N'-(2-hydroxybenzylidene)-3-oxo-3H-benzo[f]chromene-2-carbohydrazide | 1329123-08-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 萘并吡喃类
• 英文名称: N'-(2-hydroxybenzylidene)-3-oxo-3H-benzo[f]chromene-2-carbohydrazide
• CAS: 1329123-08-1
• 化学式: C₂₁H₁₄N₂O₄
• 分子量: 358.353
• InChiKey: YOJNIMDQPGTMOI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.42
• 重原子数：
  27.0
• 可旋转键数：
  3.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  91.9
• 氢给体数：
  2.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  N'-(2-hydroxybenzylidene)-3-oxo-3H-benzo[f]chromene-2-carbohydrazide 在 溴 、 sodium acetate 作用下， 以 溶剂黄146 为溶剂， 生成 2-[5-(2-hydroxyphenyl)-1,3,4-oxadiazol-2-yl]-3H-benzo[f]chromen-3-one
  参考文献：
  名称：

  Rajesha; Kiran Kumar; Bhojya Naik, South African Journal of Chemistry, 2011, vol. 64, p. 88 - 94

  摘要：

  DOI：
• 作为产物：
  描述：

  5,6-苯并香豆素-3-羧酸乙酯 在 一水合肼 作用下， 以 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 13.0h， 生成 N'-(2-hydroxybenzylidene)-3-oxo-3H-benzo[f]chromene-2-carbohydrazide
  参考文献：
  名称：

  Rajesha; Kiran Kumar; Bhojya Naik, South African Journal of Chemistry, 2011, vol. 64, p. 88 - 94

  摘要：

  DOI：

文献信息

• Anticancer Activity and DNA-Binding Investigations of the Cu(II) and Ni(II) Complexes with Coumarin Derivative
  作者：Taofeng Zhu、Yuan Wang、Weiliang Ding、Jun Xu、Ruhua Chen、Jing Xie、Wenjiao Zhu、Lei Jia、Tieliang Ma

  DOI：10.1111/cbdd.12418

  日期：2015.3

  Two new copper(II) (2) and nickel(II) (3) complexes with a new coumarin derivative have been synthesized and structurally characterized. The DNA‐binding activities of the two complexes have been investigated by spectrometric titrations, ethidium bromide displacement experiments, CD (circular dichroism) spectral analysis, and viscosity measurements. The results indicate that the two complexes, especially the complex 2, can strongly bind to calf‐thymus DNA (CT‐–DNA). The intrinsic binding constants Kb of the complexes with CT‐DNA are 2.99 × 105 and 0.61 × 105 for 2 and 3, respectively. Comparative cytotoxic activities of the two complexes are also determined by MTT assay. The results show that the drugs designed here have significant cytotoxic activity against the human hepatic (HepG2), human promyelocytic leukemia (HL60), and human prostate (PC3) cell lines. Cell apoptosis was detected by Annexin V/PI flow cytometry, and the results show that the two copper complexes can induce apoptosis of the three human tumor cells. In conclusions, the two complexes show considerable cytotoxic activity against the three human cancer and induce apoptosis of the threes.