6-chloro-3-hydroxy-N'-(propan-2-ylidene)benzo[b]thiophene-2-carbohydrazide | 1393803-58-1

• 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-hydroxy-N'-(propan-2-ylidene)benzo[b]thiophene-2-carbohydrazide
• 英文别名: 6-chloro-3-hydroxy-N-(propan-2-ylideneamino)-1-benzothiophene-2-carboxamide
• CAS: 1393803-58-1
• 化学式: C₁₂H₁₁ClN₂O₂S
• 分子量: 282.751
• InChiKey: VEKQZZDIJXCULT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  89.9
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  4-氯-2-硝基苯甲酸甲酯 在 hydrazine hydrate 、 lithium hydroxide 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 5.0h， 生成 6-chloro-3-hydroxy-N'-(propan-2-ylidene)benzo[b]thiophene-2-carbohydrazide
  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.