4-(7-methylimidazo[1,2-a]pyridin-2-yl)phenol | 736128-03-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 4-(7-methylimidazo[1,2-a]pyridin-2-yl)phenol
• CAS: 736128-03-3
• 化学式: C₁₄H₁₂N₂O
• 分子量: 224.262
• InChiKey: AJQYVINMCIFTPT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  37.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-溴-4-氯丁烷 、 4-(7-methylimidazo[1,2-a]pyridin-2-yl)phenol 在 氢氧化钾 作用下， 以 甲醇 为溶剂， 反应 24.0h， 以38%的产率得到2-[4-(4-chlorobutoxy)phenyl]-7-methylimidazo[1,2-a]pyridine
  参考文献：
  名称：

  4-[ω-[4-Arylpiperazin-1-yl]alkoxy]phenyl)imidazo[1,2-a]pyridine Derivatives:  Fluorescent High-Affinity Dopamine D₃ Receptor Ligands as Potential Probes for Receptor Visualization

  摘要：

  Sixteen long-chain arylpiperazines bearing the fluorescent moiety 2-phenylimidazo[1,2-a]pyridine were synthesized as fluorescent dopamine D-3 receptors ligands (385 nM < K-i < 0.72 nM). The most potent D-3 compounds 15a and 19a (K-i = 1.6 and 0.72 nM, respectively) showed good Stokes shift and high quantum yield in ethanol (Phi = 0.74 and 0.66, respectively). In the first attempt, 15a was unable to visualize D3 receptors expressed in CHO cells by epifluorescence microscopy.

  DOI：

  10.1021/jm070721+
• 作为产物：
  描述：

  2-氨基-4-甲基吡啶 、 2-溴-4'-羟基苯乙酮 在 sodium carbonate 作用下， 以 乙醇 为溶剂， 反应 20.0h， 以47%的产率得到4-(7-methylimidazo[1,2-a]pyridin-2-yl)phenol
  参考文献：
  名称：

  4-[ω-[4-Arylpiperazin-1-yl]alkoxy]phenyl)imidazo[1,2-a]pyridine Derivatives:  Fluorescent High-Affinity Dopamine D₃ Receptor Ligands as Potential Probes for Receptor Visualization

  摘要：

  Sixteen long-chain arylpiperazines bearing the fluorescent moiety 2-phenylimidazo[1,2-a]pyridine were synthesized as fluorescent dopamine D-3 receptors ligands (385 nM < K-i < 0.72 nM). The most potent D-3 compounds 15a and 19a (K-i = 1.6 and 0.72 nM, respectively) showed good Stokes shift and high quantum yield in ethanol (Phi = 0.74 and 0.66, respectively). In the first attempt, 15a was unable to visualize D3 receptors expressed in CHO cells by epifluorescence microscopy.

  DOI：

  10.1021/jm070721+