6-chloro-3-hydroxybenzo[b]thiophene-2-carboxylic acid | 1393803-55-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻吩类
• 英文名称: 6-chloro-3-hydroxybenzo[b]thiophene-2-carboxylic acid
• 英文别名: 6-chloro-3-hydroxy-1-benzothiophene-2-carboxylic acid
• CAS: 1393803-55-8
• 化学式: C₉H₅ClO₃S
• 分子量: 228.656
• InChiKey: HYDDMVANLIFXSD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  85.8
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  4-氯-2-硝基苯甲酸 在 硫酸 、 potassium tert-butylate 、 lithium hydroxide 作用下， 以 二甲基亚砜 、 N,N-二甲基甲酰胺 为溶剂， 生成 6-chloro-3-hydroxybenzo[b]thiophene-2-carboxylic acid
  参考文献：
  名称：

  Efficient synthesis and 5-LOX/COX-inhibitory activity of some 3-hydroxybenzo[b]thiophene-2-carboxylic acid derivatives

  摘要：

  A series of 3-hydroxybenzo[b]thiophene-2-carboxylic acid derivatives has been prepared and subsequently evaluated with regards to the inhibition of 5-LOX/COX. Structure optimization furnished derivatives with promising in vitro activity as dual 5-LOX/COX inhibitors with submicromolar IC50 values for inhibition of 5-LOX and COX-1, respectively. (c) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.06.012

文献信息

• Efficient synthesis and 5-LOX/COX-inhibitory activity of some 3-hydroxybenzo[b]thiophene-2-carboxylic acid derivatives
  作者：Finn K. Hansen、Mehdi Khankischpur、Ibrahim Tolaymat、Renata Mesaros、Gerd Dannhardt、Detlef Geffken

  DOI：10.1016/j.bmcl.2012.06.012

  日期：2012.8

  A series of 3-hydroxybenzo[b]thiophene-2-carboxylic acid derivatives has been prepared and subsequently evaluated with regards to the inhibition of 5-LOX/COX. Structure optimization furnished derivatives with promising in vitro activity as dual 5-LOX/COX inhibitors with submicromolar IC50 values for inhibition of 5-LOX and COX-1, respectively. (c) 2012 Elsevier Ltd. All rights reserved.