5-(3-hydroxy-4-methoxyphenyl)-4-(3,4,5-trimethoxyphenyl)-1,2-dihydro-3H-pyrazol-3-one | 1228170-12-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 5-(3-hydroxy-4-methoxyphenyl)-4-(3,4,5-trimethoxyphenyl)-1,2-dihydro-3H-pyrazol-3-one
• 英文别名: 1,2-dihydro-5-(3-hydroxy-4-methoxyphenyl)-4-(3,4,5-trimethoxyphenyl)pyrazol-3-one；5-(3-Hydroxy-4-methoxyphenyl)-4-(3,4,5-trimethoxyphenyl)-1,2-dihydropyrazol-3-one
• CAS: 1228170-12-4
• 化学式: C₁₉H₂₀N₂O₆
• 分子量: 372.378
• InChiKey: YFVBBVCSJWJGEJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  27
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  98.3
• 氢给体数：
  3
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  (E)-3-(3’-hydroxy-4’-methoxyphenyl)-2-(3”,4”,5”-trimethoxyphenyl)-2-propenoic acid 在 对甲苯磺酸 、 一水合肼 作用下， 以 正丁醇 为溶剂， 反应 60.0h， 生成 5-(3-hydroxy-4-methoxyphenyl)-4-(3,4,5-trimethoxyphenyl)-1,2-dihydro-3H-pyrazol-3-one
  参考文献：
  名称：

  Synthesis,characterization and biological activities of nitrogen-containing Combretastatin A-4 derivatives

  摘要：

  DOI：

  10.1007/s00044-022-02969-w

文献信息

• Pyrazolone-fused combretastatins and their precursors: synthesis, cytotoxicity, antitubulin activity and molecular modeling studies
  作者：Bojan Burja、Tamara Čimbora-Zovko、Sanja Tomić、Tihana Jelušić、Marijan Kočevar、Slovenko Polanc、Maja Osmak

  DOI：10.1016/j.bmc.2010.03.006

  日期：2010.4

  A series of pyrazolone-fused combretastatins and precursors were synthesized and their cytotoxicity as well as antitubulin potential was evaluated. The hydrazide 9f and the pyrazolone-fused combretastatins 12a, 12b and 12c were highly cytotoxic against various tumor cell lines including cisplatin resistant cells. The same compounds were also the best inhibitors of tubulin polymerization. Molecular modeling results showed that they bind the colchicine binding site at the tubulin heterodimer. The hydrazide 9f arrested HeLa cells in the G2/M phase of the cell cycle and strongly affected cell shape and microtubule network. (C) 2010 Elsevier Ltd. All rights reserved.
• Synthesis,characterization and biological activities of nitrogen-containing Combretastatin A-4 derivatives
  作者：Hui Tang、Yunli Liu、Hui Nie、Kangyan Xue、Jinwen Huang、Fanhong Wu

  DOI：10.1007/s00044-022-02969-w

  日期：2022.12