1,7-Bis(diethoxyphosphorylsulfanyl)heptane | 1347617-99-5

• 分子结构分类: 有机化合物 - 有机磷化合物 - 有机硫代磷化合物
• 英文名称: 1,7-Bis(diethoxyphosphorylsulfanyl)heptane
• 英文别名: 1,7-bis(diethoxyphosphorylsulfanyl)heptane
• CAS: 1347617-99-5
• 化学式: C₁₅H₃₄O₆P₂S₂
• 分子量: 436.511
• InChiKey: HVVUOALSQBMUMS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  25
• 可旋转键数：
  18
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  122
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  potassium O,O'-diethylthiophosphate 、 1,7-二溴庚烷 以 乙醇 为溶剂， 反应 12.0h， 以48%的产率得到1,7-Bis(diethoxyphosphorylsulfanyl)heptane
  参考文献：
  名称：

  Homo- and hetero-dimers of inactive organophosphorous group binding at dual sites of AChE

  摘要：

  Homo- and hetero-dimers of inactive organophosphorous group(s) dramatically enhanced the acetylcholinesterase (AChE; EC 3.1.1.7) inhibiting potency, with the highest potency observed at a tether length of 6 methylene groups (6d) for the homodimers, and 7 methylene groups (8e) for the heterodimers. The docking model of Drosophila melanogaster AChE suggested that 6d and 8e bound at the catalytic and peripheral sites of AChE, in which two organophosphorous groups of 6d individually oriented towards TRP83 of catalytic sites and TRP321 of peripheral sites, and phthalicimide group of 8e was appropriately arranged for a pi-pi interaction with the phenyl ring of TYR330, furthermore, the organophosphorous group introduced hydrophobic interaction with TRP83. The compounds prepared in this work demonstrated high insecticidal activity to Lipaphis erysimi and Tetranychus cinnbarinus at the concentration 300 mg/L. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.08.098

文献信息

• Homo- and hetero-dimers of inactive organophosphorous group binding at dual sites of AChE
  作者：Qianfei Zhao、Ruliang Xie、Tao Zhang、Jing Fang、Xiangdong Mei、Jun Ning、Yun Tang

  DOI：10.1016/j.bmcl.2011.08.098

  日期：2011.11

  Homo- and hetero-dimers of inactive organophosphorous group(s) dramatically enhanced the acetylcholinesterase (AChE; EC 3.1.1.7) inhibiting potency, with the highest potency observed at a tether length of 6 methylene groups (6d) for the homodimers, and 7 methylene groups (8e) for the heterodimers. The docking model of Drosophila melanogaster AChE suggested that 6d and 8e bound at the catalytic and peripheral sites of AChE, in which two organophosphorous groups of 6d individually oriented towards TRP83 of catalytic sites and TRP321 of peripheral sites, and phthalicimide group of 8e was appropriately arranged for a pi-pi interaction with the phenyl ring of TYR330, furthermore, the organophosphorous group introduced hydrophobic interaction with TRP83. The compounds prepared in this work demonstrated high insecticidal activity to Lipaphis erysimi and Tetranychus cinnbarinus at the concentration 300 mg/L. (C) 2011 Elsevier Ltd. All rights reserved.