6-(3,4-dihydro-1H-isoquinolin-2-yl)-2-(3,5-dimethylpyrazol-1-yl)-N-pyrazin-2-ylpyrimidin-4-amine | 1522206-95-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 四氢异喹啉
• 英文名称: 6-(3,4-dihydro-1H-isoquinolin-2-yl)-2-(3,5-dimethylpyrazol-1-yl)-N-pyrazin-2-ylpyrimidin-4-amine
• CAS: 1522206-95-6
• 化学式: C₂₂H₂₂N₈
• 分子量: 398.47
• InChiKey: CRGTXSAUQFYFSM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  30
• 可旋转键数：
  4
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  84.6
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  6-chloro-2-(methylthio)-N-(pyrazin-2-yl)pyrimidin-4-amine 在 Oxone 、 sodium hydride 、 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 28.0h， 生成 6-(3,4-dihydro-1H-isoquinolin-2-yl)-2-(3,5-dimethylpyrazol-1-yl)-N-pyrazin-2-ylpyrimidin-4-amine
  参考文献：
  名称：

  Replacement of amide with bioisosteres led to a new series of potent adenosine A2A receptor antagonists

  摘要：

  We have previously reported a series of 2,4,6-trisubstituted pyrimidines as potent A(2A) receptor antagonists. The leading compounds often feature a potentially labile acetamide functional group which tends to hydrolyze under acidic conditions. Here we report the replacement of the acetamide functional group with bioisosteres. This effort led us to a new series of adenosine A(2A) receptor antagonists with improved potency and chemical stability. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.11.051

文献信息

• Replacement of amide with bioisosteres led to a new series of potent adenosine A2A receptor antagonists
  作者：Zhaohui Yang、Xuan Li、Haikuo Ma、Jiyue Zheng、Xuechu Zhen、Xiaohu Zhang

  DOI：10.1016/j.bmcl.2013.11.051

  日期：2014.1

  We have previously reported a series of 2,4,6-trisubstituted pyrimidines as potent A(2A) receptor antagonists. The leading compounds often feature a potentially labile acetamide functional group which tends to hydrolyze under acidic conditions. Here we report the replacement of the acetamide functional group with bioisosteres. This effort led us to a new series of adenosine A(2A) receptor antagonists with improved potency and chemical stability. (C) 2013 Elsevier Ltd. All rights reserved.