malamido-N-aminoethyl-N'-benzoic acid | 861402-50-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: malamido-N-aminoethyl-N'-benzoic acid
• 英文别名: H3maeb；2-[[3-(2-Aminoethylamino)-3-oxopropanoyl]amino]benzoic acid；2-[[3-(2-aminoethylamino)-3-oxopropanoyl]amino]benzoic acid
• CAS: 861402-50-8
• 化学式: C₁₂H₁₅N₃O₄
• 分子量: 265.269
• InChiKey: VGIJXRYRZGHRAZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.9
• 重原子数：
  19
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  122
• 氢给体数：
  4
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  sodium hydroxide 、 copper(II) choride dihydrate 、 水 、 malamido-N-aminoethyl-N'-benzoic acid 以 乙醇 、 水 为溶剂， 以53%的产率得到sodium-(malamido-N-aminoethyl-N'-benzoato)copper(II) tetrahydrate
  参考文献：
  名称：

  Square-planar copper(II) complexes with tetradentate amido-carboxylate ligands. Crystal structure of Na2[Cu(obap)]2·2H2O. Strain analysis and spectral assignments of complexes

  摘要：

  Novel N-N-N-O-type of tetradentate ligands H(3)obap (H(3)obap = oxamido-N-aminopropyl-N'-benzoic acid) and H(3)maeb (H(3)maeb = malamido-N-aminoethyl-N'-benzoic acid) and the corresponding square-planar copper(H) complexes have been prepared and characterized. The obap(3)- and maeb(3)- ligands coordinate to the copper(II) ion via four ligating atoms (three deprotonated atoms: one carboxylate oxygen and two deprotonated amide nitrogens; one amine nitrogen) with in-plane square chelation. A four coordinate, square-planar geometry has been established crystallographically for the binuclear Na-2[Cu(obap)](2)center dot 2H(2)O complex. Structural data correlating the square-planar geometry of the [Cu(obap)](-) unit and an extensive strain analysis are discussed in relation to the information obtained for similar complexes. The infrared and electronic absorption spectra of the complexes are discussed in comparison to the related complexes of known geometries. Antibacterial activity of ligands and copper(H) complexes towards common Gram-negative and Gram-positive bacteria are reported as well. (c) 2005 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.ica.2005.04.025

文献信息

• Square-planar copper(II) complexes with tetradentate amido-carboxylate ligands. Crystal structure of Na2[Cu(obap)]2·2H2O. Strain analysis and spectral assignments of complexes
  作者：Zoran D. Matović、Vesna D. Miletić、Goran Samardžić、Giorgio Pelosi、Sandra Ianelli、Snežana Trifunović

  DOI：10.1016/j.ica.2005.04.025

  日期：2005.7

  Novel N-N-N-O-type of tetradentate ligands H(3)obap (H(3)obap = oxamido-N-aminopropyl-N'-benzoic acid) and H(3)maeb (H(3)maeb = malamido-N-aminoethyl-N'-benzoic acid) and the corresponding square-planar copper(H) complexes have been prepared and characterized. The obap(3)- and maeb(3)- ligands coordinate to the copper(II) ion via four ligating atoms (three deprotonated atoms: one carboxylate oxygen and two deprotonated amide nitrogens; one amine nitrogen) with in-plane square chelation. A four coordinate, square-planar geometry has been established crystallographically for the binuclear Na-2[Cu(obap)](2)center dot 2H(2)O complex. Structural data correlating the square-planar geometry of the [Cu(obap)](-) unit and an extensive strain analysis are discussed in relation to the information obtained for similar complexes. The infrared and electronic absorption spectra of the complexes are discussed in comparison to the related complexes of known geometries. Antibacterial activity of ligands and copper(H) complexes towards common Gram-negative and Gram-positive bacteria are reported as well. (c) 2005 Elsevier B.V. All rights reserved.