4-hydroxy-2-[2'-(hydroxymethyl)biphenyl-4-yl]-1,6-naphthyridine-3-carbonitrile | 1366180-73-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 4-hydroxy-2-[2'-(hydroxymethyl)biphenyl-4-yl]-1,6-naphthyridine-3-carbonitrile
• 英文别名: 2-[4-[2-(hydroxymethyl)phenyl]phenyl]-4-oxo-1H-1,6-naphthyridine-3-carbonitrile
• CAS: 1366180-73-5
• 化学式: C₂₂H₁₅N₃O₂
• 分子量: 353.38
• InChiKey: XVZAEAACKTYAQO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  27
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  86
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  3-(4-bromophenyl)-3-oxopropanenitrile 在 dichloro[1,1'-bis(di-t-butylphosphino)ferrocene]palladium(II) 、 sodium hydride 、 potassium carbonate 作用下， 以 异丁酰胺 、 水 、 乙腈 、 mineral oil 为溶剂， 反应 3.5h， 生成 4-hydroxy-2-[2'-(hydroxymethyl)biphenyl-4-yl]-1,6-naphthyridine-3-carbonitrile
  参考文献：
  名称：

  Discovery of 4-hydroxy-1,6-naphthyridine-3-carbonitrile derivatives as novel PDE10A inhibitors

  摘要：

  A series of 1,6-naphthyridine-based compounds was synthesized as potent phosphodiesterase 10A (PDE10A) inhibitors. Structure-based chemical modifications of the discovered chemotype served to further improve potency and selectivity over DHODH, laying the foundation for future optimization efforts. (c) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.01.046

文献信息

• Discovery of 4-hydroxy-1,6-naphthyridine-3-carbonitrile derivatives as novel PDE10A inhibitors
  作者：Udo Bauer、Fabrizio Giordanetto、Martin Bauer、Gavin O’Mahony、Kjell E. Johansson、Wolfgang Knecht、Judith Hartleib-Geschwindner、Eva Töppner Carlsson、Cristofer Enroth

  DOI：10.1016/j.bmcl.2012.01.046

  日期：2012.3

  A series of 1,6-naphthyridine-based compounds was synthesized as potent phosphodiesterase 10A (PDE10A) inhibitors. Structure-based chemical modifications of the discovered chemotype served to further improve potency and selectivity over DHODH, laying the foundation for future optimization efforts. (c) 2012 Elsevier Ltd. All rights reserved.