3-[3,5-dibromo-4-(3-ethylaminobenzyloxy)phenyl]propionic acid

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 苯丙酸
• 英文名称: 3-[3,5-dibromo-4-(3-ethylaminobenzyloxy)phenyl]propionic acid
• 英文别名: 3-(3,5-Dibromo-4-{[3-(ethylamino)phenyl]methoxy}phenyl)propanoic acid；3-[3,5-dibromo-4-[[3-(ethylamino)phenyl]methoxy]phenyl]propanoic acid
• 化学式: C₁₈H₁₉Br₂NO₃
• 分子量: 457.162
• InChiKey: HNHRKBWCJIABCS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  24
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  58.6
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  3-硝基溴苄 在 sodium hydroxide 、 sodium tetrahydroborate 、 sodium dithionite 、 potassium carbonate 作用下， 以 甲醇 、 乙醇 、 丙酮 为溶剂， 反应 21.67h， 生成 3-[3,5-dibromo-4-(3-ethylaminobenzyloxy)phenyl]propionic acid
  参考文献：
  名称：

  Thyroid receptor ligands. Part 7: Indirect antagonists of the thyroid hormone receptor with improved affinity

  摘要：

  Based on the concept of 'indirect antagonism' of nuclear receptors, a series of thyroid hormone receptor (TR) antagonists were prepared with improved affinity compared with what was previously described. The results of a binding assay for the human TR and reporter cell assay revealed, within this series, that an m-bromobenzoyl substituent (11f) was optimal in terms of affinity and antagonist activity. Compared with already reported TR antagonists, their affinities are within the same range, thus potentially representing useful approach to novel and high-affinity TR-antagonists. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.01.009

文献信息

• Thyroid receptor antagonists for the treatment of cardiac and metabolic disorders
  申请人：Malm Johan

  公开号：US20050267206A1

  公开（公告）日：2005-12-01

  This invention relates to novel compounds which are thyroid receptor ligands, preferably antagonists, and to methods for using such compounds in the treatment of cardiac arrhythmias, thyrotoxicosis and subclinical hyperthyrodism.

  这项发明涉及一种新型化合物，这些化合物是甲状腺受体配体，最好是拮抗剂，并且涉及使用这些化合物治疗心律失常、甲状腺功能亢进和亚临床甲状腺功能亢进的方法。
• Thyroid receptor ligands. Part 7: Indirect antagonists of the thyroid hormone receptor with improved affinity
  作者：Johan Malm、Sandra Gordon、Peter Brandt、Bo Carlsson、Peter Agback、Anna Bäckbro Saeidi、Johnny Sandberg

  DOI：10.1016/j.bmcl.2007.01.009

  日期：2007.4

  Based on the concept of 'indirect antagonism' of nuclear receptors, a series of thyroid hormone receptor (TR) antagonists were prepared with improved affinity compared with what was previously described. The results of a binding assay for the human TR and reporter cell assay revealed, within this series, that an m-bromobenzoyl substituent (11f) was optimal in terms of affinity and antagonist activity. Compared with already reported TR antagonists, their affinities are within the same range, thus potentially representing useful approach to novel and high-affinity TR-antagonists. (c) 2007 Elsevier Ltd. All rights reserved.