2-chloro-5-((4-fluorophenyl)thio)pyridine | 939426-53-6

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 2-chloro-5-((4-fluorophenyl)thio)pyridine
• CAS: 939426-53-6
• 化学式: C₁₁H₇ClFNS
• 分子量: 239.701
• InChiKey: PPDOZAXWYYDAFG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.03
• 重原子数：
  15.0
• 可旋转键数：
  2.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  12.89
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  2-chloro-5-((4-fluorophenyl)thio)pyridine 在 四(三苯基膦)钯 sodium carbonate 作用下， 以 四氢呋喃 为溶剂， 反应 0.17h， 生成 5-[(4-fluorophenyl)sulfonyl]-2-[(E)-2-(4-fluorophenyl)ethenyl]-pyridine
  参考文献：
  名称：

  2,5-Disubstituted pyridines: The discovery of a novel series of 5-HT2A ligands

  摘要：

  This report describes the effect of replacing the central basic amine present in many known 5-HT2A ligands with an aromatic residue. We targeted the isomeric phenethylpyridines 2 and 3 and these compounds proved to be excellent leads, possessing good 5-HT2A receptor binding affinity and selectivity over the 5-HT2C subtype. Optimization of one isomer led to the identification of 25, a compound with sub-nanomolar 5-HT2A affinity and selectivity over 5-HT2C of greater than 4600-fold. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.01.098
• 作为产物：
  描述：

  2-氯-5-碘吡啶 、 对氟苯硫酚 在 copper(l) iodide 、 potassium carbonate 作用下， 以 乙二醇 、 异丙醇 为溶剂， 生成 2-chloro-5-((4-fluorophenyl)thio)pyridine
  参考文献：
  名称：

  2,5-Disubstituted pyridines: The discovery of a novel series of 5-HT2A ligands

  摘要：

  This report describes the effect of replacing the central basic amine present in many known 5-HT2A ligands with an aromatic residue. We targeted the isomeric phenethylpyridines 2 and 3 and these compounds proved to be excellent leads, possessing good 5-HT2A receptor binding affinity and selectivity over the 5-HT2C subtype. Optimization of one isomer led to the identification of 25, a compound with sub-nanomolar 5-HT2A affinity and selectivity over 5-HT2C of greater than 4600-fold. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.01.098