1-(2,6-dimethoxyphenyl)-3-phenylpropan-1-one | 193738-19-1

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 英文名称: 1-(2,6-dimethoxyphenyl)-3-phenylpropan-1-one
• CAS: 193738-19-1
• 化学式: C₁₇H₁₈O₃
• 分子量: 270.328
• InChiKey: JAPBVMJKQKKNMS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  20
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-(2,6-dimethoxyphenyl)-3-phenylpropan-1-one 在 三溴化硼 、 potassium carbonate 作用下， 以 二氯甲烷 、 丙酮 为溶剂， 反应 0.25h， 生成 6'-hydroxy-2'-(methoxycarbonylmethoxy)dihydrochalcone
  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：

  2,6-二甲氧基苯甲醛 在 jones reagent 、 碘 、 magnesium 作用下， 以 丙酮 为溶剂， 反应 3.0h， 生成 1-(2,6-dimethoxyphenyl)-3-phenylpropan-1-one
  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

• Palladium-Catalyzed Oxidative Nonclassical Heck Reaction of Arylhydrazines with Allylic Alcohols via C–N Bond Cleavage: Access to β-Arylated Carbonyl Compounds
  作者：Xiaoshuo Wang、Xiaojing Wang、Hongwu Pan、Xiayi Ming、Zhenming Zhang、Tao Wang

  DOI：10.1021/acs.joc.2c01115

  日期：2022.8.5

  An efficient palladium-catalyzed oxidative nonclassical Heck reaction of arylhydrazines with allylic alcohols via C–N bond cleavage has been successfully developed. This method provides a series of β-arylated carbonyl compounds with broad functional group tolerance under base-free, simple, and mild open air reaction conditions. In the reaction, arylhydrazines with the smaller molecular weight of the

  已经成功地开发了一种有效的钯催化的芳基肼与烯丙醇通过 C-N 键断裂的氧化非经典 Heck 反应。该方法在无碱、简单和温和的露天反应条件下提供了一系列具有广泛官能团耐受性的β-芳基化羰基化合物。在该反应中，离去基团分子量较小的芳基肼被用作“绿色”芳基化试剂，在空气中释放出副产物N 2和水。机理研究表明，涉及芳基自由基过程和 Pd-H 复合迁移重新插入。此外，抗心律失常药物普罗帕酮的合成以该转化为关键步骤完成。
• 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.