5-(2-(4-methylpiperazin-1-yl)acetamido)benzo[b]thiophene-2-carboxylic acid

• 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-(4-methylpiperazin-1-yl)acetamido)benzo[b]thiophene-2-carboxylic acid
• 英文别名: 5-[[2-(4-methylpiperazin-1-yl)acetyl]amino]-1-benzothiophene-2-carboxylic acid
• 化学式: C₁₆H₁₉N₃O₃S
• 分子量: 333.411
• InChiKey: AEWVPBCBYXOXAM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.4
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  101
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  N-甲基哌嗪 、 5-(2-chloroacetamido)benzo[b]thiophene-2-carboxylic acid 在 三乙胺 作用下， 以 1,4-二氧六环 为溶剂， 反应 12.0h， 以84%的产率得到5-(2-(4-methylpiperazin-1-yl)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

文献信息

• Synthesis and biological evaluation of 5-substituted benzo[b]thiophene derivatives as anti-inflammatory agents
  作者：Mohamed A. A. Radwan、Marwa A. Shehab、Siham M. El-Shenawy

  DOI：10.1007/s00706-008-0067-5

  日期：2009.4

  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.