3-acetyl-4-(4-fluorobenzoyl)-1-phenyl-1H-pyrazole | 1418131-97-1

• 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: 3-acetyl-4-(4-fluorobenzoyl)-1-phenyl-1H-pyrazole
• 英文别名: 3-acetyl-4-(4-fluorobenzoyl)-1-phenylpyrazole；1-[4-(4-Fluorobenzoyl)-1-phenylpyrazol-3-yl]ethanone；1-[4-(4-fluorobenzoyl)-1-phenylpyrazol-3-yl]ethanone
• CAS: 1418131-97-1
• 化学式: C₁₈H₁₃FN₂O₂
• 分子量: 308.312
• InChiKey: GQHVARCRAJBLJM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  52
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3-acetyl-4-(4-fluorobenzoyl)-1-phenyl-1H-pyrazole 在 一水合肼 作用下， 以 乙醇 为溶剂， 反应 0.05h， 以90%的产率得到4-(4-fluorophenyl)-7-methyl-2-phenyl-2H-pyrazolo[3,4-d]pyridazine
  参考文献：
  名称：

  Mg–Al hydrotalcite as an efficient catalyst for microwave assisted regioselective 1,3-dipolar cycloaddition of nitrilimines with the enaminone derivatives: A green protocol

  摘要：

  Microwave assisted generation of in situ nitrilimines and their regioselective 1,3-dipolar cycloaddition reaction with enaminones to produce pyrazole derivatives by Mg-Al hydrotalcite (Mg-Al HT) catalyst is introduced. Short reaction times with high yields (90-94%), the absence of an organic solvent and reuse of the catalyst for at least five times without loss of activity could regard as cost effective, environmentally friendly and greener process. The fresh and used catalysts were characterized by X-ray diffraction (XRD), Fourier transform infrared (FTIR), Raman spectroscopy, N-2 physisorption and temperature programmed desorption by CO2 (CO2-TPD) to understand the role of hydrotalcite in the reaction mechanism and the robust nature of the catalyst. It appears that better microwave absorptivity of the catalyst with Mg-Al HT structure might be responsible for shorter reaction times with high yields. A plausible mechanism for 1,3-dipolar cycloaddition over the Mg-Al HT is proposed. (C) 2012 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molcata.2012.11.009
• 作为产物：
  描述：

  3-(dimethylamino)-1-(4-fluorophenyl)prop-2-en-1-one 、 1-氯-1-(2-苯基亚肼基)乙酮 以 neat (no solvent) 为溶剂， 反应 0.07h， 以92%的产率得到3-acetyl-4-(4-fluorobenzoyl)-1-phenyl-1H-pyrazole
  参考文献：
  名称：

  Mg–Al hydrotalcite as an efficient catalyst for microwave assisted regioselective 1,3-dipolar cycloaddition of nitrilimines with the enaminone derivatives: A green protocol

  摘要：

  Microwave assisted generation of in situ nitrilimines and their regioselective 1,3-dipolar cycloaddition reaction with enaminones to produce pyrazole derivatives by Mg-Al hydrotalcite (Mg-Al HT) catalyst is introduced. Short reaction times with high yields (90-94%), the absence of an organic solvent and reuse of the catalyst for at least five times without loss of activity could regard as cost effective, environmentally friendly and greener process. The fresh and used catalysts were characterized by X-ray diffraction (XRD), Fourier transform infrared (FTIR), Raman spectroscopy, N-2 physisorption and temperature programmed desorption by CO2 (CO2-TPD) to understand the role of hydrotalcite in the reaction mechanism and the robust nature of the catalyst. It appears that better microwave absorptivity of the catalyst with Mg-Al HT structure might be responsible for shorter reaction times with high yields. A plausible mechanism for 1,3-dipolar cycloaddition over the Mg-Al HT is proposed. (C) 2012 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molcata.2012.11.009

文献信息

• Design and synthesis of novel complexes containing N-phenyl-1H-pyrazole moiety: Ni complex as potential antifungal and antiproliferative compound
  作者：Nadia E.A. El-Gamel、Thoraya A. Farghaly

  DOI：10.1016/j.saa.2013.06.067

  日期：2013.11

  Cu(II) (1), Ni(II) (2), Cr(III) (3) and Fe(III) (4) complexes with 3-acetyl-4-benzoyl-1-phenyl-1H-pyrazole (L1) were prepared and structurally characterized. Usual coordination of L1 was achieved through nitrogen of pyrazole moiety and carbonyl acetyl group. Electronic spectra of the complexes indicate that the geometry of the metal center was six coordinate octahedral. In vitro antimicrobial activity

  Cu（II）（1），Ni（II）（2），Cr（III）（3）和Fe（III）（4）与3-乙酰基-4-苯甲酰基-1-苯基-1 H-吡唑的配合物（制备L 1）并进行结构表征。L 1的通常配位是通过吡唑部分的氮原子和羰基乙酰基实现的。配合物的电子光谱表明，金属中心的几何形状为六坐标八面体。根据对金黄色葡萄球菌（革兰氏阳性），大肠杆菌的抗菌作用，筛选了配体和复合化合物的体外抗菌活性。使用改良的Kirby-Bauer椎间盘扩散法和最低抑菌浓度（MIC）方法对黄曲霉菌和白色念珠菌具有（革兰氏阴性）和抗真菌作用。Ni（II）配合物（2）对白色念珠菌具有显着的抗真菌抑制作用，相当于标准抗真菌剂。为了继续我们的研究，通过向L 1中以不同形式添加4-氟-苯甲酰基部分以产生不同的配体3-乙酰基-4-（4-氟苯甲酰基）-1-苯基-1 H-吡唑（L 2）和3-[（3-乙酰基-1-苯基-1 H -4-吡唑基）羰基]