(5-methyl-4-(4-methylbenzoyl)-2-p-tolyl-2,4-dihydropyrazol-3-one) | 1009618-72-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (5-methyl-4-(4-methylbenzoyl)-2-p-tolyl-2,4-dihydropyrazol-3-one)
• 英文别名: 5-methyl-4-(4-methyl-benzoyl)-2-p-tolyl-2,4-dihydro-pyrazol-3-one；5-methyl-4-(4-methylbenzoyl)-2-p-tolyl-2, 4-dihydro-pyrazol-3-one；5-methyl-4-(4-methylbenzoyl)-2-p-tolyl-2,4-dihydropyrazol-3-one；PTPMP；5-Methyl-4-(4-methylbenzoyl)-2-p-tolyl-2,4-dihydro-3H-pyrazole-3-one；5-methyl-4-(4-methylbenzoyl)-2-(4-methylphenyl)-4H-pyrazol-3-one
• CAS: 1009618-72-7
• 化学式: C₁₉H₁₈N₂O₂
• 分子量: 306.364
• InChiKey: VLYIVTVGZDRYCO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  23
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  49.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (5-methyl-4-(4-methylbenzoyl)-2-p-tolyl-2,4-dihydropyrazol-3-one) 、 1-萘胺 以 乙醇 为溶剂， 反应 12.0h， 以79%的产率得到
  参考文献：
  名称：

  Synthesis and crystal structure of a series of pyrazolone based Schiff base ligands and DNA binding studies of their copper complexes

  摘要：

  PMP (5-methyl-4-(4-methyl-benzoyl)-2-phenyl-2,4-dihydro-pyrazol-3-one), PTPMP (5-methyl-4-(4-methyl-benzoyl)-2-p-tolyl-2,4-dihydro-pyrazol-3-one) and MCPMP (2-(3-Chloro-phenyl)-5-methyl-4-(4-methyl-benzoyl))-2,4-dihydro-pyrazol-3-one) were synthesized and used for the synthesis of Schiff base ligands. Schiff base ligands were characterized by FT-IR, H-1 NMR, Mass and single crystal X-ray analysis. Cu(II) complexes of synthesized ligands were prepared and characterized by elemental analysis, FT-IR, TGA-DTA, UV-Visible, ESI mass and ESR spectroscopy. On the basis of analytical and spectroscopic techniques, distorted octahedral geometry of the complexes was proposed. The interaction of Cu(II) complexes with CT-DNA was investigated by Absorption titration, Viscosity and fluorescence spectroscopy. Results suggest that the synthesized complexes bind to DNA via an intercalative mode and can quench the fluorescence intensity of EB bound to DNA. (C) 2012 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molstruc.2012.01.006
• 作为产物：
  描述：

  对甲基苯甲酰氯 、 1-(4-甲基苯基)-3-甲基-5-吡唑啉酮 在 calcium hydroxide 作用下， 以 1,4-二氧六环 为溶剂， 生成 (5-methyl-4-(4-methylbenzoyl)-2-p-tolyl-2,4-dihydropyrazol-3-one)
  参考文献：
  名称：

  带有O2螯合物的钙（II）和铜（II）配合物的合成，表征和分子结构：DNA结合，DNA裂解和抗菌研究

  摘要：

  摘要一组新的超分子配合物[Cu（PMP）2] [1]，[Cu（MCPMP）2] [2]和[Cu（PTPMP）2] [3]（PMP = 5-methyl-4-（ 4-甲基-苯甲酰基）-2-苯基-2,4-二氢吡唑-3-酮，MCPMP = 2-（3-氯-苯基）-5-甲基-4-（4-甲基-苯甲酰基）-合成了2,4-二氢吡唑-3-酮和PTPMP = 5-甲基-4-（4-甲基-苯甲酰基）-2-对甲苯基-2,4-二氢吡唑-3-酮通过元素分析，金属估算，摩尔电导率，IR，UV-Vis和TG-DTA进行表征。这些配合物之一的分子几何结构已通过单晶X射线研究确定。配合物的X射线衍射分析表明，Cu（II）离子中心是四配位的。通过粘度和荧光光谱研究了Cu（II）复合物与pET30a质粒DNA的相互作用。结果表明，铜络合物通过插入模式与DNA结合，并可以猝灭与DNA结合的EB的荧光强度。复合物和DNA之间的相互作用

