次膦酸,[(六氢-1H-1,4,7-三吖壬英-1,4,7-三基)三(亚甲基)]三[甲基-,三乙基酯 | 132610-08-3

• 分子结构分类: 有机化合物 - 有机杂环化合物
• 中文名称: 次膦酸,[(六氢-1H-1,4,7-三吖壬英-1,4,7-三基)三(亚甲基)]三[甲基-,三乙基酯
• 英文名称: 1,4,7-tris[[ethoxy(methyl)phosphoryl]methyl]-1,4,7-triazonane
• CAS: 132610-08-3；132697-55-3；133869-21-3
• 化学式: C₁₈H₄₂N₃O₆P₃
• 分子量: 489.469
• InChiKey: ZVSNDGWNRRNMLA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.61
• 重原子数：
  30.0
• 可旋转键数：
  12.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  88.62
• 氢给体数：
  0.0
• 氢受体数：
  9.0

反应信息

• 作为反应物：
  描述：

  次膦酸,[(六氢-1H-1,4,7-三吖壬英-1,4,7-三基)三(亚甲基)]三[甲基-,三乙基酯 在 盐酸 作用下， 生成
  参考文献：
  名称：

  Synthesis and Characterization of 1,4,7-Triazacyclononane Derivatives with Methylphosphinate and Acetate Side Chains for Monitoring Free Mg^II by ³¹P and ¹H NMR Spectroscopy

  摘要：

  A series of 1,4,7-triazacyclononane-based ligands containing one, two, or three methylphosphinate (MP) side chains has been prepared, The macrocycle with three methylphosphinates, NOTMP, appeared to be a very promising ligand for monitoring Mg-II in biological samples by P-31 NMR spectroscopy, The P-31 resonances of the free ligand and the Mg-II complex were well resolved, in slow exchange, and well downfield of typical tissue phosphate and phosphate ester metabolite resonances. The K-d value of the Mg(NOTMP) complex was 0.35 mM at physiological pH and temperature, a value which is optimal for accurate assessment of free Mg-II in cells and blood plasma. The latter was confirmed experimentally. Furthermore, the selectivity of NOTMP for Mg-II over Ca-II exceeded 2 orders of magnitude. The K-d values of the Mg-II complexes were sensitive to pH and temperature. The pH effects could be easily predicted from potentiometric pH titration data. Examination of the Mg-II ligand equilibria by P-31 NMR over a wide temperature range provided complexation enthalpies and entropies, It was shown that the smaller K-d values at higher temperatures were largely due to a temperature effect on the highest ligand protonation constant. Only a small endothermic complexation enthalpy contributed to this phenomenon.

  DOI：

  10.1021/ja953771p
• 作为产物：
  描述：

  (ethoxy(methyl)phosphoryl)methyl methanesulfonate 、 1,4,7-三氮杂环壬烷 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 6.0h， 以60%的产率得到次膦酸,[(六氢-1H-1,4,7-三吖壬英-1,4,7-三基)三(亚甲基)]三[甲基-,三乙基酯
  参考文献：
  名称：

  1,4,7-三氮杂环壬烷-1,4,7-三[亚甲基（甲基次膦酸）]的母体和C-官能化衍生物的合成及配合物稳定性：一种有效的新型配合剂

  摘要：

  标题配体与铟和镓形成动力学稳定的络合物，并在水溶液中对Ca 2+结合Mg 2+表现出显着的选择性（10 5.6）。

  DOI：

  10.1039/c39900001738

文献信息

• Synthesis of New Macrocyclic Amino-Phosphinic Acid Complexing Agents and Their<i>C</i>-and<i>P</i>-Functionalised Derivatives for Protein Linkage
  作者：Christopher J. Broan、Eleanor Cole、Karl J. Jankowski、David Parker、Kanthi Pulukkody、Byron A. Boyce、Nigel R. A. Beeley、Kenneth Millar、Andrew T. Millican

  DOI：10.1055/s-1992-34177

  日期：——

  The synthesis of various macrocyclic complexing agents with alkyl-and arylphosphinic substituents is reported together with their C-and N-functionalised analogues as active esters suitable for anti-body conjugation.

  报告了带有烷基和芳基膦取代基的各种大环络合剂的合成及其 C 和 N 官能化类似物，这些类似物是适用于抗体共轭的活性酯。