1-(3-Cyanophenyl)-4-(pyridin-2-yl)-1H-imidazole

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 1-(3-Cyanophenyl)-4-(pyridin-2-yl)-1H-imidazole
• 英文别名: 1-(3-Cyanophenyl)-4-(2-pyridyl)-1H-imidazole；3-(4-Pyridin-2-yl-imidazol-1-yl)-benzonitrile；3-(4-pyridin-2-ylimidazol-1-yl)benzonitrile
• 化学式: C₁₅H₁₀N₄
• 分子量: 246.271
• InChiKey: WFXSTBNPVNZJHP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  54.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  3-氟苯腈 、 2-(1H-咪唑-4-基)吡啶 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 12.0h， 以71%的产率得到1-(3-Cyanophenyl)-4-(pyridin-2-yl)-1H-imidazole
  参考文献：
  名称：

  Discovery of Novel Heteroarylazoles That Are Metabotropic Glutamate Subtype 5 Receptor Antagonists with Anxiolytic Activity

  摘要：

  The highly potent, selective, and brain-penetrant metabotropic glutamate subtype 5 (mGlu5) receptor antagonists 3-(5-pyridin-2-yl-2H-tetrazol-2-yl)benzonitrile (47) and 3-fluoro-5-(5-pyridin-2-yl-2H-tetrazol-2-yl)benzonitrile (48) are reported. Compound 47 is active in the rat fear-potentiated startle (FPS) model of anxiety with ED50 = 5.4 mg/kg (po) when dosed acutely. In this model the anxiolytic effects of 47 rapidly tolerate on repeated dosing.

  DOI：

  10.1021/jm049828c

文献信息

• Heteropolycyclic compounds and their use as metabotropic glutamate receptor antagonists
  申请人：——

  公开号：US20030055085A1

  公开（公告）日：2003-03-20

  The present invention provides compounds and pharmaceutical compositions that act as antagonists at metabotropic glutamate receptors, and that are useful for treating neurological diseases and disorders. Methods of preparing the compounds also are disclosed.

  本发明提供了作为代谢型谷氨酸受体拮抗剂的化合物和药物组合物，用于治疗神经系统疾病和障碍。还公开了制备这些化合物的方法。
• HETEROPOLYCYCLIC COMPOUNDS AND THEIR USE AS METABOTROPIC GLUTAMATE RECEPTOR ANTAGONISTS
  申请人：NPS PHARMACEUTICALS, INC.

  公开号：EP1379525A2

  公开（公告）日：2004-01-14
• US6660753B2
  申请人：——

  公开号：US6660753B2

  公开（公告）日：2003-12-09
• US7112595B2
  申请人：——

  公开号：US7112595B2

  公开（公告）日：2006-09-26
• [EN] HETEROPOLYCYCLIC COMPOUNDS AND THEIR USE AS METABOTROPIC GLUTAMATE RECEPTOR ANTAGONISTS<br/>[FR] COMPOSES HETEROPOLYCYCLIQUES ET LEUR UTILISATIONS EN TANT QU'ANTAGONISTES DES RECEPTEURS METABOTROPIQUES DU GLUTAMATE
  申请人：NPS PHARMA INC

  公开号：WO2002068417A2

  公开（公告）日：2002-09-06

  The present invention provides compounds and pharmaceutical compositions that act as antagonists at metabotropic glutamate receptors, and that are useful for treating neurological diseases and disorders. Method of preparing the compounds also are disclosed.