N,N'-bis(dibutylphosphoryl)-1,3-propylenediamine

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机磷酸及其衍生物
• 英文名称: N,N'-bis(dibutylphosphoryl)-1,3-propylenediamine
• 英文别名: N,N'-bis(dibutoxyphosphoryl)propane-1,3-diamine
• 化学式: C₁₉H₄₄N₂O₆P₂
• 分子量: 458.516
• InChiKey: CLCMMLAICFUOCV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  29
• 可旋转键数：
  22
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  95.1
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  亚磷酸二丁酯 、 1,3-丙二胺 在 四氯化碳 、 sodium hydroxide 作用下， 以 乙醇 为溶剂， 反应 5.0h， 以80%的产率得到N,N'-bis(dibutylphosphoryl)-1,3-propylenediamine
  参考文献：
  名称：

  SYNTHESIS, CHARACTERIZATION, MOLECULAR MODELING AND BIOLOGICAL ACTIVITY AGAINSTARTEMIA SALINAOF NEW SYMMETRICAL BISPHOSPHORAMIDATES

  摘要：

  A series of N,N'-bis(dialkylphosphoryl)diamines were prepared by Todd-Atherton, reaction. of dialkylphosphites with symmetrical diamines in a biphasic system. They were characterized by IR, H-1-NMR, C-13-NMR and mass spectroscopy. Compounds with butoxy groups, isobutoxy groups and isopropoxy groups on the phosphorus atoms showed the lowest LD50 values when tested against Artemia salina. All other compounds that showed LD50 values higher than 363 ppm are considered non toxic. The results of a molecular modeling study suggest that the biological activity of the compounds-may be related to AChE inhibition. Contrary to classical organophophorus AChE inhibitors, the compounds synthestized in this study do not possess a good leaving group, which suggests that they may act only as reversible inhibitors.

  DOI：

  10.1080/10426500490257122

文献信息

• SYNTHESIS, CHARACTERIZATION, MOLECULAR MODELING AND BIOLOGICAL ACTIVITY AGAINST<i>ARTEMIA SALINA</i>OF NEW SYMMETRICAL BISPHOSPHORAMIDATES
  作者：Viviane Martins Rebello dos Santos、João Batista Neves DaCosta、Carlos Mauricio R. Sant'Anna、Marcia Cristina Campos Oliveira

  DOI：10.1080/10426500490257122

  日期：2004.1

  A series of N,N'-bis(dialkylphosphoryl)diamines were prepared by Todd-Atherton, reaction. of dialkylphosphites with symmetrical diamines in a biphasic system. They were characterized by IR, H-1-NMR, C-13-NMR and mass spectroscopy. Compounds with butoxy groups, isobutoxy groups and isopropoxy groups on the phosphorus atoms showed the lowest LD50 values when tested against Artemia salina. All other compounds that showed LD50 values higher than 363 ppm are considered non toxic. The results of a molecular modeling study suggest that the biological activity of the compounds-may be related to AChE inhibition. Contrary to classical organophophorus AChE inhibitors, the compounds synthestized in this study do not possess a good leaving group, which suggests that they may act only as reversible inhibitors.