2-(2,5-dichlorothiophen-3-yl)-2-oxoethyl acetate | 913523-79-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-(2,5-dichlorothiophen-3-yl)-2-oxoethyl acetate
• 英文别名: [2-(2,5-Dichlorothiophen-3-yl)-2-oxoethyl] acetate
• CAS: 913523-79-2
• 化学式: C₈H₆Cl₂O₃S
• mdl: MFCD01566220
• 分子量: 253.106
• InChiKey: IWWQXASKBITSNW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  71.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  乙酸酐 、 2-chloro-1-(2,5-dichlorothiophen-3-yl) ethanone 在 sodium acetate 、 溶剂黄146 作用下， 反应 5.0h， 以91%的产率得到2-(2,5-dichlorothiophen-3-yl)-2-oxoethyl acetate
  参考文献：
  名称：

  Thienylhalomethylketones: Irreversible glycogen synthase kinase 3 inhibitors as useful pharmacological tools

  摘要：

  Thienylhalomethylketones, whose chemical, biological, and pharmaceutical data are here reported, are the first irreversible inhibitors of GSK-3 beta described to date. Their inhibitory activity is likely related to the cysteine residue present in the ATP-binding site, which is proposed as a relevant residue for modulation of GSK-3 activity. The good cell permeability of the compounds allows them to be used in different cell models. Overall, the results presented here support the potential use of halomethylketones as pharmacological tools for the study of GSK-3 beta functions and suggest a new mechanism for GSK-3 beta inhibition that may be considered for further drug design. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2009.08.042