4-methoxypicolinaldoxime | 14540-15-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4-methoxypicolinaldoxime
• 英文别名: N-[(4-methoxypyridin-2-yl)methylidene]hydroxylamine
• CAS: 14540-15-9
• 化学式: C₇H₈N₂O₂
• 分子量: 152.153
• InChiKey: ISIMUZREROZCGN-UHFFFAOYSA-N

物化性质

• 沸点：
  288.1±25.0 °C(Predicted)
• 密度：
  1.18±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  54.7
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-methoxypicolinaldoxime 在 三氟乙酸 、 锌 、 sodium hydroxide 作用下， 以 二氯甲烷 为溶剂， 反应 5.0h， 以26.5%的产率得到4-甲氧基-2-甲氨基吡啶
  参考文献：
  名称：

  Optimization of Pentadentate Bispidines as Bifunctional Chelators for⁶⁴Cu Positron Emission Tomography (PET)

  摘要：

  Pentadentate bispidine ligands (3,7-diazabicyclo[3.3.1]nonanes) are optimized for maximum complex stability and facile functionalization with respect to their coupling to biological vector molecules and/or fluorescence markers for PET (positron emission tomography) and multimodal imaging (i.e., PET and optical imaging). The pentadentate ligand with two tertiary amine donors, two p-methoxy substituted pyridines, and one unsubsituted pyridine group is shown to best fulfill important conditions for PET applications, i.e., fast complexation with Cu-II and high in vivo stability, and this was predicted from the solution chemistry, in particular the Cu-II/I redox potentials. Also, solvent partition experiments to model the lipophilicity of the Cu-II complexes indicate that the bis p-methoxy substituted ligand leads to cationic complexes with an appreciable lipophilicity. This is supported by the biodistribution experiments that show that the complex with the p-methoxy substituted ligand is excreted very quickly and primarily via the renal route and therefore is ideally suited for the development of PET tracers with ligands of this type coupled to biomolecules.

  DOI：

  10.1021/ic4008685
• 作为产物：
  描述：

  4-甲氧基吡啶-2-醛 在 盐酸羟胺 、 sodium hydroxide 、 盐酸 作用下， 以 乙醇 、 水 为溶剂， 反应 0.5h， 以72.2%的产率得到4-methoxypicolinaldoxime
  参考文献：
  名称：

  Optimization of Pentadentate Bispidines as Bifunctional Chelators for⁶⁴Cu Positron Emission Tomography (PET)

  摘要：

  Pentadentate bispidine ligands (3,7-diazabicyclo[3.3.1]nonanes) are optimized for maximum complex stability and facile functionalization with respect to their coupling to biological vector molecules and/or fluorescence markers for PET (positron emission tomography) and multimodal imaging (i.e., PET and optical imaging). The pentadentate ligand with two tertiary amine donors, two p-methoxy substituted pyridines, and one unsubsituted pyridine group is shown to best fulfill important conditions for PET applications, i.e., fast complexation with Cu-II and high in vivo stability, and this was predicted from the solution chemistry, in particular the Cu-II/I redox potentials. Also, solvent partition experiments to model the lipophilicity of the Cu-II complexes indicate that the bis p-methoxy substituted ligand leads to cationic complexes with an appreciable lipophilicity. This is supported by the biodistribution experiments that show that the complex with the p-methoxy substituted ligand is excreted very quickly and primarily via the renal route and therefore is ideally suited for the development of PET tracers with ligands of this type coupled to biomolecules.

  DOI：

  10.1021/ic4008685