  DOI：

  10.1016/j.poly.2011.11.004

文献信息

• Synthesis, spectroscopic characterization and DNA nuclease activity of Cu(II) complexes derived from pyrazolone based NSO-donor Schiff base ligands
  作者：Komal M. Vyas、Rushikesh G. Joshi、R.N. Jadeja、C. Ratna Prabha、Vivek K. Gupta

  DOI：10.1016/j.saa.2011.09.039

  日期：2011.12

  Two neutral mononuclear Cu(II) complexes have been prepared in EtOH using Schiff bases derived from 4-toluoyl pyrazolone and thiosemicarbazide. Both the ligands have been characterized on the basis of elemental analysis, IR, H-1 NMR, C-13 NMR and mass spectral data. The molecular geometry of one of these ligands has been determined by single crystal X-ray study. It reveals that these ligands exist in amine-one tautomeric form in the solid state. Microanalytical data, Cu-estimation, molar conductivity, magnetic measurements, IR, UV-Visible, FAB-Mass, TG-DTA data and ESR spectral studies were used to confirm the structures of the complexes. Electronic absorption and IR spectra of the complexes suggest a square-planar geometry around the central metal ion. The interaction of complexes with pET30a plasmid DNA was investigated by spectroscopic measurements. Results suggest that the copper complexes bind to DNA via an intercalative mode and can quench the fluorescence intensity of EB bound to DNA. The interaction between the complexes and DNA has also been investigated by agarose gel electrophoresis, interestingly, we found that the copper(II) complexes can cleave circular plasmid DNA to nicked and linear forms. (C) 2011 Elsevier B.V. All rights reserved.
• Synthesis, characterization and crystal structure of some bidentate heterocyclic Schiff base ligands of 4-toluoyl pyrazolones and its mononuclear Cu(II) complexes
  作者：Komal M. Vyas、R.N. Jadeja、Vivek K. Gupta、K.R. Surati

  DOI：10.1016/j.molstruc.2011.01.024

  日期：2011.3

  We depict the synthesis of a new set of six bidentate heterocyclic Schiff base ligands, formed by the condensation of three different 4-toluoyl pyrazolones with various aromatic amines in ethanolic medium. All of these ligands have been characterized on the basis of elemental analysis, IR, H-1 NMR, C-13 NMR and Mass spectral data. The molecular geometries of three of these ligands have been determined by single crystal X-ray study. It reveals that these ligands exist in amine-one tautomeric form in the solid state. The reaction of these ligands with copper(II) resulted in the formation of mononuclear complexes having the general composition [CuL2(H2O)(2)] with two water molecules at axial positions. These complexes have been characterized on the basis of elemental analysis, Cu-estimation, molar conductivity, magnetic measurements, IR, UV-Visible, FAB-Mass, TG-DTA-DSC data, cyclic voltametric measurements and ESR spectral studies. ESR spectra and magnetic susceptibility measurements indicates distorted octahedral stereochemistry of Cu(II) complexes, while non-electrolytic behaviour of complexes indicates the absence of counter ion. (C) 2011 Elsevier B.V. All rights reserved.
• Studies on DNA binding behavior of biologically active Cu(II) complexes of Schiff bases containing acyl pyrazolones and 2-ethanolamine
  作者：Joseph V.A.、Komal M. Vyas、Jignesh H. Pandya、Vivek K. Gupta、R.N. Jadeja

