(E)-5-phenyl-3-(3,4,5-trimethoxystyryl)-1H-pyrazole | 1449290-20-3

• 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)-5-phenyl-3-(3,4,5-trimethoxystyryl)-1H-pyrazole
• 英文别名: 3-phenyl-5-[(E)-2-(3,4,5-trimethoxyphenyl)ethenyl]-1H-pyrazole
• CAS: 1449290-20-3
• 化学式: C₂₀H₂₀N₂O₃
• 分子量: 336.39
• InChiKey: UTUFDBVNXLLHKI-MDZDMXLPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  25
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  56.4
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  (E)-1-phenyl-5-(3,4,5-trimethoxyphenyl)pent-4-ene-1,3-dione 在 一水合肼 、 溶剂黄146 作用下， 以75%的产率得到(E)-5-phenyl-3-(3,4,5-trimethoxystyryl)-1H-pyrazole
  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