1-(2,6-dihydroxyphenyl)trifluoromethylketone | 70211-42-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-(2,6-dihydroxyphenyl)trifluoromethylketone
• 英文别名: 1-(2,6-Dihydroxyphenyl)-2,2,2-trifluoro-ethanone；1-(2,6-dihydroxyphenyl)-2,2,2-trifluoroethanone
• CAS: 70211-42-6
• 化学式: C₈H₅F₃O₃
• 分子量: 206.121
• InChiKey: ZHQYBVIRGLPYMR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  57.5
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  1-(2,6-dihydroxyphenyl)trifluoromethylketone 在 sodium hydroxide 、 sodium methylate 、 双(三甲基硅烷基)氨基钾 、 potassium carbonate 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 、 丙酮 为溶剂， 生成 4-Methoxy-3-trifluoromethyl-benzofuran-2-carboxylic acid
  参考文献：
  名称：

  Benzofuran derivatives as ETA-selective, non-peptide endothelin antagonists

  摘要：

  The synthesis and SAR relationships of a series of 4-benzyloxy-3-methylbenzofuran-2-carboxylic acids are described. Compounds from this series show 2- to 16-fold selective binding to the ETA receptor in the micromolar range, and two compounds from this series (32 and 40) were demonstrated to exhibit ETA antagonist activity.

  DOI：

  10.1016/s0223-5234(97)81679-0
• 作为产物：
  描述：

  1-(2,6-dimethoxyphenyl)-2,2,2-trifluoroethanol 在 三溴化硼 、 戴斯-马丁氧化剂 作用下， 以 二氯甲烷 为溶剂， 反应 1.25h， 生成 1-(2,6-dihydroxyphenyl)trifluoromethylketone
  参考文献：
  名称：

  Benzofuran derivatives as ETA-selective, non-peptide endothelin antagonists

  摘要：

  The synthesis and SAR relationships of a series of 4-benzyloxy-3-methylbenzofuran-2-carboxylic acids are described. Compounds from this series show 2- to 16-fold selective binding to the ETA receptor in the micromolar range, and two compounds from this series (32 and 40) were demonstrated to exhibit ETA antagonist activity.

  DOI：

  10.1016/s0223-5234(97)81679-0

文献信息

• US4229479A
  申请人：——

  公开号：US4229479A

  公开（公告）日：1980-10-21
• Benzofuran derivatives as ETA-selective, non-peptide endothelin antagonists
  作者：JS Kaltenbronn、J Quin、BR Reisdorph、S Klutchko、EE Reynolds、KM Welch、MA Flynn、AM Doherty

  DOI：10.1016/s0223-5234(97)81679-0

  日期：1997.5

  The synthesis and SAR relationships of a series of 4-benzyloxy-3-methylbenzofuran-2-carboxylic acids are described. Compounds from this series show 2- to 16-fold selective binding to the ETA receptor in the micromolar range, and two compounds from this series (32 and 40) were demonstrated to exhibit ETA antagonist activity.