3-(1-(2-hydroxyethylamino)ethylidene)chroman-2,4-dione

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: 3-(1-(2-hydroxyethylamino)ethylidene)chroman-2,4-dione
• 英文别名: 3-[1-(2-hydroxyethylamino)ethylidene]chromene-2,4-dione
• 化学式: C₁₃H₁₃NO₄
• 分子量: 247.251
• InChiKey: RLUIENNINVVHFX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.64
• 重原子数：
  18.0
• 可旋转键数：
  3.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  75.63
• 氢给体数：
  2.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  potassium tetrachloropalladate(II) 、 3-(1-(2-hydroxyethylamino)ethylidene)chroman-2,4-dione 以 甲醇 、 水 为溶剂， 反应 48.0h， 生成
  参考文献：
  名称：

  Synthesis, characterization and cytotoxicity of a new palladium(II) complex with a coumarine-derived ligand

  摘要：

  The new coumarine derivative, 3-(1-(2-hydroxyethylamino)ethylidene)chroman-2,4-dione, and corresponding palladium(II) complex have been synthesized and characterized by microanalysis, infrared, H-1 and C-13 NMR spectroscopy. The proposed structure of the complex was confirmed on the basis of the X-ray structural study. The palladium(II) complex decreased viability of L929 mouse fibrosarcoma, U251 human glioma and B16 mouse melanoma cell lines in a dose dependent manner, while its ligand exhibited no significant cytotoxicity. The cytotoxic effect of the complex was comparable to that of cisplatin, and mediated by apoptosis associated with oxidative stress, mitochondrial depolarization and caspase activation. Therefore, our results indicate that newly synthesized palladium(II) complex might be a potential candidate for anticancer therapy. (C) 2014 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2013.12.051
• 作为产物：
  描述：

  3-乙酰基-2-羟基苯并吡喃-4-酮 、 C.I.酸性橙108 以 甲醇 为溶剂， 反应 1.0h， 以97%的产率得到3-(1-(2-hydroxyethylamino)ethylidene)chroman-2,4-dione
  参考文献：
  名称：

  Synthesis, characterization and cytotoxicity of a new palladium(II) complex with a coumarine-derived ligand

  摘要：

  The new coumarine derivative, 3-(1-(2-hydroxyethylamino)ethylidene)chroman-2,4-dione, and corresponding palladium(II) complex have been synthesized and characterized by microanalysis, infrared, H-1 and C-13 NMR spectroscopy. The proposed structure of the complex was confirmed on the basis of the X-ray structural study. The palladium(II) complex decreased viability of L929 mouse fibrosarcoma, U251 human glioma and B16 mouse melanoma cell lines in a dose dependent manner, while its ligand exhibited no significant cytotoxicity. The cytotoxic effect of the complex was comparable to that of cisplatin, and mediated by apoptosis associated with oxidative stress, mitochondrial depolarization and caspase activation. Therefore, our results indicate that newly synthesized palladium(II) complex might be a potential candidate for anticancer therapy. (C) 2014 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2013.12.051