3-[2-(6-甲基-2-吡啶基)乙炔基]-2-环己烯-1-oneO-甲基肟 | 924298-51-1

• 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
• 中文名称: 3-[2-(6-甲基-2-吡啶基)乙炔基]-2-环己烯-1-oneO-甲基肟
• 英文名称: (Z)-3-(6-methylpyridin-2-ylethynyl)cyclohex-2-enone O-methyloxime
• 英文别名: 3-((6-methylpyridin-2-yl)ethynyl)cyclohex-2-enone O-methyl oxime；ABP688；3-[2-(6-Methyl-2-pyridinyl)ethynyl]-2-cyclohexene-1-one O-methyloxime；(Z)-N-methoxy-3-[2-(6-methylpyridin-2-yl)ethynyl]cyclohex-2-en-1-imine
• CAS: 924298-51-1
• 化学式: C₁₅H₁₆N₂O
• 分子量: 240.305
• InChiKey: CNNZLFXCUQLKOB-ICFOKQHNSA-N

物化性质

• 沸点：
  361.4±52.0 °C(Predicted)
• 密度：
  1.03±0.1 g/cm3(Predicted)
• 溶解度：
  二甲基亚砜：100 mM

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  34.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2-乙炔-6-甲基吡啶 在 bis-triphenylphosphine-palladium(II) chloride 吡啶 、 copper(l) iodide 、 三乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 65.0h， 生成 3-[2-(6-甲基-2-吡啶基)乙炔基]-2-环己烯-1-oneO-甲基肟
  参考文献：
  名称：

  ABP688, a novel selective and high affinity ligand for the labeling of mGlu5 receptors: Identification, in vitro pharmacology, pharmacokinetic and biodistribution studies

  摘要：

  [C-11]ABP688 (2) has recently been demonstrated to be a useful PET tracer for in vivo imaging of the metabotropic glutamate receptors type 5 (mGluR5) in rodents. We describe here the identification and preclinical profiling of ABP688 and its tritiated version [H-3]ABP688, and show that its high affinity (K-d = 2 nM), selectivity, and pharmacokinetic properties fulfill all requirements for development as a PET tracer for clinical imaging of the mGlu5 receptor. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2006.10.038

文献信息

• Radiosynthesis of [³H]-ABP688 using [³H]-methyl nosylate: a non-volatile alternative methylating agent
  作者：Pixu Li、John D. Olszewski

  DOI：10.1002/jlcr.1665

  日期：2009.9.30

  Tritiated ABP688 was synthesized from desmethyl ABP688 with [3H]-methyl nosylate in high radiochemical yield. The results demonstrate that [3H]-methyl nosylate is a good alternative methylating agent for radiosynthesis. Copyright © 2009 John Wiley & Sons, Ltd.

  用[3H]-甲基对甲苯磺酸酯与去甲基 ABP688 合成了三价 ABP688，且放射化学收率很高。结果表明，[3H]-甲基对甲苯磺酸酯是一种用于放射合成的良好替代甲基化剂。Copyright © 2009 John Wiley & Sons, Ltd. All Rights Reserved.
• ABP688, a novel selective and high affinity ligand for the labeling of mGlu5 receptors: Identification, in vitro pharmacology, pharmacokinetic and biodistribution studies
  作者：Samuel Hintermann、Ivo Vranesic、Hans Allgeier、Armin Brülisauer、Daniel Hoyer、Michel Lemaire、Thomas Moenius、Stephan Urwyler、Steven Whitebread、Fabrizio Gasparini、Yves P. Auberson

  DOI：10.1016/j.bmc.2006.10.038

  日期：2007.1

  [C-11]ABP688 (2) has recently been demonstrated to be a useful PET tracer for in vivo imaging of the metabotropic glutamate receptors type 5 (mGluR5) in rodents. We describe here the identification and preclinical profiling of ABP688 and its tritiated version [H-3]ABP688, and show that its high affinity (K-d = 2 nM), selectivity, and pharmacokinetic properties fulfill all requirements for development as a PET tracer for clinical imaging of the mGlu5 receptor. (c) 2006 Elsevier Ltd. All rights reserved.