5-甲基-4-(4-甲基苯甲酰基)-2-苯基-4H-吡唑-3-酮 | 73087-92-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 5-甲基-4-(4-甲基苯甲酰基)-2-苯基-4H-吡唑-3-酮
• 英文名称: 5-methyl-4-(4-methyl-benzoyl)-2-phenyl-2,4-dihydro-pyrazol-3-one
• 英文别名: 5-methyl-4-[(4-methylphenyl)carbonyl]-2-phenyl-2,4-dihydro-3H-pyrazol-3-one；5-methyl-4-(4-methylbenzoyl)-2-phenyl-4H-pyrazol-3-one
• CAS: 73087-92-0
• 化学式: C₁₈H₁₆N₂O₂
• 分子量: 292.337
• InChiKey: RBZUNJKXVPFHFU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  22
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.17
• 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-甲基-4-(4-甲基苯甲酰基)-2-苯基-4H-吡唑-3-酮 在 三氯氧磷 作用下， 以 二氯甲烷 为溶剂， 生成
  参考文献：
  名称：

  Ring-opening polymerization of ε-caprolactone, β-butyrolactone and lactides by β-ketiminate pyrazolonate zinc complexes: Preparation and characterization

  摘要：

  Four bidentated iminopyrazolones ((LH)-H-1-(LH)-H-4) were prepared by the reaction of 3-methyl-4-(4-methylbenzoyl)-1-phenyl-1H-pyrazol-5(4H)-one with POCl3 followed by the addition of the corresponding anilines. The reaction of less steric bulky ligands, (LH)-H-1-(LH)-H-3, with ZnEt2 yields homoleptic zinc complexes [L2Zn] (1-3), respectively. However, the most steric bulky ligand, OH reacts with ZnEt2 producing heteroleptic complex [(LZnEt)-Zn-4] which further reacts with benzyl alcohol (BnOH) giving [(LZn)-Zn-4(OBn)](2) (4). All of these complexes were characterized by elemental analyses, NMR spectroscopic study as well as X-ray diffraction. Experimental results indicate that complexes 1-3 are inactive toward the ring opening polymerization CROP) of rac-lactide. On the other hand, complex 4 showed excellent activity in the ROP of cyclic esters such as rac-lactide, epsilon-caprolactone and beta-butyrolactone. (C) 2013 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.inoche.2013.06.048
• 作为产物：
  描述：

  苯肼 在 calcium hydroxide 作用下， 以 乙醇 为溶剂， 生成 5-甲基-4-(4-甲基苯甲酰基)-2-苯基-4H-吡唑-3-酮
  参考文献：
  名称：

  镁配合物与NNO-三齿吡唑啉酸酯配体配合催化的丙交酯开环聚合

  摘要：

  一系列的镁benzylalkoxide络合物，[L Ñ的Mg（μ-OBN）] 2（1 - 14）由NNO-三齿配体pyrazolonate与各种吸电子供subsituents支持已被合成和表征。X射线晶体结构的研究表明，配合物1 - 3，5，7，9，和10是通过与五配位的金属中心benzylalkoxy氧原子的双核桥接。所有这些络合物都是L-丙交酯和rac开环聚合的有效引发剂丙交酯。根据动力学研究，这些金属配合物的活性受到苯环上带有给电子取代基的辅助配体的电子效应的显着影响，从而提高了聚合速率。此外，在少量引发剂的存在下，具有6的“活性”和“永生”特征为合成多达40根具有非常窄的多分散指数的聚丙交酯聚合物链铺平了道路。在所有镁配合物中，配合物6在0°C下对THF中的Pr含量高达88％的rac-丙交酯的开环聚合反应显示出最高的立体选择性。©2012 Wiley Periodicals，Inc

  DOI：

  10.1002/pola.26426

文献信息

• 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
• Introduction of new ancillary ligands to the iridium complexes having 2,3-diphenylquinolinato ligands for OLED
  作者：Hyun Shin Lee、So Youn Ahn、Hyun Sue Huh、Yunkyoung Ha

