5-methyl-4-(4-aminophenylaminophenylmethylene)-2-phenyl-2,4-dihydro-pyrazol-3-one | 118618-96-5

• 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: 5-methyl-4-(4-aminophenylaminophenylmethylene)-2-phenyl-2,4-dihydro-pyrazol-3-one
• 英文别名: 4-((4-aminophenyl)amino-(phenyl)methylene)-3-methyl-1-phenyl-1H-pyrazol-5(4H)-one；4-[(4-aminoanilino)-phenylmethylidene]-5-methyl-2-phenylpyrazol-3-one
• CAS: 118618-96-5
• 化学式: C₂₃H₂₀N₄O
• 分子量: 368.438
• InChiKey: WZWQWRCEGDRFFJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.51
• 重原子数：
  28.0
• 可旋转键数：
  4.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.04
• 拓扑面积：
  70.72
• 氢给体数：
  2.0
• 氢受体数：
  4.0

反应信息

• 作为产物：
  描述：

  对苯二胺 、 4-苯甲酰基-3-甲基-1-苯基-2-吡唑-5-酮 以 乙醇 为溶剂， 以78%的产率得到5-methyl-4-(4-aminophenylaminophenylmethylene)-2-phenyl-2,4-dihydro-pyrazol-3-one
  参考文献：
  名称：

  源自1-苯基-3-甲基-4-苯甲酰基-2-吡唑啉-5的四种新席夫碱化合物的合成，表征和抗菌活性

  摘要：

  设计并合成了四个新的席夫碱。5-甲基-4-（4-氨基苯基氨基-苯基-亚甲基）-2-苯基-2,4-二氢吡唑-3-酮（化合物1）和5-甲基-4-（2-氨基苯基氨基-苯基-亚甲基）基）-2-苯基-2,4-二氢吡唑-3-酮（化合物2）通过（PMBP）与1-苯基-3-甲基-4-苯甲酰基-2-吡唑啉-5-酮的合成相互作用ø对苯二胺和对苯二胺；4,4'-（1,2-亚苯基双（氮杂二烷基）双（苯基甲基亚芳基））双（3-甲基-1-苯基-1H-吡唑-5（4H）-1）（化合物3）和5-甲基-4通过化合物2的相互作用合成了-（苯基（2-（（（3-苯基亚芳基）氨基）苯基氨基）亚甲基）-2-苯基-2-，4-二氢吡唑-3-酮（化合物4）在乙醇培养基中分别加入PMBP和肉桂醛。标题化合物的分子结构首先通过单晶X射线衍射，质谱和元素分析进行​​表征。通过圆盘扩散法测试了标题化合物的抗菌活性（大肠杆菌，金黄色葡萄球菌和枯草芽孢杆菌）。

  DOI：

  10.1002/jhet.874

文献信息

• Crystal structure characterization as well as theoretical study of spectroscopic properties of novel Schiff bases containing pyrazole group
  作者：Jia Guo、Tiegang Ren、Jinglai Zhang、Guihui Li、Weijie Li、Lirong Yang

  DOI：10.1016/j.saa.2012.04.065

  日期：2012.9

  A series of novel Schiff bases containing pyrazole group were synthesized using 1-aryl-3-methyl-4-benzoyl-5-pyrazolone and phenylenediamine as the starting materials. All as-synthesized Schiff bases were characterized by means of NMR. FT-IR, and MS; and the molecular geometries of two Schiff bases as typical examples were determined by means of single crystal X-ray diffraction. In the meantime, the ultraviolet-visible light absorption spectra and fluorescent spectra of various as-synthesized products were also measured. Moreover, the B3LYP/6-1G(d,p) method was used for the optimization of the ground state geometry of the Schiff bases; and the spectroscopic properties of the products were computed and compared with corresponding experimental data based on cc-pVTZ basis set of TD-B3LYP method. It has been found that all as-synthesized Schiff bases show a remarkable absorption peak in a wavelength range of 270-370 nm; and their maximum emission peaks are around 344 nm and 332 nm, respectively. (C) 2012 Elsevier B.V. All rights reserved.
• Syntheses, Characterization, and Antibacterial Activities of Four New Schiff Base Compounds Derived from 1-Phenyl-3-methyl-4-benzoyl-2-pyrazolin-5-one
  作者：Chong-Bo Liu、Yuan Chen、Liu-Shui Yan、De-He Huang、Zhi-Qiang Xiong

  DOI：10.1002/jhet.874

  日期：2012.7

  Four new Schiff bases were designed and synthesized. 5‐Methyl‐4‐(4‐aminophenylamino‐phenyl‐methylene)‐2‐phenyl‐2,4‐dihydro‐pyrazol‐3‐one (compound 1) and 5‐methyl‐4‐(2‐aminophenylamino‐phenyl‐methylene)‐2‐phenyl‐2,4‐dihydro‐pyrazol‐3‐one (compound 2) were synthesized by interaction of 1‐phenyl‐3‐methyl‐4‐benzoyl‐2‐pyrazolin‐5‐one (PMBP) with o‐ and p‐phenylenediamine, respectively; 4,4′‐(1,2‐pheny

  设计并合成了四个新的席夫碱。5-甲基-4-（4-氨基苯基氨基-苯基-亚甲基）-2-苯基-2,4-二氢吡唑-3-酮（化合物1）和5-甲基-4-（2-氨基苯基氨基-苯基-亚甲基）基）-2-苯基-2,4-二氢吡唑-3-酮（化合物2）通过（PMBP）与1-苯基-3-甲基-4-苯甲酰基-2-吡唑啉-5-酮的合成相互作用ø对苯二胺和对苯二胺；4,4'-（1,2-亚苯基双（氮杂二烷基）双（苯基甲基亚芳基））双（3-甲基-1-苯基-1H-吡唑-5（4H）-1）（化合物3）和5-甲基-4通过化合物2的相互作用合成了-（苯基（2-（（（3-苯基亚芳基）氨基）苯基氨基）亚甲基）-2-苯基-2-，4-二氢吡唑-3-酮（化合物4）在乙醇培养基中分别加入PMBP和肉桂醛。标题化合物的分子结构首先通过单晶X射线衍射，质谱和元素分析进行​​表征。通过圆盘扩散法测试了标题化合物的抗菌活性（大肠杆菌，金黄色葡萄球菌和枯草芽孢杆菌）。