(3,5-Dibromo-4-ethoxy-phenyl)-acetic acid

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: (3,5-Dibromo-4-ethoxy-phenyl)-acetic acid
• 英文别名: 2-(3,5-Dibromo-4-ethoxyphenyl)acetic acid
• 化学式: C₁₀H₁₀Br₂O₃
• 分子量: 337.996
• InChiKey: WXHBNMDFFFIDJQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  3,5-二溴-4-羟基苯乙酸甲酯 在 sodium hydroxide 、 potassium carbonate 作用下， 以 甲醇 、 丙酮 为溶剂， 反应 16.0h， 生成 (3,5-Dibromo-4-ethoxy-phenyl)-acetic acid
  参考文献：
  名称：

  Thyroid Receptor Ligands. 3. Design and Synthesis of 3,5-Dihalo-4-alkoxyphenylalkanoic Acids as Indirect Antagonists of the Thyroid Hormone Receptor

  摘要：

  Based on the recently described concept of "indirect antagonism" of nuclear receptors, a series of thyroid hormone receptor (TR) antagonists were prepared, in which the outer ring of a thyromimetic was replaced with alkyl chains of variable length and branch. The results of a binding assay for the human TR and reporter cell assay revealed, within this series, a positive correlation between increasing bulk of the alkyl group and affinity to TRs. Compared with already reported TR antagonists, their affinities are within the same range, thus potentially representing a useful approach to novel and high affinity TR-antagonists.

  DOI：

  10.1021/jm050004k

文献信息

• Thyroid Receptor Ligands. 3. Design and Synthesis of 3,5-Dihalo-4-alkoxyphenylalkanoic Acids as Indirect Antagonists of the Thyroid Hormone Receptor
  作者：Åsa Hedfors、Theresa Appelqvist、Bo Carlsson、Lars-Göran Bladh、Chris Litten、Peter Agback、Marlena Grynfarb、Konrad F. Koehler、Johan Malm

  DOI：10.1021/jm050004k

  日期：2005.5.1

  Based on the recently described concept of "indirect antagonism" of nuclear receptors, a series of thyroid hormone receptor (TR) antagonists were prepared, in which the outer ring of a thyromimetic was replaced with alkyl chains of variable length and branch. The results of a binding assay for the human TR and reporter cell assay revealed, within this series, a positive correlation between increasing bulk of the alkyl group and affinity to TRs. Compared with already reported TR antagonists, their affinities are within the same range, thus potentially representing a useful approach to novel and high affinity TR-antagonists.