2-chloro-N-methyl-6-morpholinopyrimidine-4-carboxamide | 1403669-24-8

• 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: 2-chloro-N-methyl-6-morpholinopyrimidine-4-carboxamide
• 英文别名: 2-chloro-N-methyl-6-morpholin-4-ylpyrimidine-4-carboxamide
• CAS: 1403669-24-8
• 化学式: C₁₀H₁₃ClN₄O₂
• 分子量: 256.692
• InChiKey: AJAXJECKRLKRSN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  67.4
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-chloro-N-methyl-6-morpholinopyrimidine-4-carboxamide 、 N-methylphenethylamine HBr salt 在 N,N-二异丙基乙胺 作用下， 以 正丁醇 为溶剂， 反应 4.0h， 生成 N-methyl-2-[methyl(2-phenylethyl)amino]-6-morpholin-4-ylpyrimidine-4-carboxamide
  参考文献：
  名称：

  Structure–Activity Relationship Studies of Pyrimidine-4-Carboxamides as Inhibitors of N-Acylphosphatidylethanolamine Phospholipase D

  摘要：

  DOI：

  10.1021/acs.jmedchem.0c01441
• 作为产物：
  描述：

  methyl 2-chloro-6-morpholinopyrimidine-4-carboxylate 在 草酰氯 、 水 、 三乙胺 、 lithium hydroxide 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 17.5h， 生成 2-chloro-N-methyl-6-morpholinopyrimidine-4-carboxamide
  参考文献：
  名称：

  Discovery of 4-morpholino-pyrimidin-6-one and 4-morpholino-pyrimidin-2-one-containing Phosphoinositide 3-kinase (PI3K) p110β isoform inhibitors through structure-based fragment optimisation

  摘要：

  The discovery of 4-morpholino-pyrimidin-6-one and 4-morpholino-pyrimidin-2-one-containing inhibitors of Phosphoinositide 3-kinases (PI3K) p110 beta isoform is reported. Structure-based optimisation of the original fragment hit resulted in lead compounds with improvements in ligand efficiency, lipophilicity efficiency, p110 beta potency and selectivity over p110 alpha. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.08.101

文献信息

• Discovery of 4-morpholino-pyrimidin-6-one and 4-morpholino-pyrimidin-2-one-containing Phosphoinositide 3-kinase (PI3K) p110β isoform inhibitors through structure-based fragment optimisation
  作者：Fabrizio Giordanetto、Andreas Wållberg、Johan Cassel、Saswati Ghosal、Michael Kossenjans、Zhong-Qing Yuan、Xiaoping Wang、Lifeng Liang

  DOI：10.1016/j.bmcl.2012.08.101

  日期：2012.11

  The discovery of 4-morpholino-pyrimidin-6-one and 4-morpholino-pyrimidin-2-one-containing inhibitors of Phosphoinositide 3-kinases (PI3K) p110 beta isoform is reported. Structure-based optimisation of the original fragment hit resulted in lead compounds with improvements in ligand efficiency, lipophilicity efficiency, p110 beta potency and selectivity over p110 alpha. (C) 2012 Elsevier Ltd. All rights reserved.
• Structure–Activity Relationship Studies of Pyrimidine-4-Carboxamides as Inhibitors of <i>N</i>-Acylphosphatidylethanolamine Phospholipase D
  作者：Elliot D. Mock、Ioli Kotsogianni、Wouter P. F. Driever、Carmen S. Fonseca、Jelle M. Vooijs、Hans den Dulk、Constant A. A. van Boeckel、Mario van der Stelt

  DOI：10.1021/acs.jmedchem.0c01441

  日期：2021.1.14