4'-(4-nitrobenzenesulfonyloxy)-4-hydroxychalcone | 1032476-43-9

• 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: 4'-(4-nitrobenzenesulfonyloxy)-4-hydroxychalcone
• 英文别名: [4-[3-(4-Hydroxyphenyl)prop-2-enoyl]phenyl] 4-nitrobenzenesulfonate；[4-[3-(4-hydroxyphenyl)prop-2-enoyl]phenyl] 4-nitrobenzenesulfonate
• CAS: 1032476-43-9
• 化学式: C₂₁H₁₅NO₇S
• 分子量: 425.419
• InChiKey: GUJLYYUKRFVSOZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  30
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  135
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  4-acetylphenyl 4-nitrobenzenesulfonate 、 对羟基苯甲醛 在 硫酸 作用下， 以 甲醇 为溶剂， 反应 24.0h， 生成 4'-(4-nitrobenzenesulfonyloxy)-4-hydroxychalcone
  参考文献：
  名称：

  Chemoselective regulation of TREK2 channel: Activation by sulfonate chalcones and inhibition by sulfonamide chalcones

  摘要：

  Although it has not been extensively studied, a significant volume of literature suggests that TREK2 will probably turn out to be an important channel in charge of tuning neuronal transmitter and hormone levels. Thus, pharmacological tools which can manipulate this channel, such as selective agonists are essential both in drug design and to further our understanding of this system. Our investigations have shown that sulfonate ('O') chalcone and sulfonamide ('N') chalcones regulate the TREK2 channel in remarkably different ways: sulfonamide chalcone 5 behaved as an inhibitor with an IC(50) of 62 mu M, whereas the sulfonate analogue 11 activated TREK2 with EC(50) value of 167 mu M. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.05.033

文献信息

• Chemoselective regulation of TREK2 channel: Activation by sulfonate chalcones and inhibition by sulfonamide chalcones
  作者：Eun-Jin Kim、Hyung Won Ryu、Marcus J. Curtis-Long、Jaehee Han、Jun Young Kim、Jung Keun Cho、Dawon Kang、Ki Hun Park

  DOI：10.1016/j.bmcl.2010.05.033

  日期：2010.7

  Although it has not been extensively studied, a significant volume of literature suggests that TREK2 will probably turn out to be an important channel in charge of tuning neuronal transmitter and hormone levels. Thus, pharmacological tools which can manipulate this channel, such as selective agonists are essential both in drug design and to further our understanding of this system. Our investigations have shown that sulfonate ('O') chalcone and sulfonamide ('N') chalcones regulate the TREK2 channel in remarkably different ways: sulfonamide chalcone 5 behaved as an inhibitor with an IC(50) of 62 mu M, whereas the sulfonate analogue 11 activated TREK2 with EC(50) value of 167 mu M. (C) 2010 Elsevier Ltd. All rights reserved.