anti-N-(4-aminophenyl)aza-15-crown-5 glyoxime | 1312668-77-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 恶嗪烷类
• 英文名称: anti-N-(4-aminophenyl)aza-15-crown-5 glyoxime
• CAS: 1312668-77-1
• 化学式: C₁₈H₂₈N₄O₆
• 分子量: 396.444
• InChiKey: NMMVPQNYUCBAMC-XDJHFCHBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.23
• 重原子数：
  28.0
• 可旋转键数：
  3.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  117.37
• 氢给体数：
  3.0
• 氢受体数：
  9.0

反应信息

• 作为产物：
  描述：

  (E,E)-monochloroglyoxime 、 N-(4-aminophenyl)aza-15-crown-5 在 三乙胺 作用下， 以 乙醚 为溶剂， 反应 0.5h， 以76%的产率得到anti-N-(4-aminophenyl)aza-15-crown-5 glyoxime
  参考文献：
  名称：

  Synthesis, electrochemical and structural characterization of novel azacrown ether containing macrocyclic redox-active vic-dioxime ligand and its mononuclear transition metal complexes: Application of DEPT, HSQC, HMBC-NMR and cyclic voltammetry

  摘要：

  This paper presents a new azacrown containing vic-dioxime: anti-N-(4-aminophenyl)aza-15-crown-5-glyoxime (LH2), and its mononuclear nickel(II), copper(II), cobalt(II), cadmium(II) and zinc(II) complexes. The azacrown moieties appended at the periphery of the oxime provide solubility for the vic-dioxime ligand and complexes in common organic solvents. The mononuclear M(LH)(2) (M = Ni and Cu), M(LH)(2)(H2O)(2) (M = Co) and [M(LH)(H2O)(Cl)] (M = Cd and Zn) complexes have been obtained with the metal:ligand ratios of 1:2 and 1:1. The structure of the ligand is confirmed by elemental analysis, Fourier transform infrared (FT-IR), ultraviolet-visible (UV-Vis), mass spectrometry (MS), one-dimensional (1D) H-1, C-13 NMR, distortionless enhancement by polarization transfer (DEPT) and two-dimensional (2D) heteronuclear single quantum coherence (HSQC) and heteronuclear multiple bond correlation (HMBC) techniques. The structures of the complexes are confirmed by elemental analyses, MS, UV-Vis, FT-IR and H-1, C-13 NMR techniques. Redox behaviors of the ligand and its complexes have been investigated by cyclic voltammetry at the glassy carbon electrode in 0.1 M TBATFB in DMSO. The antibacterial activity was studied against Staphylococcus aureus ATCC 29213, Streptococcus mutans RSHM 676. Enterococcus faecalis ATCC 29212, Lactobacillus acidophilus RSHM 06029, Escherichia coli ATCC 25922, Pseudomonas aeruginosa ATCC 27853. The antimicrobial test results indicate that all the complexes have low levels of antibacterial activity against both Gram negative and Gram positive bacterial species. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.poly.2011.04.008