1-phenyl-2,3-dimethyl-4-(N-2-hydroxy-4-methoxybenzaldehyde)-3-pyrazolin-5-one | 371943-73-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 1-phenyl-2,3-dimethyl-4-(N-2-hydroxy-4-methoxybenzaldehyde)-3-pyrazolin-5-one
• 英文别名: 4-(2-hydroxy-4-methoxybenzylideneamino)-1,5-dimethyl-2-phenyl-1H-pyrazol-3(2H)-one；4-[(2-hydroxy-4-methoxyphenyl)methylideneamino]-1,5-dimethyl-2-phenylpyrazol-3-one
• CAS: 371943-73-6
• 化学式: C₁₉H₁₉N₃O₃
• 分子量: 337.378
• InChiKey: MNGRAYHUNICCON-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  25
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.16
• 拓扑面积：
  65.4
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  copper(II) nitrate trihydrate 、 1-phenyl-2,3-dimethyl-4-(N-2-hydroxy-4-methoxybenzaldehyde)-3-pyrazolin-5-one 以 乙醇 、 水 为溶剂， 以89%的产率得到[Cu(1-phenyl-2,3-dimethyl-4-(N-2-oxy-methoxybenzaldehyde)-3-pyrazolin-5-one)(NO3)(H2O)2]
  参考文献：
  名称：

  Some new Cu(II) complexes containing an ON donor Schiff base: Synthesis, characterization and antibacterial activity

  摘要：

  Six new copper(II) complexes, CuLCl center dot H2O (1), CuL(NO3)center dot 2H(2)O (2), [Cu(L)(2)] (3), CuL(SCN)center dot 2H(2)O (4), CuL(-ClO4)center dot 2H(2)O (5) and (CuL)(2)(SO4)center dot 4H(2)O (6), where HL= 1-phenyl-2,3-dimethyl-4-(N-2-hydroxy-4-methoxy-benzaldehyde)-3-pyrazolin-5-one, have been synthesized. The characterization of the newly formed compounds was done by H-1 NMR, UV-Vis, IR, ESR spectroscopy, elemental analysis and molar electric conductivity. The crystal structure of 1-phenyl-2,3-dimethyl-4-(N-2-hydroxy-4-methoxy-benzaldehyde)-3-pyrazolin-5-one has been determined by X-ray diffraction studies, as well as the crystal structure of one of its copper(II) complexes, [Cu(L)(2)] (3). The copper atom is coordinated to two nitrogen and two oxygen atoms of the Schiff base ligand. The in vitro antibacterial activity against Klebsiella pneumoniae ATCC 100131, Staphylococcus aureus var. Oxford 6538, Pseudomonas aeruginosa ATCC 9027 and Escherichia coli ATCC 10536 strains was studied and compared with that of free ligand. The anti-microbial activity was dependent on the microbial species tested and the metal salt anion used. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.poly.2010.10.001
• 作为产物：
  描述：

  2-羟基-4-甲氧基苯甲醛 、 4-aminoantipyrine 以 乙醇 为溶剂， 反应 4.0h， 以76%的产率得到1-phenyl-2,3-dimethyl-4-(N-2-hydroxy-4-methoxybenzaldehyde)-3-pyrazolin-5-one
  参考文献：
  名称：

  Some new Cu(II) complexes containing an ON donor Schiff base: Synthesis, characterization and antibacterial activity

