(E)-(2-((4-(2-(furan-3-yl)vinyl)phenyl)sulfonyl)ethyl)trimethylsilane | 1259295-39-0

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂醇
• 英文名称: (E)-(2-((4-(2-(furan-3-yl)vinyl)phenyl)sulfonyl)ethyl)trimethylsilane
• CAS: 1259295-39-0
• 化学式: C₁₇H₂₂O₃SSi
• 分子量: 334.511
• InChiKey: RPLUWRPPZSCLLM-SNAWJCMRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.56
• 重原子数：
  22.0
• 可旋转键数：
  6.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  47.28
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  (E)-(2-((4-(2-(furan-3-yl)vinyl)phenyl)sulfonyl)ethyl)trimethylsilane 在 四丁基氟化铵 作用下， 以 四氢呋喃 为溶剂， 生成
  参考文献：
  名称：

  Sulfonamide derivatives of styrylheterocycles as a potent inhibitor of COX-2-mediated prostaglandin E2 production

  摘要：

  The overproduction of prostaglandin E-2 (PGE(2)) plays an important role in a variety of pathophysiological processes including inflammation and carcinogenesis. Therefore, the modulation of PGE(2) production is a promising target in the design of chemotherapeutic agents. In the present study, the inhibitory effects of a series of styrylheterocycles having either a p-SO2NH2 or p-SO2Me group on the production of cyclooxygenase-2-mediated PGE(2) were evaluated in lipopolysaccharide-stimulated RAW264.7 murine macrophages. Among the series of styrylheterocycle derivatives, (E)-4-(2-(thiophen-3-yl)vinyl) benzenesulfonamide exhibited a potent inhibitory activity, with an IC50 value of 0.013 mu M. The inhibitory activity against the overproduction of PGE(2) by the active compound was found to be due in part to the suppression of COX-2 mRNA expression. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.09.136
• 作为产物：
  描述：

  碘甲基三甲基硅烷 、 (E)-3-(4-(methylsulfonyl)styryl)furan 在 lithium diisopropyl amide 作用下， 以 四氢呋喃 为溶剂， 以42%的产率得到(E)-(2-((4-(2-(furan-3-yl)vinyl)phenyl)sulfonyl)ethyl)trimethylsilane
  参考文献：
  名称：

  Sulfonamide derivatives of styrylheterocycles as a potent inhibitor of COX-2-mediated prostaglandin E2 production

  摘要：

  The overproduction of prostaglandin E-2 (PGE(2)) plays an important role in a variety of pathophysiological processes including inflammation and carcinogenesis. Therefore, the modulation of PGE(2) production is a promising target in the design of chemotherapeutic agents. In the present study, the inhibitory effects of a series of styrylheterocycles having either a p-SO2NH2 or p-SO2Me group on the production of cyclooxygenase-2-mediated PGE(2) were evaluated in lipopolysaccharide-stimulated RAW264.7 murine macrophages. Among the series of styrylheterocycle derivatives, (E)-4-(2-(thiophen-3-yl)vinyl) benzenesulfonamide exhibited a potent inhibitory activity, with an IC50 value of 0.013 mu M. The inhibitory activity against the overproduction of PGE(2) by the active compound was found to be due in part to the suppression of COX-2 mRNA expression. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.09.136