2-(4-hydroxyphenyl)-6-methylimidazo[1,2-a]pyridine | 887577-15-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 2-(4-hydroxyphenyl)-6-methylimidazo[1,2-a]pyridine
• 英文别名: 4-(6-methylimidazo[1,2-a]pyridin-2-yl)phenol
• CAS: 887577-15-3
• 化学式: C₁₄H₁₂N₂O
• 分子量: 224.262
• InChiKey: QIOUVDDWQPFMFL-UHFFFAOYSA-N

物化性质

• 密度：
  1.21±0.1 g/cm3(Predicted)

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：

  3-甲基巴豆酰氯 、 2-(4-hydroxyphenyl)-6-methylimidazo[1,2-a]pyridine 在 4-二甲氨基吡啶 、 三乙胺 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 反应 3.0h， 生成
  参考文献：
  名称：

  A Novel Phenylimidazo[1,2-α]pyridine Core Skeleton and Pharmacophore Model as Hypoxia-Inducible Factor Inhibitors

  摘要：

  DOI：

  10.5012/bkcs.2010.31.7.2039
• 作为产物：
  描述：

  2-氨基-5-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33%的产率得到2-(4-hydroxyphenyl)-6-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

• Application of Imidazopyridine Derivatives in Regenerative Medicine
  申请人：University of Heidelberg

  公开号：US20200062719A1

  公开（公告）日：2020-02-27

  A method of producing a pluripotent stem cell is provided. The method is comprising contacting a non-pluripotent donor cell obtained from a mammalian donor with a compound characterized by general formulas (1) and (3). Furthermore, methods for inducing OCT4 and NANOG, increasing histone 3 lysine methylation and the maintenance of pluripotency are provided.

  提供了一种制备多能干细胞的方法。该方法包括将从哺乳动物供体获得的非多能干细胞与具有一般式(1)和(3)特征的化合物接触。此外，还提供了诱导OCT4和NANOG，增加组蛋白3赖氨酸甲基化和维持多能性的方法。
• APPLICATION OF IMIDAZOPYRIDINE DERIVATIVES IN REGENERATIVE MEDICINE
  申请人：Universität Heidelberg

  公开号：EP3611256A1

  公开（公告）日：2020-02-19

  A method of producing a pluripotent stem cell is provided. The method is comprising contacting a non-pluripotent donor cell obtained from a mammalian donor with a compound characterized by general formulas (1) and (3). Furthermore, methods for inducing OCT4 and NANOG, increasing histone 3 lysine methylation and the maintenance of pluripotency are provided.

  提供了一种生产多能干细胞的方法。该方法包括将从哺乳动物供体获得的非多能供体细胞与通式（1）和（3）表征的化合物接触。此外，还提供了诱导 OCT4 和 NANOG、增加组蛋白 3 赖氨酸甲基化和维持多能性的方法。
• A Novel Phenylimidazo[1,2-α]pyridine Core Skeleton and Pharmacophore Model as Hypoxia-Inducible Factor Inhibitors
  作者：Young-Dae Gong、Nam-Sook Kang

  DOI：10.5012/bkcs.2010.31.7.2039

  日期：2010.7.20
• 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.