  摘要：

  Six new copper(II) complexes, CuLCl center dot H2O (1), CuL(NO3)center dot 2H(2)O (2), [Cu(L)(2)] (3), CuL(SCN)center dot 2H(2)O (4), CuL(-ClO4)center dot 2H(2)O (5) and (CuL)(2)(SO4)center dot 4H(2)O (6), where HL= 1-phenyl-2,3-dimethyl-4-(N-2-hydroxy-4-methoxy-benzaldehyde)-3-pyrazolin-5-one, have been synthesized. The characterization of the newly formed compounds was done by H-1 NMR, UV-Vis, IR, ESR spectroscopy, elemental analysis and molar electric conductivity. The crystal structure of 1-phenyl-2,3-dimethyl-4-(N-2-hydroxy-4-methoxy-benzaldehyde)-3-pyrazolin-5-one has been determined by X-ray diffraction studies, as well as the crystal structure of one of its copper(II) complexes, [Cu(L)(2)] (3). The copper atom is coordinated to two nitrogen and two oxygen atoms of the Schiff base ligand. The in vitro antibacterial activity against Klebsiella pneumoniae ATCC 100131, Staphylococcus aureus var. Oxford 6538, Pseudomonas aeruginosa ATCC 9027 and Escherichia coli ATCC 10536 strains was studied and compared with that of free ligand. The anti-microbial activity was dependent on the microbial species tested and the metal salt anion used. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.poly.2010.10.001

文献信息

• Synthesis, Characterization and Thermal Studies of Mononuclear and Binuclear Complexes of Copper(II) with Schiff Bases Derived from 1-Phenyl-2,3-dimethyl-4-amino-5-pyrazolone
  作者：Mehmet Tümer、Hüseyin Köksal、Selahattin Serin

  DOI：10.1080/00945719608005149

  日期：1996.10

  A series of copper(II) complexes with ligands derived from the Schiff base reaction of 1-phenyl-2,3-dimethyl-4-amino-5-pyrazolone with 4-hydroxysalicylaldehyde (L(1)H), 3-methoxysalicylaldehyde (L(2)H) and 2-hydroxynaphtaldehyde (L(3)H) have been prepared. These complexes have been characterized by elemental analyses, magnetic susceptibility, infrared and electronic spectral data. Molar conductivities of the complexes at room temperature were measured. The conductivity values of the L(1)H and L(2)H complexes indicate weak electrolyte behaviour, whereas the L(3)H complex is a non-electrolyte. The thermal decomposition of the complexes has been studied by thermogravimetry and differential thermal analyses. These studies show that each copper compound decomposes to the metal halide and finally the metal oxide.
• Some new Cu(II) complexes containing an ON donor Schiff base: Synthesis, characterization and antibacterial activity
  作者：Tudor Rosu、Elena Pahontu、Catalin Maxim、Rodica Georgescu、Nicolae Stanica、Aurelian Gulea

  DOI：10.1016/j.poly.2010.10.001

  日期：2011.1

  Six new copper(II) complexes, CuLCl center dot H2O (1), CuL(NO3)center dot 2H(2)O (2), [Cu(L)(2)] (3), CuL(SCN)center dot 2H(2)O (4), CuL(-ClO4)center dot 2H(2)O (5) and (CuL)(2)(SO4)center dot 4H(2)O (6), where HL= 1-phenyl-2,3-dimethyl-4-(N-2-hydroxy-4-methoxy-benzaldehyde)-3-pyrazolin-5-one, have been synthesized. The characterization of the newly formed compounds was done by H-1 NMR, UV-Vis, IR, ESR spectroscopy, elemental analysis and molar electric conductivity. The crystal structure of 1-phenyl-2,3-dimethyl-4-(N-2-hydroxy-4-methoxy-benzaldehyde)-3-pyrazolin-5-one has been determined by X-ray diffraction studies, as well as the crystal structure of one of its copper(II) complexes, [Cu(L)(2)] (3). The copper atom is coordinated to two nitrogen and two oxygen atoms of the Schiff base ligand. The in vitro antibacterial activity against Klebsiella pneumoniae ATCC 100131, Staphylococcus aureus var. Oxford 6538, Pseudomonas aeruginosa ATCC 9027 and Escherichia coli ATCC 10536 strains was studied and compared with that of free ligand. The anti-microbial activity was dependent on the microbial species tested and the metal salt anion used. (C) 2010 Elsevier Ltd. All rights reserved.