1-[6-(3-Chloropyridin-4-yl)-5-[4-(trifluoromethyl)phenyl]pyrazin-2-yl]piperidin-4-amine | 913277-59-5

• 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: 1-[6-(3-Chloropyridin-4-yl)-5-[4-(trifluoromethyl)phenyl]pyrazin-2-yl]piperidin-4-amine
• 英文别名: 1-[6-(3-chloropyridin-4-yl)-5-[4-(trifluoromethyl)phenyl]pyrazin-2-yl]piperidin-4-amine
• CAS: 913277-59-5
• 化学式: C₂₁H₁₉ClF₃N₅
• 分子量: 433.864
• InChiKey: QBTHMIDVVRNCCN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  30
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  67.9
• 氢给体数：
  1
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  1-[6-(3-Chloropyridin-4-yl)-5-[4-(trifluoromethyl)phenyl]pyrazin-2-yl]piperidin-4-amine 、 乙酰氯 在 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 为溶剂， 生成 N-(1-(6-(3-chloropyridin-4-yl)-5-(4-(trifluoromethyl)phenyl)pyrazin-2-yl)piperidin-4-yl)acetamide
  参考文献：
  名称：

  Aminopyrazine CB1 receptor inverse agonists

  摘要：

  A series of 5,6-diaryl-2-amino-pyrazines were prepared and found to have antagonist-like properties at the CB1 receptor. Subsequent SAR studies optimized both receptor potency and drug-like properties including solubility and Cytochrome-P450 inhibition potential. Optimized compounds were demonstrated to be inverse agonists and compared in vivo with rimonabant for their ability to inhibit food intake, to occupy central CB1 receptors and to influence hormonal markers associated with obesity. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.04.022
• 作为产物：
  描述：

  tert-butyl N-[1-[6-(3-chloropyridin-4-yl)-5-[4-(trifluoromethyl)phenyl]pyrazin-2-yl]piperidin-4-yl]carbamate 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 16.0h， 生成 1-[6-(3-Chloropyridin-4-yl)-5-[4-(trifluoromethyl)phenyl]pyrazin-2-yl]piperidin-4-amine
  参考文献：
  名称：

  Aminopyrazine CB1 receptor inverse agonists

  摘要：

  A series of 5,6-diaryl-2-amino-pyrazines were prepared and found to have antagonist-like properties at the CB1 receptor. Subsequent SAR studies optimized both receptor potency and drug-like properties including solubility and Cytochrome-P450 inhibition potential. Optimized compounds were demonstrated to be inverse agonists and compared in vivo with rimonabant for their ability to inhibit food intake, to occupy central CB1 receptors and to influence hormonal markers associated with obesity. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.04.022

文献信息

• Substituted heteroaryl CB1 antagonists
  申请人：Yuan Jun

  公开号：US20070078135A1

  公开（公告）日：2007-04-05

  Compounds of Formula I are provided. In which the variables are as described herein. Such compounds may be used to modulate CB1 activity in vivo or in vitro, and are particularly useful in the treatment of conditions responsive to CB1 modulation in humans, domesticated companion animals and livestock animals, including appetite disorders, obesity and addictive disorders. Pharmaceutical compositions and methods for using them to treat such disorders are provided, as are methods for using such ligands for receptor localization studies and various in vitro assays.

  提供了公式I的化合物，其中变量如此处所述。这些化合物可用于在体内或体外调节CB1活性，并且在治疗对CB1调节敏感的人类、驯养的伴侣动物和家畜动物的食欲紊乱、肥胖和成瘾性疾病方面特别有用。提供了用于治疗此类疾病的制药组合物和方法，以及用于受体定位研究和各种体外测定的配体的使用方法。
• Aminopyrazine CB1 receptor inverse agonists
  作者：David J. Wustrow、George D. Maynard、Jun Yuan、He Zhao、Jianmin Mao、Qin Guo、Mark Kershaw、Jack Hammer、Robbin M. Brodbeck、Kristen E. Near、Dan Zhou、David S. Beers、Bertrand L. Chenard、James E. Krause、Alan J. Hutchison

  DOI：10.1016/j.bmcl.2008.04.022

  日期：2008.6

  A series of 5,6-diaryl-2-amino-pyrazines were prepared and found to have antagonist-like properties at the CB1 receptor. Subsequent SAR studies optimized both receptor potency and drug-like properties including solubility and Cytochrome-P450 inhibition potential. Optimized compounds were demonstrated to be inverse agonists and compared in vivo with rimonabant for their ability to inhibit food intake, to occupy central CB1 receptors and to influence hormonal markers associated with obesity. (C) 2008 Elsevier Ltd. All rights reserved.