzylidene cyclopentanone dyes for one- and two-photon excited photodynamic therapy

  摘要：

  Benzylidene cyclopentanone dyes have high photosensitization activity and large two-photon absorption (TPA) cross-section in near infrared region. To explore their application potentials in two-photon excited photodynamic therapy (TPE-PDT), a series of carboxylate modified benzylidene cyclopentanone dyes were synthesized by varying number of carboxylate groups. Their linear and nonlinear photophysical properties, reactive oxygen yields and in vitro PDT activities were investigated systematically. The results showed that the water solubility of these dyes was significantly enhanced after introducing carboxylate groups. All dyes exhibited large TPA cross-section around 1000-1400 GM at 840 nm. In addition, they could generate both superoxide anion radical and singlet oxygen species under illumination. However, only the dye Y1 modified by one carboxylate group presented strong PDT activity to human rectal cancer 1116 cells, which indicated that moderate water-lipid amphipathy was a very important factor for PDT dyes. Finally, Y1 was proved to have large potential in TPE-PDT by in vitro experiments. (C) 2011 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jphotochem.2011.06.002
• 作为产物：
  描述：

  4-(N-甲基-N-氰乙基)氨基苯甲醛 在 水 、 sodium hydroxide 、 盐酸 作用下， 以 水 为溶剂， 反应 4.0h， 以96%的产率得到sodium 3-[(4-formylphenyl) (methyl)-amino]-propanoate
  参考文献：
  名称：

  Carboxylate modified benzylidene cyclopentanone dyes for one- and two-photon excited photodynamic therapy

  摘要：

  Benzylidene cyclopentanone dyes have high photosensitization activity and large two-photon absorption (TPA) cross-section in near infrared region. To explore their application potentials in two-photon excited photodynamic therapy (TPE-PDT), a series of carboxylate modified benzylidene cyclopentanone dyes were synthesized by varying number of carboxylate groups. Their linear and nonlinear photophysical properties, reactive oxygen yields and in vitro PDT activities were investigated systematically. The results showed that the water solubility of these dyes was significantly enhanced after introducing carboxylate groups. All dyes exhibited large TPA cross-section around 1000-1400 GM at 840 nm. In addition, they could generate both superoxide anion radical and singlet oxygen species under illumination. However, only the dye Y1 modified by one carboxylate group presented strong PDT activity to human rectal cancer 1116 cells, which indicated that moderate water-lipid amphipathy was a very important factor for PDT dyes. Finally, Y1 was proved to have large potential in TPE-PDT by in vitro experiments. (C) 2011 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jphotochem.2011.06.002