  DOI：10.1016/j.jorganchem.2009.06.003

  日期：2009.9

  prepared, where R represents C6H5, C6H4CH3 and C6H4Cl. These ligands were chelated to the iridium center to yield a new series of the iridium complexes, Ir(4-Me-2,3-dpq)2(przl-R). The X-ray crystal structure of Ir(4-Me-2,3-dpq)2(przl-C6H4Cl) was determined. The electrochemical and luminescence properties of the iridium complexes were investigated. The effect of the przl-substituents on the emission colors

  我们研究了辅助配体（AL）对其配合物Ir（4-Me-2,3-dpq）2（AL）的发射颜色和发光效率的影响，其中4-Me-2,3-dpq表示4-甲基-2,3-二苯基喹啉基配体。我们期望通过将大的取代基引入配合物中来修饰辅助配体，可能会通过减少T-T ation灭来提高发光效率。此外，一些辅助配体可通过影响轨道混合时的Ir d轨道的能级来有助于其复杂发射颜色的微调。作为新的辅助配位体取代acac，这是铱络合物中的典型AL，吡唑酮基配位体4-R-5-甲基-2-苯基-2,4-二氢-吡唑-3-酮系列（przl-R ），其中R代表C 6 H如图5所示，C 6 H 4 CH 3和C 6 H 4 Cl。这些配体被螯合到铱中心以产生新系列的铱络合物Ir（4-Me-2,3-dpq）2（prz1-R）。测定了Ir（4-Me-2，3-dpq）2（prz1-C 6 H 4 Cl）的X射线晶体结构。研究了铱配合物的电
• Ring-opening polymerization of<scp>l</scp>-lactide catalyzed by calcium complexes
  作者：Mon-Wei Hsiao、Chu-Chieh Lin

  DOI：10.1039/c2dt32487c

  日期：——

  A series of calcium complexes supported by NNO-tridentate ketiminate ligands have been synthesized and characterized. X-ray structural studies indicate that these complexes bear a mononuclear feature with hexa-coordinated calcium centers bonding to two ketiminate ligands. Polymerization of L-lactide catalyzed by these complexes proceeds rapidly and well controlled in the presence of a variety of alcohols. In addition, these complexes reveal good catalytic activity even with the addition of up to 80 equiv. of benzyl alcohol as a transfer agent. Furthermore, kinetic studies show ROP of L-lactide is a first-order dependency on [LA] and a second-order dependency on [BnOH].

  我们合成并鉴定了一系列由 NNO-三叉酮亚胺配体支持的钙络合物。X 射线结构研究表明，这些配合物具有单核特征，六配位钙中心与两个酮亚胺配体成键。在这些配合物的催化下，L-内酰胺的聚合反应在多种醇类存在的情况下均能快速进行，且控制良好。此外，即使添加多达 80 等量的苯甲醇作为转移剂，这些复合物也能显示出良好的催化活性。此外，动力学研究表明，L-内酰胺的 ROP 与 [LA] 呈一阶依赖关系，与 [BnOH] 呈二阶依赖关系。
• Novel mixed ligand di-n-butyltin(IV) complexes derived from acylpyrazolones and fluorinated benzoic acids: Synthesis, characterization, cytotoxicity and the induction of apoptosis in Hela cancer cells
  作者：Bin Zhao、Xianmei Shang、Ling Xu、Wendian Zhang、Guangya Xiang

  DOI：10.1016/j.ejmech.2014.02.039

  日期：2014.4

  Twenty one novel mixed ligand di-n-butyltin(IV) complexes [(n)Bu(2)SnAL] (A = substituted 4-acyl-5-pyrazolone, and L = fluorinated benzoic acid) were prepared by condensation of di-n-butyltin(IV) oxide with HL and HA in 1:1:1 molar ratio in refluxing methanol. All of the complexes were characterized by elemental analyses, IR, NMR (H-1, C-13, Sn-119) and in four cases by X-ray diffraction. Cytotoxicity of the compounds was studied against two human cancer cell lines (KB and Hela) by means of the MU assay compared to cisplatin, featuring IC50 values in the low micromolar range. Hela cancer cell apoptosis-induced by 2 was examined by flow cytometry analysis, and preliminary results showed that 2 at concentrations of more than 1.0 mu M can induce apoptosis. (C) 2014 Elsevier Masson SAS. All rights reserved.
• 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.