N-[4-[6-(4-morpholin-4-ylanilino)pyrimidin-4-yl]phenyl]acetamide | 1415666-06-6

• 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-[4-[6-(4-morpholin-4-ylanilino)pyrimidin-4-yl]phenyl]acetamide
• CAS: 1415666-06-6
• 化学式: C₂₂H₂₃N₅O₂
• 分子量: 389.457
• InChiKey: IUTBWIDXUBWESB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  29
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  79.4
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  4-乙酰胺基苯硼酸 在 1,1'-双(二苯膦基)二茂铁二氯化钯(II)二氯甲烷复合物 、 三乙胺 作用下， 以 乙二醇二甲醚 、 水 、 正丁醇 为溶剂， 生成 N-[4-[6-(4-morpholin-4-ylanilino)pyrimidin-4-yl]phenyl]acetamide
  参考文献：
  名称：

  SAR and in vivo evaluation of 4-aryl-2-aminoalkylpyrimidines as potent and selective Janus kinase 2 (JAK2) inhibitors

  摘要：

  We report the discovery of a series of 4-aryl-2-aminoalkylpyrimidine derivatives as potent and selective JAK2 inhibitors. High throughput screening of our in-house compound library led to the identification of hit 1, from which optimization resulted in the discovery of highly potent and selective JAK2 inhibitors. Advanced lead 10d demonstrated a significant dose-dependent pharmacodynamic and antitumor effect in a mouse xenograft model. Based upon the desirable profile of 10d (XL019) it was advanced into clinical trials. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.10.007

文献信息

• SAR and in vivo evaluation of 4-aryl-2-aminoalkylpyrimidines as potent and selective Janus kinase 2 (JAK2) inhibitors
  作者：Timothy Forsyth、Patrick C. Kearney、Byung Gyu Kim、Henry W.B. Johnson、Naing Aay、Arlyn Arcalas、David S. Brown、Vicky Chan、Jeff Chen、Hongwang Du、Sergey Epshteyn、Adam A. Galan、Tai P. Huynh、Mohamed A. Ibrahim、Brian Kane、Elena S. Koltun、Grace Mann、Lisa E. Meyr、Matthew S. Lee、Gary L. Lewis、Robin T. Noguchi、Michael Pack、Brian H. Ridgway、Xian Shi、Craig S. Takeuchi、Peiwen Zu、James W. Leahy、John M. Nuss、Ron Aoyama、Stefan Engst、Steven B. Gendreau、Robert Kassees、Jia Li、Shwu-Hwa Lin、Jean-Francois Martini、Thomas Stout、Philip Tong、John Woolfrey、Wentao Zhang、Peiwen Yu

  DOI：10.1016/j.bmcl.2012.10.007

  日期：2012.12

  We report the discovery of a series of 4-aryl-2-aminoalkylpyrimidine derivatives as potent and selective JAK2 inhibitors. High throughput screening of our in-house compound library led to the identification of hit 1, from which optimization resulted in the discovery of highly potent and selective JAK2 inhibitors. Advanced lead 10d demonstrated a significant dose-dependent pharmacodynamic and antitumor effect in a mouse xenograft model. Based upon the desirable profile of 10d (XL019) it was advanced into clinical trials. (C) 2012 Elsevier Ltd. All rights reserved.