(4-chloro-2-formylphenoxy)acetic acid 1,1-dimethylethyl ester | 888972-27-8

• 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: (4-chloro-2-formylphenoxy)acetic acid 1,1-dimethylethyl ester
• 英文别名: (4-chloro-2-formylphenoxy)-acetic acid 1,1-dimethylethyl ester；Tert-butyl 2-(4-chloro-2-formylphenoxy)acetate
• CAS: 888972-27-8
• 化学式: C₁₃H₁₅ClO₄
• 分子量: 270.713
• InChiKey: QACORMWJWFSFMI-UHFFFAOYSA-N

物化性质

• 沸点：
  364.0±27.0 °C(Predicted)
• 密度：
  1.213±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  18
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (4-chloro-2-formylphenoxy)acetic acid 1,1-dimethylethyl ester 在 sodium tetrahydroborate 作用下， 以 乙醇 为溶剂， 反应 0.17h， 生成 [4-chloro-2-(hydroxymethyl)phenoxy]-acetic acid, 1,1-dimethylethyl ester
  参考文献：
  名称：

  WO2006/56752

  摘要：

  公开号：
• 作为产物：
  描述：

  溴乙酸叔丁酯 、 5-氯代水杨醛 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 16.0h， 以81%的产率得到(4-chloro-2-formylphenoxy)acetic acid 1,1-dimethylethyl ester
  参考文献：
  名称：

  Zwitterionic CRTh2 Antagonists

  摘要：

  A novel series of zwitterions is reported that contains potent, selective antagonists of the chemoattractant receptor-homologous expressed on Th2 lymphocytes receptor (CRTh2 or DP2). A high quality lead compound 2 was discovered from virtual screening based on the pharmacophore features present in a literature compound 1. Lead optimization through side chain modification and preliminary changes around the acid are disclosed. Optimization of physicochemical properties (log D, MWt, and HBA) allowed maintenance of high CRTh2 potency while achieving low rates of metabolism and minimization of other potential concerns such as hERG channel activity and permeability. A step-change increase in potency was achieved through addition of a single methyl group onto the piperazine ring, which gave high quality compounds suitable for progression into in vivo studies.

  DOI：

  10.1021/jm1014549

文献信息

• Phenoxyacetic acid derivatives useful for treating respiratory diseases
  申请人：Bonnert Roger Victor

  公开号：US08524715B2

  公开（公告）日：2013-09-03

  The invention relates to substituted phenoxyacetic acids as useful pharmaceutical compounds for treating respiratory disorders, pharmaceutical compositions containing them, and processes for their preparation.

  本发明涉及用于治疗呼吸系统疾病的取代苯氧乙酸衍生物作为有用的药物化合物，以及包含它们的药物组合物和它们的制备方法。
• Phenoxyacetic Acid Derivatives Useful for Treating Respiratory Diseases
  申请人：Alcaraz Lilian

  公开号：US20090149448A1

  公开（公告）日：2009-06-11

  The invention relates to substituted phenoxyacetic acids as useful pharmaceutical compounds for treating respiratory disorders, pharmaceutical compositions containing them, and processes for their preparation.

  本发明涉及用于治疗呼吸系统疾病的取代苯氧乙酸类化合物作为有用的药物化合物，包含这些化合物的药物组合物以及它们的制备方法。
• Zwitterionic CRTh2 Antagonists
  作者：Tim Luker、Roger Bonnert、Stuart W. Paine、Jerzy Schmidt、Carol Sargent、Anthony R. Cook、Andrew Cook、Philip Gardiner、Steve Hill、Carol Weyman-Jones、Anil Patel、Stephen Thom、Philip Thorne

  DOI：10.1021/jm1014549

  日期：2011.3.24

  A novel series of zwitterions is reported that contains potent, selective antagonists of the chemoattractant receptor-homologous expressed on Th2 lymphocytes receptor (CRTh2 or DP2). A high quality lead compound 2 was discovered from virtual screening based on the pharmacophore features present in a literature compound 1. Lead optimization through side chain modification and preliminary changes around the acid are disclosed. Optimization of physicochemical properties (log D, MWt, and HBA) allowed maintenance of high CRTh2 potency while achieving low rates of metabolism and minimization of other potential concerns such as hERG channel activity and permeability. A step-change increase in potency was achieved through addition of a single methyl group onto the piperazine ring, which gave high quality compounds suitable for progression into in vivo studies.
• WO2006/56752
  申请人：——

  公开号：——

  公开（公告）日：——