4-(4-Cyano-benzyloxy)-3-methyl-benzofuran-2-carboxylic acid methyl ester | 193738-52-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并呋喃
• 英文名称: 4-(4-Cyano-benzyloxy)-3-methyl-benzofuran-2-carboxylic acid methyl ester
• 英文别名: Methyl 4-[(4-cyanophenyl)methoxy]-3-methyl-1-benzofuran-2-carboxylate
• CAS: 193738-52-2
• 化学式: C₁₉H₁₅NO₄
• 分子量: 321.332
• InChiKey: QVYXWSRCAWFKRP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  24
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.16
• 拓扑面积：
  72.5
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  4-(4-Cyano-benzyloxy)-3-methyl-benzofuran-2-carboxylic acid methyl ester 在 sodium hydroxide 作用下， 生成 4-(4-Cyano-benzyloxy)-3-methyl-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：

  2,6-二羟基苯乙酮 在 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， 反应 7.0h， 生成 4-(4-Cyano-benzyloxy)-3-methyl-benzofuran-2-carboxylic acid methyl ester
  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

• 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.