3-(hydroxydiphenylmethyl)-1,2-dimethylimidazo[1,2-a]-pyridin-1-ium trifluoroacetate | 1345964-75-1

• 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: 3-(hydroxydiphenylmethyl)-1,2-dimethylimidazo[1,2-a]-pyridin-1-ium trifluoroacetate
• 英文别名: (1,2-Dimethylimidazo[1,2-a]pyridin-4-ium-3-yl)-diphenylmethanol;2,2,2-trifluoroacetate
• CAS: 1345964-75-1
• 化学式: C₂F₃O₂*C₂₂H₂₁N₂O
• 分子量: 442.438
• InChiKey: YNJDLWXMXBYYTP-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  2.66
• 重原子数：
  32
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  69.4
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  3-溴-2-甲基咪唑并[1,2-A]吡啶 在 lithium chloro-isopropyl-magnesium chloride 作用下， 以 四氢呋喃 、 1,4-二氧六环 为溶剂， 生成 3-(hydroxydiphenylmethyl)-1,2-dimethylimidazo[1,2-a]-pyridin-1-ium trifluoroacetate
  参考文献：
  名称：

  Structure–Activity Relationship of Imidazopyridinium Analogues as Antagonists of Neuropeptide S Receptor

  摘要：

  The discovery and characterization of a novel chemical series of phosphorothioyl-containing imidazopyridines as potent neuropeptide S receptor antagonists is presented. The synthesis of analogues and their structure-activity relationship with respect to the Gq, Gs, and ERK pathways is detailed. The pharmacokinetics and in vivo efficacy of a potent analogue in a food intake rodent model are also included, underscoring its potential therapeutic value for the treatment of sleep, anxiety, and addiction disorders.

  DOI：

  10.1021/jm400904m

文献信息

• [EN] SMALL MOLECULE NEUROPEPTIDE S ANTAGONISTS FOR THE TREATMENT OF ADDICTIVE DISORDERS, MOOD, ANXIETY AND SLEEP DISORDERS<br/>[FR] ANTAGONISTES À PETITE MOLÉCULE DU NEUROPEPTIDE S DESTINÉS AU TRAITEMENT D'UNE TOXICOMANIE OU DE TROUBLES DE L'HUMEUR, DE L'ANXIÉTÉ ET DU SOMMEIL
  申请人：US HEALTH

  公开号：WO2011137220A1

  公开（公告）日：2011-11-03

  Disclosed are compounds of General Formula I: wherein R1, R2, R3, X and Y are described herein, as well as pharmaceutically acceptable salts, solvates, and stereoisomers thereof. Pharmaceutical compositions comprising such compounds, as well as methods of use, and treatment for neuropsychiatric disorders including pain, sleep, mood, anxiety, eating and addictive disorders, are also provided.

  揭示了一般式I的化合物：其中R1、R2、R3、X和Y如本文所述，以及其药用可接受的盐、溶剂化合物和立体异构体。还提供了包括这些化合物的药物组合物、使用方法以及用于神经精神疾病的治疗，包括疼痛、睡眠、情绪、焦虑、进食和成瘾障碍。
• Structure–Activity Relationship of Imidazopyridinium Analogues as Antagonists of Neuropeptide S Receptor
  作者：Samarjit Patnaik、Juan J. Marugan、Ke Liu、Wei Zheng、Noel Southall、Seameen J. Dehdashti、Annika Thorsell、Markus Heilig、Lauren Bell、Michelle Zook、Bob Eskay、Kyle R. Brimacombe、Christopher P. Austin

  DOI：10.1021/jm400904m

  日期：2013.11.27

  The discovery and characterization of a novel chemical series of phosphorothioyl-containing imidazopyridines as potent neuropeptide S receptor antagonists is presented. The synthesis of analogues and their structure-activity relationship with respect to the Gq, Gs, and ERK pathways is detailed. The pharmacokinetics and in vivo efficacy of a potent analogue in a food intake rodent model are also included, underscoring its potential therapeutic value for the treatment of sleep, anxiety, and addiction disorders.