copper;quinolin-8-ol | 13014-03-4

• 物质功能分类: 医药中间体 - 喹啉类化合物
• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: copper;quinolin-8-ol
• CAS: 13014-03-4
• 化学式: 2C₉H₇NO*Cu
• 分子量: 353.867
• InChiKey: CLTUNSZRABVWHS-UHFFFAOYSA-N

物化性质

• 熔点：
  240 °C (dec.)(lit.)

计算性质

• 辛醇/水分配系数(LogP)：
  1.94
• 重原子数：
  12
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  33.1
• 氢给体数：
  1
• 氢受体数：
  2

安全信息

• 危险品标志：
  Xi
• 安全说明：
  S26
• 危险类别码：
  R36/37/38
• WGK Germany：
  3
• RTECS号：
  VC5250000
• 海关编码：
  2933499090

反应信息

• 作为产物：
  描述：

  8-羟基喹啉 、 copper(II) choride dihydrate 以 aq. buffer 为溶剂， 生成 copper;quinolin-8-ol
  参考文献：
  名称：

  Synthesis, characterization and Cu 2+ binding studies of l -histidine ester of 8-hydroxyquinoline

  摘要：

  8-Hydroxyquinoline (HQ) and its derivatives are metal chelators used in the treatment of diseases involving metal ion overload. New derivatives of HQ are being sought as potential therapeutic agents with improved properties in restoring metal ion balance. In this work, a new L-histidine (His) ester of HQ was synthesized and its chemical structure confirmed using elemental analysis and spectroscopic methods including IR, UV-Vis, H-1 NMR and mass spectrometry. The stoichiometry and thermodynamic parameters of Cu2+ binding to the ester and its synthetic precursors, HQ and His, were determined using isothermal titration calorimetry (ITC) in a methanol:buffer mixture (10 mM Tris-HCl, 15 mM NaCl, 60% (v) CH3OH, pH 7.5). The inclusion of methanol in the buffer not only increased HQ solubility, necessary for the calorimetric studies, but also stabilized the ester-Cu2+ complex in solution, preventing it from undergoing hydrolysis. The ester was found to bind Cu2+ in a 1:2 (Cu2+:ligand) stoichiometry and the same was true for HQ and His. However, the ester bound Cu2+ with 60-and 70-fold weaker affinity than for HQ and His, respectively. Within error, HQ and His exhibited similar affinity for Cu2+ in the methanol: buffer mixture. The presence of methanol increased Cu2+ affinity of His by 150-fold and changed its complex composition from 1:1 (Cu2+:ligand) in buffer to 1:2 in the methanol:buffer mixture. (C) 2014 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.ica.2014.07.042