N'-(4-methoxybenzylidene)-2-oxo-2-(phenylamino)acetohydrazide

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: N'-(4-methoxybenzylidene)-2-oxo-2-(phenylamino)acetohydrazide
• 英文别名: phenyl-oxalamic acid-(4-methoxy-benzylidenehydrazide)；Phenyl-oxalamidsaeure-(4-methoxy-benzylidenhydrazid)；Phenyloxamidsaeure-(4-methoxy-benzylidenhydrazid)；4-Methoxy-benzaldehyd-(phenyloxamoyl-hydrazon)；N'-[(4-methoxyphenyl)methylideneamino]-N-phenyloxamide
• 化学式: C₁₆H₁₅N₃O₃
• 分子量: 297.313
• InChiKey: ZIWPFQJMIMCGEF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  79.8
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N'-(4-methoxybenzylidene)-2-oxo-2-(phenylamino)acetohydrazide 、 cobalt(II) chloride 在 sodium acetate 作用下， 以 乙醇 、 水 为溶剂， 以84%的产率得到[Co(HOMPH)₂]H₂O
  参考文献：
  名称：

  Synthesis, spectral characterization, molecular modeling and in vitro antibacterial activity of complexes designed from O2, NO and NO donor Schiff-base ligand

  摘要：

  A new chelating agent, N'-(4-methoxybenzylidene)-2-oxo-2-(phenylamino)acetohydrazide (H2OMPH) and its complexes with Mn(II), Co(II), Ni(II), Cu(II), Zn(II), Hg(II) and U(IV)O-2(2+) ions have been prepared and characterized by conventional techniques. The spectral data indicated that the ligand coordinates as neutral bidentate with Cu(II), Mn(II), U(IV)O-2(2+) and Hg(II), neutral tridentate with Ni(II), mononegative tridentate with Co(II) and binegative tetradentate with Zn(II) ions. On basis of magnetic and electronic spectral data an octahedral geometry for Mn(II), Co(II) and Ni(II) complexes and a square planar geometry for Cu(II) complex have been proposed and confirmed by applying geometry optimization and conformational analysis. The protonation constants of H2OMPH and the stepwise stability constants of its complexes are calculated at 298, 308 and 318 k as well as their thermodynamic parameters. Also, the Kinetic parameters (E-a, A, Delta H*, Delta S* and Delta G*) were determined for each thermal degradation stage of some complexes using Coats-Redfern and Horowitz-Metzger methods. Moreover, the ligand and some complexes were screened for in vitro antibacterial activity against Staphylococcus epidermalies (St. epid); Streptococcus pyagenies (Strp. py.) as Gram +ve bacteria and Escherichia coli (E. coli); Klebsiella spp. (kleb. spp.) as Gram -ve bacteria using inhibition zone diameter. (C) 2014 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.saa.2014.04.197
• 作为产物：
  描述：

  草酸乙酯 在 乙醇 、 一水合肼 作用下， 生成 N'-(4-methoxybenzylidene)-2-oxo-2-(phenylamino)acetohydrazide
  参考文献：
  名称：

  Tierie, Recueil des Travaux Chimiques des Pays-Bas, 1933, vol. 52, p. 533,534

  摘要：

  DOI：

文献信息

• Tierie, Recueil des Travaux Chimiques des Pays-Bas, 1933, vol. 52, p. 533,534
  作者：Tierie

  DOI：——

  日期：——
• Synthesis, spectral characterization, molecular modeling and in vitro antibacterial activity of complexes designed from O2, NO and NO donor Schiff-base ligand
  作者：Ola A. El-Gammal、G. Abu El-Reash、S.F. Ahmed

  DOI：10.1016/j.saa.2014.04.197

  日期：2015.1

  A new chelating agent, N'-(4-methoxybenzylidene)-2-oxo-2-(phenylamino)acetohydrazide (H2OMPH) and its complexes with Mn(II), Co(II), Ni(II), Cu(II), Zn(II), Hg(II) and U(IV)O-2(2+) ions have been prepared and characterized by conventional techniques. The spectral data indicated that the ligand coordinates as neutral bidentate with Cu(II), Mn(II), U(IV)O-2(2+) and Hg(II), neutral tridentate with Ni(II), mononegative tridentate with Co(II) and binegative tetradentate with Zn(II) ions. On basis of magnetic and electronic spectral data an octahedral geometry for Mn(II), Co(II) and Ni(II) complexes and a square planar geometry for Cu(II) complex have been proposed and confirmed by applying geometry optimization and conformational analysis. The protonation constants of H2OMPH and the stepwise stability constants of its complexes are calculated at 298, 308 and 318 k as well as their thermodynamic parameters. Also, the Kinetic parameters (E-a, A, Delta H*, Delta S* and Delta G*) were determined for each thermal degradation stage of some complexes using Coats-Redfern and Horowitz-Metzger methods. Moreover, the ligand and some complexes were screened for in vitro antibacterial activity against Staphylococcus epidermalies (St. epid); Streptococcus pyagenies (Strp. py.) as Gram +ve bacteria and Escherichia coli (E. coli); Klebsiella spp. (kleb. spp.) as Gram -ve bacteria using inhibition zone diameter. (C) 2014 Elsevier B.V. All rights reserved.