copper;dimethyl (1S,2R,4S,5R)-2,4-bis(4-methoxypyridin-2-yl)-3-methyl-9-oxo-7-(pyridin-2-ylmethyl)-3,7-diazabicyclo[3.3.1]nonane-1,5-dicarboxylate;diperchlorate | 1446144-58-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: copper;dimethyl (1S,2R,4S,5R)-2,4-bis(4-methoxypyridin-2-yl)-3-methyl-9-oxo-7-(pyridin-2-ylmethyl)-3,7-diazabicyclo[3.3.1]nonane-1,5-dicarboxylate;diperchlorate
• CAS: 1446144-58-6
• 化学式: C₃₀H₃₃ClCuN₅O₁₁*ClO₄
• 分子量: 838.069
• InChiKey: WNBVVOLISAWZIX-IFCYKODRSA-L

计算性质

• 辛醇/水分配系数(LogP)：
  -7.49
• 重原子数：
  53
• 可旋转键数：
  6
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  282
• 氢给体数：
  0
• 氢受体数：
  20

反应信息

• 作为产物：
  描述：

  copper(II) perchlorate hexahydrate 、 Dimethyl 2,4-bis(4-methoxypyridin-2-yl)-3-methyl-9-oxo-7-(pyridin-2-ylmethyl)-3,7-diazabicyclo[3.3.1]nonane-1,5-dicarboxylate 以 乙腈 为溶剂， 以84%的产率得到copper;dimethyl (1S,2R,4S,5R)-2,4-bis(4-methoxypyridin-2-yl)-3-methyl-9-oxo-7-(pyridin-2-ylmethyl)-3,7-diazabicyclo[3.3.1]nonane-1,5-dicarboxylate;diperchlorate
  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