(-)-2-{5-[1-[4-(2-{4-[3-[(-)-1-carboxy-2-(4-hydroxyphenyl)ethyl]thiazolidin-(5)-ylidenemethyl]phenoxy}ethoxy)phenyl]-meth-(Z)-ylidene]thiazolidin-3-yl}-3-(4-hydroxyphenyl)propionic acid | 1388205-54-6

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: (-)-2-{5-[1-[4-(2-{4-[3-[(-)-1-carboxy-2-(4-hydroxyphenyl)ethyl]thiazolidin-(5)-ylidenemethyl]phenoxy}ethoxy)phenyl]-meth-(Z)-ylidene]thiazolidin-3-yl}-3-(4-hydroxyphenyl)propionic acid
• 英文别名: (2S)-2-[(5Z)-5-[[4-[2-[4-[(Z)-[3-[(1S)-1-carboxy-2-(4-hydroxyphenyl)ethyl]-4-oxo-2-sulfanylidene-1,3-thiazolidin-5-ylidene]methyl]phenoxy]ethoxy]phenyl]methylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]-3-(4-hydroxyphenyl)propanoic acid
• CAS: 1388205-54-6
• 化学式: C₄₀H₃₂N₂O₁₀S₄
• 分子量: 828.965
• InChiKey: FVHALHUHMLLWPL-CIUSMESMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.1
• 重原子数：
  56
• 可旋转键数：
  15
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  289
• 氢给体数：
  4
• 氢受体数：
  14

反应信息

• 作为产物：
  描述：

  在 N-甲基哌嗪 、 ammonium acetate 作用下， 以 甲苯 为溶剂， 反应 4.0h， 生成 (-)-2-{5-[1-[4-(2-{4-[3-[(-)-1-carboxy-2-(4-hydroxyphenyl)ethyl]thiazolidin-(5)-ylidenemethyl]phenoxy}ethoxy)phenyl]-meth-(Z)-ylidene]thiazolidin-3-yl}-3-(4-hydroxyphenyl)propionic acid
  参考文献：
  名称：

  Efficient Conversion of N-Terminal of L-Tyrosine, DL-Phenyl Alanine, and Glycine to Substituted 2-Thioxo-thiazolidine-4-ones: A Stereospecific Synthesis

  摘要：

  We report facile and efficient conversion of the amino functional group of amino acids such a s L-tyrosine, DL-phenylalanine, and glycine to the corresponding (+/-)-2-t-hioxo-thiazolidine-4-ones (rhodanines). Stereospecific synthesis of amino acid-incorporated rhodanine is achieved in the case of L-tyrosine. Knoevenagel condensation over the active methylene group at the fifth position of the corresponding rhodanines is also described. The substituted rhodanine incorporated with tyrosine in the form of a dimer connected via two-carbon linker possesses significant anticancer activity against A549 cells (human lung cancer cells).

  DOI：

  10.1080/00397911.2011.576322