  DOI：10.1080/00958972.2013.776164

  日期：2013.3.1

  Pyrazolone derivatives (Z)-4-((2-hydroxyethylimino)(p-tolyl)methyl)-3-methyl-1-phenyl-1H-pyrazol-5(4H)-one [PMP-EA] (1), (Z)-1-(3-chlorophenyl)-4-((2-hydroxyethylimino)(p-tolyl)methyl)-3-methyl-1H-pyrazol-5(4H)-one [MCPMP-EA] (2), and (Z)-4-((2-hydroxyethylimino)(p-tolyl)methyl)-3-methyl-1-p-tolyl-1H-pyrazol-5(4H)-one [PTPMP-EA] (3) have been synthesized and characterized. The molecular geometry of 2 has been determined by single-crystal X-ray study. These ligands exist in amine-one tautomeric form in the solid state. Three copper(II) complexes, [Cu(PMP-EA)(H2O)(2)] (4), [Cu(MCPMP-EA)(H2O)(2)] (5), and [Cu(PTPMP-EA)(H2O)(2)] (6), respectively, have been synthesized using these ligands and characterized by microanalytical data, molar conductivity, IR, UV-Visible, FAB-Mass, magnetic measurement, TG-DTA studies, and ESR spectral studies; Cu(II) is five-coordinated with [ML(H2O)(2)] composition. The interaction of the complexes with CT-DNA (calfthymus) was investigated using different methods. The results suggest that the copper complexes bind to DNA via intercalation and can quench the fluorescence intensity of EB bound to DNA.
• Syntheses, characterization and molecular structures of calcium(II) and copper(II) complexes bearing O2-chelate ligands: DNA binding, DNA cleavage and anti-microbial study
  作者：R.N. Jadeja、Komal M. Vyas、Vivek K. Gupta、Rushikesh G. Joshi、C. Ratna Prabha

  DOI：10.1016/j.poly.2011.11.004

  日期：2012.1

  synthesized and characterized by elemental analysis, metal estimation, molar conductivity, IR, UV–Vis and TG-DTA. The molecular geometry of one of these complexes has been determined by single crystal X-ray study. The X-ray diffraction analyses of the complexes show that the Cu(II) ion center is four-coordinated. The interaction of Cu(II) complexes with pET30a plasmid DNA was investigated by Viscosity and

  摘要一组新的超分子配合物[Cu（PMP）2] [1]，[Cu（MCPMP）2] [2]和[Cu（PTPMP）2] [3]（PMP = 5-methyl-4-（ 4-甲基-苯甲酰基）-2-苯基-2,4-二氢吡唑-3-酮，MCPMP = 2-（3-氯-苯基）-5-甲基-4-（4-甲基-苯甲酰基）-合成了2,4-二氢吡唑-3-酮和PTPMP = 5-甲基-4-（4-甲基-苯甲酰基）-2-对甲苯基-2,4-二氢吡唑-3-酮通过元素分析，金属估算，摩尔电导率，IR，UV-Vis和TG-DTA进行表征。这些配合物之一的分子几何结构已通过单晶X射线研究确定。配合物的X射线衍射分析表明，Cu（II）离子中心是四配位的。通过粘度和荧光光谱研究了Cu（II）复合物与pET30a质粒DNA的相互作用。结果表明，铜络合物通过插入模式与DNA结合，并可以猝灭与DNA结合的EB的荧光强度。复合物和DNA之间的相互作用
• Synthesis and crystal structure of a series of pyrazolone based Schiff base ligands and DNA binding studies of their copper complexes
  作者：R.N. Jadeja、Sanjay Parihar、Komal Vyas、Vivek K. Gupta

  DOI：10.1016/j.molstruc.2012.01.006

  日期：2012.4

  PMP (5-methyl-4-(4-methyl-benzoyl)-2-phenyl-2,4-dihydro-pyrazol-3-one), PTPMP (5-methyl-4-(4-methyl-benzoyl)-2-p-tolyl-2,4-dihydro-pyrazol-3-one) and MCPMP (2-(3-Chloro-phenyl)-5-methyl-4-(4-methyl-benzoyl))-2,4-dihydro-pyrazol-3-one) were synthesized and used for the synthesis of Schiff base ligands. Schiff base ligands were characterized by FT-IR, H-1 NMR, Mass and single crystal X-ray analysis. Cu(II) complexes of synthesized ligands were prepared and characterized by elemental analysis, FT-IR, TGA-DTA, UV-Visible, ESI mass and ESR spectroscopy. On the basis of analytical and spectroscopic techniques, distorted octahedral geometry of the complexes was proposed. The interaction of Cu(II) complexes with CT-DNA was investigated by Absorption titration, Viscosity and fluorescence spectroscopy. Results suggest that the synthesized complexes bind to DNA via an intercalative mode and can quench the fluorescence intensity of EB bound to DNA. (C) 2012 Elsevier B.V. All rights reserved.