2-[3,5-Dichloro-4-(4-nitrophenoxy)phenyl]acetic acid | 957828-46-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-[3,5-Dichloro-4-(4-nitrophenoxy)phenyl]acetic acid
• CAS: 957828-46-5
• 化学式: C₁₄H₉Cl₂NO₅
• 分子量: 342.135
• InChiKey: FRTCLWBBOGFDQO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  92.4
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-[3,5-Dichloro-4-(4-nitrophenoxy)phenyl]acetic acid 在 platinum(IV) oxide 氯化亚砜 、 TEA 、 四溴环己二烯-1-酮 、 氢气 作用下， 以 二氯甲烷 为溶剂， -30.0~20.0 ℃ 、202.65 kPa 条件下， 生成 Methyl 2-[4-[3-bromo-4-(2-methylpropanoylamino)phenoxy]-3,5-dichlorophenyl]acetate
  参考文献：
  名称：

  Thyroid receptor ligands. Part 4: 4′-amido bioisosteric ligands selective for the thyroid hormone receptor beta

  摘要：

  Based on the examination of the X-ray crystallographic structures of the LBD of TR alpha and TR beta in complex with KB-141 (2), a number of novel 4'-hydroxy bioisosteric thyromimetics were prepared. Optimal affinity and P-selectivity (33 times), was found with a medium-sized alkyl-substituted amido group; iso-butyl (12c). It can be concluded that bioisosteric replacements of the 4'-hydroxy position represent a new promising class of TR beta-selective synthetic thyromimetics. (c) 2005 Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmcl.2005.11.002
• 作为产物：
  描述：

  1,3-Dichloro-5-ethynyl-2-(4-nitro-phenoxy)-benzene 在 sodium hydroxide 、 双氧水 作用下， 生成 2-[3,5-Dichloro-4-(4-nitrophenoxy)phenyl]acetic acid
  参考文献：
  名称：

  Thyroid receptor ligands. Part 4: 4′-amido bioisosteric ligands selective for the thyroid hormone receptor beta

  摘要：

  Based on the examination of the X-ray crystallographic structures of the LBD of TR alpha and TR beta in complex with KB-141 (2), a number of novel 4'-hydroxy bioisosteric thyromimetics were prepared. Optimal affinity and P-selectivity (33 times), was found with a medium-sized alkyl-substituted amido group; iso-butyl (12c). It can be concluded that bioisosteric replacements of the 4'-hydroxy position represent a new promising class of TR beta-selective synthetic thyromimetics. (c) 2005 Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmcl.2005.11.002

文献信息

• US7199265B2
  申请人：——

  公开号：US7199265B2

  公开（公告）日：2007-04-03
• Thyroid receptor ligands. Part 4: 4′-amido bioisosteric ligands selective for the thyroid hormone receptor beta
  作者：Yi-Lin Li、Chris Litten、Konrad F. Koehler、Karin Mellström、Neeraj Garg、Ana Maria Garcia Collazo、Mathias Färnegård、Marlena Grynfarb、Bolette Husman、Johnny Sandberg、Johan Malm

  DOI：10.1016/j.bmcl.2005.11.002

  日期：2006.2

  Based on the examination of the X-ray crystallographic structures of the LBD of TR alpha and TR beta in complex with KB-141 (2), a number of novel 4'-hydroxy bioisosteric thyromimetics were prepared. Optimal affinity and P-selectivity (33 times), was found with a medium-sized alkyl-substituted amido group; iso-butyl (12c). It can be concluded that bioisosteric replacements of the 4'-hydroxy position represent a new promising class of TR beta-selective synthetic thyromimetics. (c) 2005 Published by Elsevier Ltd.