4-{[(2-ethoxy-4-oxo-2H-chromen-3(4H)-ylidene)methyl]amino}benzenesulfonamide | 1204650-14-5

• 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-{[(2-ethoxy-4-oxo-2H-chromen-3(4H)-ylidene)methyl]amino}benzenesulfonamide
• 英文别名: hCA inhibitor, 1；4-[[(Z)-(2-ethoxy-4-oxochromen-3-ylidene)methyl]amino]benzenesulfonamide
• CAS: 1204650-14-5
• 化学式: C₁₈H₁₈N₂O₅S
• 分子量: 374.417
• InChiKey: AVQUFASKLOBGCJ-RVDMUPIBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  26
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  116
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  乙醇 、 色酮-3-甲醛 、 磺胺 在 对甲苯磺酸 作用下， 以85%的产率得到4-{[(2-ethoxy-4-oxo-2H-chromen-3(4H)-ylidene)methyl]amino}benzenesulfonamide
  参考文献：
  名称：

  Discovery of new chromone containing sulfonamides as potent inhibitors of bovine cytosolic carbonic anhydrase

  摘要：

  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.

  DOI：

  10.1016/j.bmc.2011.04.040