(E)-5-nitro-3-[[4-(sulfamoyl)phenyl]methylene]indolin-2-one | 1261153-02-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (E)-5-nitro-3-[[4-(sulfamoyl)phenyl]methylene]indolin-2-one
• 英文别名: E-5-Nitro-3-[[4-(sulfamoyl)phenyl]methylene]-indolin-2-one；4-[(E)-(5-nitro-2-oxo-1H-indol-3-ylidene)methyl]benzenesulfonamide
• CAS: 1261153-02-9
• 化学式: C₁₅H₁₁N₃O₅S
• 分子量: 345.335
• InChiKey: FNXWBQDDYCIBFS-NTUHNPAUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  24
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  144
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  4-[双(乙酰氧基)甲基]苯磺酰胺 在 硫酸 、 水 、 sodium acetate 作用下， 以 甲醇 、 溶剂黄146 为溶剂， 反应 4.0h， 生成 (E)-5-nitro-3-[[4-(sulfamoyl)phenyl]methylene]indolin-2-one
  参考文献：
  名称：

  Synthesis and biological evaluation of 3-[4-(amino/methylsulfonyl)phenyl]methylene-indolin-2-one derivatives as novel COX-1/2 and 5-LOX inhibitors

  摘要：

  Fourteen new 3-[4-(amino/methylsulfonyl) phenyl]methylene-indolin-2-one derivatives were synthesized. Six compounds displayed potent inhibitory activities against COX-1/2 and 5-LOX with IC(50) in the range of 0.10-9.87 mu M. Particularly, 10f exhibited well balanced inhibitory action on these enzymes (IC(50) = 0.10-0.56 mu M). More importantly, 10f and several other compounds had comparable or stronger anti-inflammatory and analgesic activities, but better gastric tolerability in vivo, as compared with darbufelone mesilate and tenidap sodium. Therefore, our findings may aid in the design of new and safe anti-inflammatory reagents for the intervention of painful inflammatory diseases, such as rheumatoid arthritis at clinic. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.10.056

文献信息

• Synthesis and biological evaluation of 3-[4-(amino/methylsulfonyl)phenyl]methylene-indolin-2-one derivatives as novel COX-1/2 and 5-LOX inhibitors
  作者：Yisheng Lai、Lin Ma、Wenxing Huang、Xing Yu、Yihua Zhang、Hui Ji、Jide Tian

  DOI：10.1016/j.bmcl.2010.10.056

  日期：2010.12

  Fourteen new 3-[4-(amino/methylsulfonyl) phenyl]methylene-indolin-2-one derivatives were synthesized. Six compounds displayed potent inhibitory activities against COX-1/2 and 5-LOX with IC(50) in the range of 0.10-9.87 mu M. Particularly, 10f exhibited well balanced inhibitory action on these enzymes (IC(50) = 0.10-0.56 mu M). More importantly, 10f and several other compounds had comparable or stronger anti-inflammatory and analgesic activities, but better gastric tolerability in vivo, as compared with darbufelone mesilate and tenidap sodium. Therefore, our findings may aid in the design of new and safe anti-inflammatory reagents for the intervention of painful inflammatory diseases, such as rheumatoid arthritis at clinic. (C) 2010 Elsevier Ltd. All rights reserved.