N-(4-methoxyphenyl)-1,3-diphenyl-1H-pyrazole-4-carboxamide | 372098-48-1

• 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: N-(4-methoxyphenyl)-1,3-diphenyl-1H-pyrazole-4-carboxamide
• 英文别名: N-(4-methoxyphenyl)-1,3-diphenylpyrazole-4-carboxamide
• CAS: 372098-48-1
• 化学式: C₂₃H₁₉N₃O₂
• 分子量: 369.423
• InChiKey: VTEGVBWCDVPAHR-UHFFFAOYSA-N

物化性质

• 沸点：
  510.7±45.0 °C(Predicted)
• 密度：
  1.18±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  28
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.04
• 拓扑面积：
  56.2
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  1,3-二苯-1H-吡唑-4-甲醛 在 4-二甲氨基吡啶 、 sodium chlorite 、 氨基磺酸 、 potassium carbonate 作用下， 以 二氯甲烷 、 丙酮 为溶剂， 反应 17.0h， 生成 N-(4-methoxyphenyl)-1,3-diphenyl-1H-pyrazole-4-carboxamide
  参考文献：
  名称：

  Synthesis, biological evaluation, and molecular docking studies of N,1,3-triphenyl-1H-pyrazole-4-carboxamide derivatives as anticancer agents

  摘要：

  A series of N,1,3-triphenyl-1H-pyrazole-4-carboxamide derivatives have been designed, synthesized and evaluated for their potential antiproliferation activity and Aurora-A kinase inhibitory activity. Among all the compounds, compound 10e possessed the most potent biological activity against HCT116 and MCF-7 cell lines with IC50 values of 0.39 +/- 0.06 mu M and 0.46 +/- 0.04 mu M, respectively, which were comparable to the positive control. Compound 10e also exhibited significant Aurora-A kinase inhibitory activity (IC50 = 0.16 +/- 0.03 mu M). Docking simulation was performed to position compound 10e into the active site of Aurora-A kinase, in order to get the probable binding model for further study. The results of Westernblot assay demonstrated that compound 10e possessed good Aurora-A kinase inhibitory activity against HCT116. Based on the preliminary results, it is deduced that compound 10e with potent Aurora-A kinase inhibitory activity may be a potential anticancer agent. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.04.066

文献信息

• Synthesis, biological evaluation, and molecular docking studies of N,1,3-triphenyl-1H-pyrazole-4-carboxamide derivatives as anticancer agents
  作者：Xi Li、Xiang Lu、Man Xing、Xian-Hui Yang、Ting-Ting Zhao、Hai-Bin Gong、Hai-Liang Zhu

  DOI：10.1016/j.bmcl.2012.04.066

  日期：2012.6

  A series of N,1,3-triphenyl-1H-pyrazole-4-carboxamide derivatives have been designed, synthesized and evaluated for their potential antiproliferation activity and Aurora-A kinase inhibitory activity. Among all the compounds, compound 10e possessed the most potent biological activity against HCT116 and MCF-7 cell lines with IC50 values of 0.39 +/- 0.06 mu M and 0.46 +/- 0.04 mu M, respectively, which were comparable to the positive control. Compound 10e also exhibited significant Aurora-A kinase inhibitory activity (IC50 = 0.16 +/- 0.03 mu M). Docking simulation was performed to position compound 10e into the active site of Aurora-A kinase, in order to get the probable binding model for further study. The results of Westernblot assay demonstrated that compound 10e possessed good Aurora-A kinase inhibitory activity against HCT116. Based on the preliminary results, it is deduced that compound 10e with potent Aurora-A kinase inhibitory activity may be a potential anticancer agent. (C) 2012 Elsevier Ltd. All rights reserved.