[2-[(E)-2-phenylethenyl]sulfanylphenyl] acetate | 847258-36-0

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: [2-[(E)-2-phenylethenyl]sulfanylphenyl] acetate
• CAS: 847258-36-0
• 化学式: C₁₆H₁₄O₂S
• 分子量: 270.352
• InChiKey: CNPKTIFLHWLESM-VAWYXSNFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  19
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  51.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  [2-[(E)-2-phenylethenyl]sulfanylphenyl] acetate 在 双氧水 、 溶剂黄146 作用下， 反应 16.0h， 以81%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 吡啶 、 manganese triacetate 、 溶剂黄146 作用下， 以 二氯甲烷 为溶剂， 反应 6.03h， 生成 [2-[(E)-2-phenylethenyl]sulfanylphenyl] acetate
  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