N-[2,6-bis(2,3-dimethoxyphenyl)pyrimidin-4-yl]acetamide | 1422528-01-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: N-[2,6-bis(2,3-dimethoxyphenyl)pyrimidin-4-yl]acetamide
• CAS: 1422528-01-5
• 化学式: C₂₂H₂₃N₃O₅
• 分子量: 409.442
• InChiKey: KEKAMKGLDCNNBK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  30
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  91.8
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  2,3-二甲氧基苯硼酸 、 4-Acetylamido-2.6-dichlorpyrimidin 在 四(三苯基膦)钯 、 sodium carbonate 作用下， 以 乙二醇二甲醚 、 水 为溶剂， 反应 12.0h， 以76%的产率得到N-[2,6-bis(2,3-dimethoxyphenyl)pyrimidin-4-yl]acetamide
  参考文献：
  名称：

  Selective and potent adenosine A3 receptor antagonists by methoxyaryl substitution on the N-(2,6-diarylpyrimidin-4-yl)acetamide scaffold

  摘要：

  The influence of diverse methoxyphenyl substitution patterns on the N-(2,6-diarylpyrimidin-4-yl)acetamide scaffold is herein explored in order to modulate the A(3) adenosine receptor antagonistic profile. As a result, novel ligands exhibiting excellent potency (K-i on A(3) AR < 20 nM) and selectivity profiles (above 100-fold within the adenosine receptors family) are reported. Moreover, our joint theoretical and experimental approach allows the identification of novel pharmacophoric elements conferring A(3)AR selectivity, first established by a robust computational model and thereafter characterizing the most salient features of the structure-activity and structure-selectivity relationships in this series. (C) 2012 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2012.11.010

文献信息

• Selective and potent adenosine A3 receptor antagonists by methoxyaryl substitution on the N-(2,6-diarylpyrimidin-4-yl)acetamide scaffold
  作者：Vicente Yaziji、David Rodríguez、Alberto Coelho、Xerardo García-Mera、Abdelaziz El Maatougui、José Brea、María Isabel Loza、María Isabel Cadavid、Hugo Gutiérrez-de-Terán、Eddy Sotelo

  DOI：10.1016/j.ejmech.2012.11.010

  日期：2013.1

  The influence of diverse methoxyphenyl substitution patterns on the N-(2,6-diarylpyrimidin-4-yl)acetamide scaffold is herein explored in order to modulate the A(3) adenosine receptor antagonistic profile. As a result, novel ligands exhibiting excellent potency (K-i on A(3) AR < 20 nM) and selectivity profiles (above 100-fold within the adenosine receptors family) are reported. Moreover, our joint theoretical and experimental approach allows the identification of novel pharmacophoric elements conferring A(3)AR selectivity, first established by a robust computational model and thereafter characterizing the most salient features of the structure-activity and structure-selectivity relationships in this series. (C) 2012 Elsevier Masson SAS. All rights reserved.