4-{[(6,8-dibromo-2-ethoxy-4-oxo-2H-chromen-3(4H)-ylidene)methyl]amino}benzenesulfonamide

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: 4-{[(6,8-dibromo-2-ethoxy-4-oxo-2H-chromen-3(4H)-ylidene)methyl]amino}benzenesulfonamide
• 英文别名: 4-[(6,8-dibromo-2-ethoxy-4-oxochromen-3-ylidene)methylamino]benzenesulfonamide
• 化学式: C₁₈H₁₆Br₂N₂O₅S
• 分子量: 532.209
• InChiKey: BMWXCQVVGGWPAJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.79
• 重原子数：
  28.0
• 可旋转键数：
  5.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  107.72
• 氢给体数：
  2.0
• 氢受体数：
  6.0

反应信息

• 作为产物：
  描述：

  、 磺胺 在 对甲苯磺酸 作用下， 以 乙醇 为溶剂， 反应 3.5h， 生成 4-{[(6,8-dibromo-2-ethoxy-4-oxo-2H-chromen-3(4H)-ylidene)methyl]amino}benzenesulfonamide
  参考文献：
  名称：

  Chromone containing sulfonamides as potent carbonic anhydrase inhibitors

  摘要：

  A series of sulfonamide derivatives incorporating substituted 3-formylchromone moieties were investigated for the inhibition of three human carbonic anhydrase (hCA, EC 4.2.1.1) isoforms, hCA I, II, and VI. All these compounds, together with the clinically used sulfonamide acetazolamide, were investigated as inhibitors of the physiologically relevant isozymes I, II (cytosolic), and VI (secreted isoform). These sulfonamides showed effective inhibition against all these isoforms with K's in the range of 0.228 to 118 mu M. Such molecules can be used as leads for discovery of novel effective CA inhibitors against other isoforms with medicinal chemistry applications.

  DOI：

  10.3109/14756366.2011.614607

文献信息

• Discovery of new chromone containing sulfonamides as potent inhibitors of bovine cytosolic carbonic anhydrase
  作者：Mariya al-Rashida、Muhammad Ashraf、Bushra Hussain、Saeed Ahmad Nagra、Ghulam Abbas

  DOI：10.1016/j.bmc.2011.04.040

  日期：2011.6

  Series of chromone containing sulfonamides were prepared by the reaction of (un)substituted 3-formylchromones with 3-aminobenzenesulfonamide and 4-aminobenzenesulfonamide. Bovine carbonic anhydrase (bCA) inhibitory activity of these newly synthesized compounds was determined. All compounds were active and possessed excellent bCA inhibitory activities with IC50 values ranged between 4.31 +/- 0.001 and 29.12 +/- 0.008 mu mol. Compounds derived from 6-fluoro-3-formylchromones were the most active. (C) 2011 Elsevier Ltd. All rights reserved.
• Chromone containing sulfonamides as potent carbonic anhydrase inhibitors
  作者：Deniz Ekinci、Mariya al-Rashida、Ghulam Abbas、Murat Şentürk、Claudiu T. Supuran

  DOI：10.3109/14756366.2011.614607

  日期：2012.10.1

  A series of sulfonamide derivatives incorporating substituted 3-formylchromone moieties were investigated for the inhibition of three human carbonic anhydrase (hCA, EC 4.2.1.1) isoforms, hCA I, II, and VI. All these compounds, together with the clinically used sulfonamide acetazolamide, were investigated as inhibitors of the physiologically relevant isozymes I, II (cytosolic), and VI (secreted isoform). These sulfonamides showed effective inhibition against all these isoforms with K's in the range of 0.228 to 118 mu M. Such molecules can be used as leads for discovery of novel effective CA inhibitors against other isoforms with medicinal chemistry applications.