3-(4-acetoxyphenyl)-4-(4-methanesulfonylphenyl)furan-2,5.dione | 1082068-57-2

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: 3-(4-acetoxyphenyl)-4-(4-methanesulfonylphenyl)furan-2,5.dione
• 英文别名: 4-(4-(4-(Methylsulfonyl)phenyl)-2,5-dioxo-2,5-dihydrofuran-3-yl)phenyl acetate；[4-[4-(4-methylsulfonylphenyl)-2,5-dioxofuran-3-yl]phenyl] acetate
• CAS: 1082068-57-2
• 化学式: C₁₉H₁₄O₇S
• 分子量: 386.382
• InChiKey: SGDZIHAQLUJVRO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  27
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  112
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  [4-[4-(4-Methylsulfanylphenyl)-2,5-dioxofuran-3-yl]phenyl] acetate 在 间氯过氧苯甲酸 作用下， 以 二氯甲烷 为溶剂， 生成 3-(4-acetoxyphenyl)-4-(4-methanesulfonylphenyl)furan-2,5.dione
  参考文献：
  名称：

  Synthesis and PGE2 production inhibition of 1H-furan-2,5-dione and 1H-pyrrole-2,5-dione derivatives

  摘要：

  3,4-Diphenyl-substituted 1H-furan-2,5-dione and 1H-pyrrole-2,5-dione derivatives were synthesized and evaluated for the inhibitory activities on LPS-induced PGE(2) production in RAW 264.7 macrophage cells. Both 1H-furan-2,5-dione and 1H-pyrrole-2,5-dione rings as main scaffolds were easily obtained using one of three synthetic methods. Among the compounds investigated, 1H-3-(4-sulfamoylphenyl)-4-phenyl-pyrrole-2,5-dione (6l) showed a strong inhibitory activity (IC50 = 0.61 mu M) of PGE(2) production. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.11.067

文献信息

• [EN] CYCLOOXYGENASE-2 INHIBITORS<br/>[FR] INHIBITEURS DE LA CYCLOOXYGÉNASE-2
  申请人：UNIV KYUNG HEE UNIV IND COOP GROUP

  公开号：WO2008140251A2

  公开（公告）日：2008-11-20

  [EN] The present invention relates to lH-pyrrole or furan-2,5dione derivatives and a pharmaceutical composition for inhibiting cyclooxygenase-2(COX-2), more specifically for treating or preventing inflammation, an allergic disorder, inflammatory dermatosis, an immunologic disorder, a neurodegenerative disorder, arthritis, pain or fever comprising the same.
  [FR] L'invention porte sur des dérivées du IH-pyrrole ou du furan-2,5dione et sur une composition pharmaceutique inhibitrice de la cyclooxygénase-2 (COX-2), et plus spécifiquement sur une telle composition traitant ou prévenant l'inflammation, les troubles allergiques, la dermatose inflammatoire, les troubles immunologiques, les troubles neurodégénératifs, l'arthrite, la douleur ou la fièvre.
• Synthesis and PGE2 production inhibition of 1H-furan-2,5-dione and 1H-pyrrole-2,5-dione derivatives
  作者：Jong Taik Moon、Ji Young Jeon、Hang Ah Park、Young-Soo Noh、Kyung-Tae Lee、Jungahn Kim、Dong Joon Choo、Jae Yeol Lee

  DOI：10.1016/j.bmcl.2009.11.067

  日期：2010.1

  3,4-Diphenyl-substituted 1H-furan-2,5-dione and 1H-pyrrole-2,5-dione derivatives were synthesized and evaluated for the inhibitory activities on LPS-induced PGE(2) production in RAW 264.7 macrophage cells. Both 1H-furan-2,5-dione and 1H-pyrrole-2,5-dione rings as main scaffolds were easily obtained using one of three synthetic methods. Among the compounds investigated, 1H-3-(4-sulfamoylphenyl)-4-phenyl-pyrrole-2,5-dione (6l) showed a strong inhibitory activity (IC50 = 0.61 mu M) of PGE(2) production. (C) 2009 Elsevier Ltd. All rights reserved.