(E)-2-methoxy-4-(3-(3,4,5-trimethoxystyryl)-1H-pyrazol-5-yl)phenol | 1449290-30-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: (E)-2-methoxy-4-(3-(3,4,5-trimethoxystyryl)-1H-pyrazol-5-yl)phenol
• 英文别名: 2-methoxy-4-[5-[(E)-2-(3,4,5-trimethoxyphenyl)ethenyl]-1H-pyrazol-3-yl]phenol
• CAS: 1449290-30-5
• 化学式: C₂₁H₂₂N₂O₅
• 分子量: 382.416
• InChiKey: FWHVIFWWQCNTBU-FNORWQNLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  28
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  85.8
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  (E)-1-(4-hydroxy-3-methoxyphenyl)-5-(3,4,5-trimethoxyphenyl)pent-4-ene-1,3-dione 在 一水合肼 、 溶剂黄146 作用下， 以83%的产率得到(E)-2-methoxy-4-(3-(3,4,5-trimethoxystyryl)-1H-pyrazol-5-yl)phenol
  参考文献：
  名称：

  Synthesis and tubulin-binding properties of non-symmetrical click C5-curcuminoids

  摘要：

  A click-type entry into shortened curcuminoids of the diarylpentanoid type has been developed. The reaction is ideally suited to generate non-symmetrical analogues of curcumin, a class of natural products difficult to access but of growing biomedical relevance and special mechanistic interest to investigate the unique binding mode of curcumin to tubulin. Investigation of a series of click diarylpentane curcuminoids and their pyrazole adducts in various cellular tubulin functional assays validated this class of compounds as a novel type of anti-mitotic agents, evidencing structure-activity relationships, and identifying the pyrazole adduct 4k as a promising lead. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2013.05.053