2-[4-(4-chlorobutoxy)phenyl]-7-methylimidazo[1,2-a]pyridine | 956030-67-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 2-[4-(4-chlorobutoxy)phenyl]-7-methylimidazo[1,2-a]pyridine
• CAS: 956030-67-4
• 化学式: C₁₈H₁₉ClN₂O
• 分子量: 314.815
• InChiKey: RFJRTPIOGRPNNU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  22
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  26.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-[4-(4-chlorobutoxy)phenyl]-7-methylimidazo[1,2-a]pyridine 、 1-(2,3-二氯苯基)哌嗪 在 potassium carbonate 作用下， 以 乙腈 为溶剂， 以24%的产率得到(4-[3-[4-(2,3-Dichlorophenyl)piperazin-1-yl]butoxy]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：

  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+

文献信息

• 4-[ω-[4-Arylpiperazin-1-yl]alkoxy]phenyl)imidazo[1,2-<i>a</i>]pyridine Derivatives:  Fluorescent High-Affinity Dopamine D₃ Receptor Ligands as Potential Probes for Receptor Visualization
  作者：Marcello Leopoldo、Enza Lacivita、Elena Passafiume、Marialessandra Contino、Nicola A. Colabufo、Francesco Berardi、Roberto Perrone

  DOI：10.1021/jm070721+

  日期：2007.10.1

  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.