5-[2-(2-hydroxyethylamino)acetamido]benzo[b]thiophene-2-carboxylic acid | 1187022-04-3

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 5-[2-(2-hydroxyethylamino)acetamido]benzo[b]thiophene-2-carboxylic acid
• 英文别名: 5-[[2-(2-hydroxyethylamino)acetyl]amino]-1-benzothiophene-2-carboxylic acid
• CAS: 1187022-04-3
• 化学式: C₁₃H₁₄N₂O₄S
• 分子量: 294.331
• InChiKey: GKXYKPKPYOSXPO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.4
• 重原子数：
  20
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  127
• 氢给体数：
  4
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  5-(2-chloroacetamido)benzo[b]thiophene-2-carboxylic acid 、 C.I.酸性橙108 在 三乙胺 作用下， 以 1,4-二氧六环 为溶剂， 反应 8.0h， 以68%的产率得到5-[2-(2-hydroxyethylamino)acetamido]benzo[b]thiophene-2-carboxylic acid
  参考文献：
  名称：

  Synthesis and biological evaluation of 5-substituted benzo[b]thiophene derivatives as anti-inflammatory agents

  摘要：

  5-Aminobenzo[b]thiophene-2-carboxylic acid was converted to the corresponding 5-(2-chloroacetamido)benzo[b]thiophene-2-carboxylic acid by reaction with chloroacetyl chloride. This acetamido product was treated with different alkyl, cycloalkyl, aryl, and heterocyclic amines to afford a series of C5-substituted benzo[b]thiophenes. These compounds were found to possess potent anti-inflammatory activity.

  DOI：

  10.1007/s00706-008-0067-5