2'-hydroxy-4-trifluoromethoxychalcone | 1148010-38-1

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 英文名称: 2'-hydroxy-4-trifluoromethoxychalcone
• 英文别名: (E)-1-(2-hydroxyphenyl)-3-[4-(trifluoromethoxy)phenyl]prop-2-en-1-one
• CAS: 1148010-38-1
• 化学式: C₁₆H₁₁F₃O₃
• 分子量: 308.257
• InChiKey: RXOJRLOCWFQLHJ-JXMROGBWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  对三氟甲氧基苯甲醛 、 2'-羟基苯乙酮 在 氢氧化钾 作用下， 以 甲醇 为溶剂， 反应 12.0h， 以68%的产率得到2'-hydroxy-4-trifluoromethoxychalcone
  参考文献：
  名称：

  Inhibitory activity of prostaglandin E2 production by the synthetic 2′-hydroxychalcone analogues: Synthesis and SAR study

  摘要：

  A series of 2'-hydroxychalcones has been synthesized and screened for their in vitro inhibitory activities of cyclooxygenase-2 catalyzed prostaglandin production from lipopolysaccharide-treated RAW 264.7 cells. Structure-activity relationship study suggested that inhibitory activity against prostaglandin E-2 production was governed to a greater extent by the substituent on B ring of the chalcone, and most of the active compounds have at least two methoxy or benzyloxy groups on B ring. The relationship between chalcone structures and their PGE(2) inhibitory activities was also interpreted by docking study on cyclooxygenase-2. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.02.001