2-(4-Chlorophenyl)-4-methyl-8-pyridin-3-ylpyrazolo[1,5-a]quinazolin-5-one | 1610051-42-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 2-(4-Chlorophenyl)-4-methyl-8-pyridin-3-ylpyrazolo[1,5-a]quinazolin-5-one
• 英文别名: 2-(4-chlorophenyl)-4-methyl-8-pyridin-3-ylpyrazolo[1,5-a]quinazolin-5-one
• CAS: 1610051-42-7
• 化学式: C₂₂H₁₅ClN₄O
• 分子量: 386.84
• InChiKey: NYEAFJGTAHWQKU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  28
• 可旋转键数：
  2
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  51
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2-氨基-4-溴苯甲酸 在 盐酸 、 potassium phosphate 、 palladium bis[bis(diphenylphosphino)ferrocene] dichloride 、 溶剂黄146 、 tin(ll) chloride 、 lithium hexamethyldisilazane 、 sodium nitrite 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 水 为溶剂， 反应 4.75h， 生成 2-(4-Chlorophenyl)-4-methyl-8-pyridin-3-ylpyrazolo[1,5-a]quinazolin-5-one
  参考文献：
  名称：

  Synthesis and SAR of substituted pyrazolo[1,5-a]quinazolines as dual mGlu2/mGlu3 NAMs

  摘要：

  Herein we report the design and synthesis of a series of substituted pyrazolo[1,5-a]quinazolin-5(4H)-ones as negative allosteric modulators of metabotropic glutamate receptors 2 and 3 (mGlu(2) and mGlu(3), respectively). Development of this series was initiated by reports that pyrazolo[1,5-a]quinazoline-derived scaffolds can yield compounds with activity at group II mGlu receptors which are prone to molecular switching following small structural changes. Several potent analogues, including 4-methyl-2-phenyl-8-(pyrimidin-5-yl)pyrazolo[1,5-a]quinazolin-5(4H)-one (10b), were discovered with potent in vitro activity as dual mGlu(2)/mGlu(3) NAMs, with excellent selectivity versus the other mGluRs. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2014.04.051