(E)-2,4,6-trimethoxystyryl 2-hydroxyphenyl sulfone | 847258-52-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: (E)-2,4,6-trimethoxystyryl 2-hydroxyphenyl sulfone
• CAS: 847258-52-0
• 化学式: C₁₇H₁₈O₆S
• 分子量: 350.392
• InChiKey: MSVDGWFGDXNMHQ-CMDGGOBGSA-N

物化性质

• 熔点：
  132-134 °C
• 沸点：
  592.2±50.0 °C(Predicted)
• 密度：
  1.295±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.86
• 重原子数：
  24.0
• 可旋转键数：
  6.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  82.06
• 氢给体数：
  1.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  (E)-2,4,6-trimethoxystyryl 2-hydroxyphenyl sulfone 、 乙酸酐 在 吡啶 作用下， 以 二氯甲烷 为溶剂， 反应 6.0h， 以83%的产率得到
  参考文献：
  名称：

  Design, synthesis, and biological evaluation of (E)- and (Z)-styryl-2-acetoxyphenyl sulfides and sulfones as cyclooxygenase-2 inhibitors

  摘要：

  A new series of styryl acetoxyphenyl sulfides and sulfones possessing (E)- and (Z)-configurations were designed and prepared by stereospecific syntheses. All these compounds were evaluated for their ability to inhibit COX-2 enzyme in vitro. Structure-activity relationship studies on these compounds revealed that only sulfides with (Z)-configuration have potential COX-2 inhibitory activity. This inactivation of the enzyme is believed to be due to the selective covalent modification of COX-2 by the inhibitors. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2004.12.005
• 作为产物：
  描述：

  2-羟基苯硫酚 在 哌啶 、 sodium hydroxide 、 双氧水 、 溶剂黄146 、 苯甲酸 作用下， 以 甲醇 、 甲苯 为溶剂， 反应 25.0h， 生成 (E)-2,4,6-trimethoxystyryl 2-hydroxyphenyl sulfone
  参考文献：
  名称：

  Design, synthesis, and biological evaluation of (E)- and (Z)-styryl-2-acetoxyphenyl sulfides and sulfones as cyclooxygenase-2 inhibitors

  摘要：

  A new series of styryl acetoxyphenyl sulfides and sulfones possessing (E)- and (Z)-configurations were designed and prepared by stereospecific syntheses. All these compounds were evaluated for their ability to inhibit COX-2 enzyme in vitro. Structure-activity relationship studies on these compounds revealed that only sulfides with (Z)-configuration have potential COX-2 inhibitory activity. This inactivation of the enzyme is believed to be due to the selective covalent modification of COX-2 by the inhibitors. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2004.12.005