3-(1-Pyridin-2-yl-1H-pyrrol-3-yl)-benzonitrile | 566931-83-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: 3-(1-Pyridin-2-yl-1H-pyrrol-3-yl)-benzonitrile
• 英文别名: 3-(1-pyridin-2-ylpyrrol-3-yl)benzonitrile
• CAS: 566931-83-7
• 化学式: C₁₆H₁₁N₃
• 分子量: 245.283
• InChiKey: GXXRNNGNWUNPKZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 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：
  41.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2-(1H-吡咯-1-基)吡啶 在 四(三苯基膦)钯 、 三甲基溴硅烷 、 potassium carbonate 、 二甲基亚砜 作用下， 以 乙二醇二甲醚 、 水 、 乙腈 为溶剂， 反应 45.0h， 生成 3-(1-Pyridin-2-yl-1H-pyrrol-3-yl)-benzonitrile
  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

• Heteroaryl substituted pyrrole modulators of metabotropic glutamate receptor-5
  申请人：Cosford D.P. Nicholas

  公开号：US20050085514A1

  公开（公告）日：2005-04-21

  Pyrrole compounds substituted directly, or by a bridge, with a heteroaryl moiety containing N adjacent to the point of connection of the heteroaryl, are mGluR5 modulators useful in the treatment of psychiatric and mood disorders such as, for example, schizophrenia, anxiety, depression, bipolar disorder and panic, as well as in the treatment of pain, circadian rhythm disorders, and other diseases.

  直接或通过桥连接到含有N的杂环基团的吡咯化合物是mGluR5调节剂，可用于治疗精神和情绪障碍，例如，精神分裂症，焦虑，抑郁，双相情感障碍和恐慌，以及用于治疗疼痛，昼夜节律紊乱和其他疾病。
• HETEROARYL SUBSTITUTED PYRROLE MODULATORS OF METABOTROPIC GLUTAMATE RECEPTOR-5
  申请人：Merck & Co., Inc.

  公开号：EP1458710A1

  公开（公告）日：2004-09-22
• EP1458710A4
  申请人：——

  公开号：EP1458710A4

  公开（公告）日：2005-04-20
• US7371767B2
  申请人：——

  公开号：US7371767B2

  公开（公告）日：2008-05-13
• [EN] HETEROARYL SUBSTITUTED PYRROLE MODULATORS OF METABOTROPIC GLUTAMATE RECEPTOR-5<br/>[FR] MODULATEURS PYRROLE A SUBSTITUTION HETEROARYLE DU RECEPTEUR 5 METABOTROPIQUE DU GLUTAMATE
  申请人：MERCK & CO INC

  公开号：WO2003059904A1

  公开（公告）日：2003-07-24

  Pyrrole compounds substituted directly, or by a bridge, with a heteroaryl moiety containing N adjacent to the point of connection of the heteroaryl, are mGluR5 modulators useful in the treatment of psychiatric and mood disorders such as, for example, schizophrenia, anxiety, depression, bipolar disorder and panic, as well as in the treatment of pain, circadian rhythm disorders, and other diseases.