4-Amino-1-(3,4-difluorophenyl)pyrimidin-2(1H)-one | 1416439-11-6

• 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: 4-Amino-1-(3,4-difluorophenyl)pyrimidin-2(1H)-one
• 英文别名: 4-amino-1-(3,4-difluorophenyl)pyrimidin-2-one
• CAS: 1416439-11-6
• 化学式: C₁₀H₇F₂N₃O
• 分子量: 223.182
• InChiKey: LEJLZCSPPNWCAC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  58.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-Amino-1-(3,4-difluorophenyl)pyrimidin-2(1H)-one 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 反应 18.5h， 生成 6-(3,4-Difluorophenyl)-2-(phenoxymethyl)imidazo[1,2-c]pyrimidin-5-one
  参考文献：
  名称：

  Discovery and SAR of novel series of imidazopyrimidinones and dihydroimidazopyrimidinones as positive allosteric modulators of the metabotropic glutamate receptor 5 (mGlu5)

  摘要：

  We report the discovery and SAR of two novel series of imidazopyrimidinones and dihydroimidazopyrimidinones as metabotropic glutamate receptor 5 (mGlu(5)) positive allosteric modulators (PAMs). Exploration of several structural features in the western and eastern part of the imidazopyrimidinone core and combinations thereof, revealed compound 4a as a mGlu(5) PAM with good in vitro potency and efficacy, acceptable drug metabolism and pharmacokinetic (DMPK) properties and in vivo efficacy in an amphetamine-based model of psychosis. However, the presence of CNS-mediated adverse effects in preclinical species precluded any further in vivo evaluation. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2015.01.038