4-propionyl-3-methyl-1-(3-chlorophenyl)pyrazolone-5-one | 97915-68-9

• 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: 4-propionyl-3-methyl-1-(3-chlorophenyl)pyrazolone-5-one
• 英文别名: 4-acetyl-1-(3-chlorophenyl)-3-methyl-2-pyrazoline-5-one；4-acetyl-3-methyl-1-(3-chlorophenyl)-2-pyrazolin-5-one；4-acetyl-1-(3-chlorophenyl)-3-methyl-2-pyrazolin-5-one；4-acetyl-2-(3-chlorophenyl)-5-methyl-4H-pyrazol-3-one
• CAS: 97915-68-9
• 化学式: C₁₂H₁₁ClN₂O₂
• 分子量: 250.685
• InChiKey: SMDWIJHKOYKDBJ-UHFFFAOYSA-N

物化性质

• 熔点：
  72 °C
• 沸点：
  444.5±40.0 °C(Predicted)
• 密度：
  1.34±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.27
• 重原子数：
  17.0
• 可旋转键数：
  2.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  49.74
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  4-propionyl-3-methyl-1-(3-chlorophenyl)pyrazolone-5-one 、 硫酸氧钒水合物 在 sodium acetate 作用下， 以 乙醇 、 水 为溶剂， 以70%的产率得到
  参考文献：
  名称：

  Parikh, P. M.; Shah, J. R., Synthesis and Reactivity in Inorganic and Metal-Organic Chemistry, 1985, vol. 15, p. 493 - 512

  摘要：

  DOI：
• 作为产物：
  描述：

  丙酰氯 、 1-(3-氯苯基)-3-甲基-5-吡唑啉酮 在 calcium hydroxide 作用下， 以 1,4-二氧六环 为溶剂， 反应 0.5h， 以69.6%的产率得到4-propionyl-3-methyl-1-(3-chlorophenyl)pyrazolone-5-one
  参考文献：
  名称：

  Zn(II) coordination compounds derived from 4-acyl pyrazolones and 1,10 phenanthroline: Syntheses, crystal structures, spectral analysis and DNA binding studies

  摘要：

  A new series of three Zn(II) coordination complexes [Zn(MCPMPAC)(2)H2O] = complex 1, [Zn(PMPAC)(2)H-2-O] = complex 2 and [Zn(PMPAC)(2)(phen)] = complex 3 (MCPMPAC = 4-acyl-3-methyl-1-(3-chlorophenyl) pyrazolone-5-one, PMPAC = 4-acyl-3-methyl-1-phenyl pyrazolone-5-one, Phen = 1,10 phenanthroline) has been synthesized and characterized. The structural features of synthesized complexes were determined by metal estimation, molar conductivity, IR, UV-Vis, NMR and single crystal X-ray study. The conductivity data confirm the non-electrolytic nature of the complexes. The single crystal analyses of the complexes show that the Zn(II) ion is five-coordinated with water molecule at axial position in case of 1 and 2 whereas, six-coordinated with phenanthroline ligand in case of 3. Binding of the synthesized complexes with calf thymus DNA (CT-DNA) was studied by spectroscopic methods and viscosity measurements. Experimental results suggest that the zinc complexes have the ability to form adducts with DNA and to distort the double helix by changing the base stacking. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.poly.2013.07.018

文献信息

• Synthesis, Characterization and Antibacterial Activity of Novel Schiff Bases Derived from 4-Phenyl-2-aminothiazole and their Mn(II), Fe(II), Co(II), Ni(II) and Cu(II) Metal complexes
  作者：A. S. Thakar、K. S. Pandya、K. T. Joshi、A. M. Pancholi

  DOI：10.1155/2011/875896

  日期：——

  Novel Schiff bases and their metal complexes were derived from some hetero cyclicβ-diketones with 4-phenyl-2-aminothiazole. All the synthesized compounds were confirmed their structure by Elemental analysis, FT-IR,¹H NMR,¹³C NMR, Mass spectra, TGA analysis and UV spectra. All the compounds were tested for their antibacterial activity. Spectroscopic measurements suggest that all Schiff base metal complexes are of type ML₂.(H₂O)₂(M=Mn, Fe, Co, Ni and Cu) and all the metal complexes shows moderate antibacterial activity in the agar cup assay method.

  从一些含有4-苯基-2-氨基噻唑的杂环β-二酮中合成了新型席夫碱及其金属配合物。所有合成的化合物均通过元素分析、傅里叶变换红外光谱、1H核磁共振、13C核磁共振、质谱、热重分析和紫外光谱进行了结构确认。所有化合物均进行了抗菌活性测试。光谱测量表明，所有席夫碱金属配合物均为ML2.(H2O)2型(M=Mn，Fe，Co，Ni和Cu)，所有金属配合物在琼脂杯法抗菌试验中均表现出中等的抗菌活性。
• Synthesis and spectral characterization of Cu(II) complexes of some thio-Schiff bases of acyl pyrazolone analogues
  作者：Ravindra J. Yadav、Komal M. Vyas、R.N. Jadeja

  DOI：10.1080/00958972.2010.489946

  日期：2010.5.20

  characterized by elemental analysis, metal content determination, molar conductance, fast atom bombardment mass spectra, magnetic measurements, thermogravimetric analysis (TGA), IR, and electronic spectral studies. Thermal stability, heat capacity, and activation energy of thermal degradation for these complexes were determined by TGA, differential thermal analysis, and differential scanning calorimetry

  通过 4-酰基/芳酰基吡唑啉酮与氨基硫脲在乙醇介质中的相互作用合成了一系列基于三齿吡唑啉酮的硫基-席夫碱。所有这些配体均基于元素分析、红外 (IR)、1H-和 13C-NMR 数据进行表征。核磁共振 (NMR) 表明在室温下溶液中存在胺一形式的配体。铜席夫碱配合物 [Cu(L)(H2O)] 是通过五水硫酸铜水溶液与适当配体的热乙醇溶液相互作用制备的。所得配合物已通过元素分析、金属含量测定、摩尔电导、快速原子轰击质谱、磁测量、热重分析 (TGA)、IR 和电子光谱研究进行表征。热稳定性、热容量、这些复合物的热降解活化能和热降解活化能通过 TGA、差热分析和差示扫描量热法测定。为这些配合物提出了合适的结构。
• Maurya, R. C.; Mishra, D. D., Synthesis and Reactivity in Inorganic and Metal-Organic Chemistry, 1991, vol. 21, p. 845 - 858
  作者：Maurya, R. C.、Mishra, D. D.

  DOI：——

  日期：——
• Parikh, P. M.; Shah, J. R., Synthesis and Reactivity in Inorganic and Metal-Organic Chemistry, 1985, vol. 15, p. 975 - 990
  作者：Parikh, P. M.、Shah, J. R.

  DOI：——

  日期：——