6-((4-Chlorophenyl)amino)nicotinic acid | 1019466-46-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 6-((4-Chlorophenyl)amino)nicotinic acid
• 英文别名: 6-(4-chloroanilino)pyridine-3-carboxylic acid
• CAS: 1019466-46-6
• 化学式: C₁₂H₉ClN₂O₂
• mdl: MFCD11132122
• 分子量: 248.669
• InChiKey: FJBGSYUDARZAGN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  62.2
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  七亚甲基亚胺 、 6-((4-Chlorophenyl)amino)nicotinic acid 在 N,N-二异丙基乙胺 、 Methanaminium,N-[(dimethylamino)(3H-1,2,3-triazolo[4,5-b]pyridin-3-yloxy)methylene]-N-methyl-, hexafluorophosphate(1-) 作用下， 以 乙二醇二甲醚 为溶剂， 反应 6.0h， 生成 Azocan-1-yl(6-(4-chlorophenylamino)pyridin-3-yl)methanone
  参考文献：
  名称：

  Piperidyl amides as novel, potent and orally active mGlu5 receptor antagonists with anxiolytic-like activity

  摘要：

  High throughput screening led to the identification of nicotinamide derivative 2 as a structurally novel mGluR5 antagonist. Optimization of the modular scaffold led to the discovery of 16m, a compound with high affinity for mGluR5 and excellent selectivity over other glutamate receptors. Compound 16m exhibits a favorable PK profile in rats, robust anxiolytic-like effects in three different animal models of fear and anxiety, as well as a good PK/PD correlation. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.11.001
• 作为产物：
  描述：

  methyl 6-((4-chlorophenyl)amino)nicotinate 在 水 、 sodium hydroxide 作用下， 以 甲醇 为溶剂， 反应 0.5h， 生成 6-((4-Chlorophenyl)amino)nicotinic acid
  参考文献：
  名称：

  Piperidyl amides as novel, potent and orally active mGlu5 receptor antagonists with anxiolytic-like activity

  摘要：

  High throughput screening led to the identification of nicotinamide derivative 2 as a structurally novel mGluR5 antagonist. Optimization of the modular scaffold led to the discovery of 16m, a compound with high affinity for mGluR5 and excellent selectivity over other glutamate receptors. Compound 16m exhibits a favorable PK profile in rats, robust anxiolytic-like effects in three different animal models of fear and anxiety, as well as a good PK/PD correlation. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.11.001

文献信息

• Substituted amino-pyridine derivatives, processes for their preparation and pharmaceutical compositions containing them
  申请人：BEECHAM GROUP PLC

  公开号：EP0000816A1

  公开（公告）日：1979-02-21

  A class of substituted amino pyridine derivatives are of value in the treatment of diabetes. Some of the compounds also possess hypolipidaemic activity. The compounds are represented by the formula (I): wherein R3 is hydrogen, alkyl or an acidic function; R2 is hydrogen or alkyl; R4 and R' are hydrogen, alkyl or halogen; Z is hydrogen, phenyl, alkyl or aralkyl; Alk is alkylene and x is 0 or 1; R1 is optionally substituted phenyl or naphthyl. Most of the compounds of formula (I) are novel.

  一类取代氨基吡啶衍生物具有治疗糖尿病的价值，其中一些化合物还具有降血脂活性。 这些化合物由式（I）表示：其中 R3 是氢、烷基或酸性官能团；R2 是氢或烷基；R4 和 R' 是氢、烷基或卤素；Z 是氢、苯基、烷基或芳烷基；Alk 是亚烷基，x 是 0 或 1；R1 是任选取代的苯基或萘基。 大多数式（I）化合物都是新型化合物。
• Piperidyl amides as novel, potent and orally active mGlu5 receptor antagonists with anxiolytic-like activity
  作者：Carsten Spanka、Ralf Glatthar、Sandrine Desrayaud、Markus Fendt、David Orain、Thomas Troxler、Ivo Vranesic

  DOI：10.1016/j.bmcl.2009.11.001

  日期：2010.1

  High throughput screening led to the identification of nicotinamide derivative 2 as a structurally novel mGluR5 antagonist. Optimization of the modular scaffold led to the discovery of 16m, a compound with high affinity for mGluR5 and excellent selectivity over other glutamate receptors. Compound 16m exhibits a favorable PK profile in rats, robust anxiolytic-like effects in three different animal models of fear and anxiety, as well as a good PK/PD correlation. (C) 2009 Elsevier Ltd. All rights reserved.