| 1198178-14-1

• 分子结构分类: 有机化合物 - 有机氮化合物
• CAS: 1198178-14-1
• 化学式: C₉H₁₁NO
• 分子量: 149.192
• InChiKey: BLSMGSNZYNDARP-MDZDMXLPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.73
• 重原子数：
  11.0
• 可旋转键数：
  1.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  21.59
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  、 4-溴吡啶盐酸盐 在 copper(l) iodide 、 四(三苯基膦)钯 、 三乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 24.0h， 以13%的产率得到(E)-3-(pyridin-4-ylethynyl)cyclohex-2-enone O-methyl oxime
  参考文献：
  名称：

  Structure−Activity Relationships of Fluorinated (E)-3-((6-Methylpyridin-2-yl)ethynyl)cyclohex-2-enone-O-methyloxime (ABP688) Derivatives and the Discovery of a High Affinity Analogue as a Potential Candidate for Imaging Metabotropic Glutamate Recepors Subtype 5 (mGluR5) with Positron Emission Tomography (PET)

  摘要：

  The metabotropic glutamate receptor subtype 5 (mGluR5) is recognized to be involved in numerous brain disorders. In an effort to obtain a fluorine-18 labeled analogue of the mGluR5 PET tracer [C-11]ABP688, 13 novel ligands based on the core structure of ABP688 were synthesized. Molecules in which the methyl group at the oxime functionality of ABP688 was replaced by fluorobenzonitriles, fluoropyridines, and fluorinated oxygen containing alkyl side chains were investigated. Substituents at the oxime functionality are well tolerated and resulted in five candidates with K-i values below 10 nM. The most promising candidate, (E)-3-(pyridin-2-ylethynyl)cyclohex-2-enone-O-2-(2-fluoroethoxy)-ethyloxime (38, K-i = 3.8 nM), was radiolabeled with fluorine-18. Scatchard analysis of [F-18]38 which modeled best for two sites pointed to high binding affinity (K-D1 = 0.61 +/- 0.19 nM and K-D2 = 13.73 +/- 4.69 nM) too. These data strongly suggest the further evaluation of [F-18]38 as a candidate for imaging the mGluR5.

  DOI：

  10.1021/jm901850k