(Z)-N'-((1,3-diphenyl-1H-pyrazol-4-yl)methylene)-2-hydroxybenzohydrazide | 1552291-94-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: (Z)-N'-((1,3-diphenyl-1H-pyrazol-4-yl)methylene)-2-hydroxybenzohydrazide
• 英文别名: N-[(Z)-(1,3-diphenylpyrazol-4-yl)methylideneamino]-2-hydroxybenzamide
• CAS: 1552291-94-7
• 化学式: C₂₃H₁₈N₄O₂
• 分子量: 382.422
• InChiKey: WEPLRXBIMCZCCO-IWIPYMOSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  29
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  79.5
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  N-(1-phenylethylidene)phenylhydrazine 在 三氯氧磷 作用下， 以 乙醇 为溶剂， 反应 10.0h， 生成 (Z)-N'-((1,3-diphenyl-1H-pyrazol-4-yl)methylene)-2-hydroxybenzohydrazide
  参考文献：
  名称：

  Synthesis, biological evaluation, and molecular docking studies of pyrazolyl-acylhydrazone derivatives as novel anticancer agents

  摘要：

  A series of pyrazolyl-acylhydrazone derivatives (1e-20e) have been designed and synthesized and their biologic activities were also evaluated for telomerase inhibition and tumor cell antiproliferation. Among all the compounds, 12e showed the most potent activity in vitro, which inhibited the growth of MCF-7 and B16-F10 cell lines with IC50 values of 0.57 +/- A 0.03 and 0.49 +/- A 0.07 mu M, respectively. Compound 12e also exhibited significant telomerase inhibitory activity (IC50 = 1.9 +/- A 0.43 mu M). The result of flow cytometry demonstrated that compound 12e induced cell apoptosis. Docking simulation was performed to insert compound 12e into the crystal structure of telomerase at ATP binding site to determine the probable binding model. Based on the preliminary results, compound 12e with potent inhibitory activity in tumor growth may be a potential anticancer agent.

  DOI：

  10.1007/s00044-014-0909-0

文献信息

• Synthesis, biological evaluation, and molecular docking studies of pyrazolyl-acylhydrazone derivatives as novel anticancer agents
  作者：Man Xing、Ting-Ting Zhao、Yu-Jia Ren、Na-Na Peng、Xian-Hui Yang、Xi Li、Hui Zhang、Gao-Qi Liu、Li-Rong Zhang、Hai-Liang Zhu

  DOI：10.1007/s00044-014-0909-0

  日期：2014.7

  A series of pyrazolyl-acylhydrazone derivatives (1e-20e) have been designed and synthesized and their biologic activities were also evaluated for telomerase inhibition and tumor cell antiproliferation. Among all the compounds, 12e showed the most potent activity in vitro, which inhibited the growth of MCF-7 and B16-F10 cell lines with IC50 values of 0.57 +/- A 0.03 and 0.49 +/- A 0.07 mu M, respectively. Compound 12e also exhibited significant telomerase inhibitory activity (IC50 = 1.9 +/- A 0.43 mu M). The result of flow cytometry demonstrated that compound 12e induced cell apoptosis. Docking simulation was performed to insert compound 12e into the crystal structure of telomerase at ATP binding site to determine the probable binding model. Based on the preliminary results, compound 12e with potent inhibitory activity in tumor growth may be a potential anticancer agent.