N-(4-methoxybenzyl)-2-(3-methoxyphenyl)pyrimidin-4-amine

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: N-(4-methoxybenzyl)-2-(3-methoxyphenyl)pyrimidin-4-amine
• 英文别名: 2-(3-methoxyphenyl)-N-[(4-methoxyphenyl)methyl]pyrimidin-4-amine
• 化学式: C₁₉H₁₉N₃O₂
• 分子量: 321.379
• InChiKey: BOXKONKOPKHPST-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  24
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.16
• 拓扑面积：
  56.3
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  4-甲氧基苄胺 在 四(三苯基膦)钯 、 sodium carbonate 、 三乙胺 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 水 为溶剂， 反应 1.75h， 生成 N-(4-methoxybenzyl)-2-(3-methoxyphenyl)pyrimidin-4-amine
  参考文献：
  名称：

  Small-molecule pyrimidine inhibitors of the cdc2-like (Clk) and dual specificity tyrosine phosphorylation-regulated (Dyrk) kinases: Development of chemical probe ML315

  摘要：

  Substituted pyrimidine inhibitors of the Clk and Dyrk kinases have been developed, exploring structure-activity relationships around four different chemotypes. The most potent compounds have low-nanomolar inhibitory activity against Clk1, Clk2, Clk4, Dyrk1A and Dyrk1B. Kinome scans with 442 kinases using agents representing three of the chemotypes show these inhibitors to be highly selective for the Clk and Dyrk families. Further off-target pharmacological evaluation with ML315, the most selective agent, supports this conclusion. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.02.096

文献信息

• A Combinatorial Scaffold Approach toward Kinase-Directed Heterocycle Libraries
  作者：Sheng Ding、Nathanael S. Gray、Xu Wu、Qiang Ding、Peter G. Schultz

  DOI：10.1021/ja0170302

  日期：2002.2.1

  A novel strategy for efficient synthesis of various substituted heterocycles as kinase-directed combinatorial libraries is described. The general scheme involves capture of various dichloroheterocycles onto solid support and further elaborations by aromatic substitution with amines at elevated temperature or by anilines, boronic acids, and phenols via palladium-catalyzed cross-coupling reactions, thus

  描述了一种有效合成各种取代杂环作为激酶导向组合库的新策略。一般方案包括将各种二氯杂环捕获到固体载体上，并通过在高温下用胺或苯胺、硼酸和苯酚通过钯催化的交叉偶联反应进行芳族取代进一步阐述，从而将支架本身转化为多样性元素组合方案内。目前正在各种基于细胞和蛋白质的分析中评估由使用这些化学物质构建的离散且高度多样化的杂环小分子组成的文库。
• Kinase inhibitor scaffolds and methods for their preparation
  申请人：IRM LLC, a Delaware Limited Liability Company

  公开号：US20030191312A1

  公开（公告）日：2003-10-09

  General methods for the solution phase as well as solid phase synthesis of various substituted heteroaryls has been demonstrated. These substituted heteroaryls can be further elaborated by aromatic substitution with amines at elevated temperature or by anilines, boronic acids and phenols via palladium catalyzed cross-coupling reactions.

  已经展示了解决各种取代杂环烷基的溶液相和固相合成的一般方法。这些取代杂环烷基可以通过在高温下与胺发生芳香取代，或者通过钯催化的交叉偶联反应与苯胺、硼酸和酚进一步扩展。