diethyl 1--1-methylethylphosphonate | 152092-53-0

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机膦酸及其衍生物
• 英文名称: diethyl 1--1-methylethylphosphonate
• 英文别名: 2-Diethoxyphosphoryl-2-[ethoxy(methyl)phosphoryl]propane
• CAS: 152092-53-0
• 化学式: C₁₀H₂₄O₅P₂
• 分子量: 286.245
• InChiKey: VTNWLCMJCRXFLP-UHFFFAOYSA-N

物化性质

• 沸点：
  342.9±44.0 °C(Predicted)
• 密度：
  1.096±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  17
• 可旋转键数：
  8
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  61.8
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  diethyl 1--1-methylethylphosphonate 在 过氧乙酸 、 正丁基锂 、 mercury(II) diacetate 、 四丁基溴化铵 、 sodium hydride 作用下， 以 溶剂黄146 为溶剂， 反应 6.08h， 生成 diethyl (2E,6E)-1--1-methylethylphosphonate
  参考文献：
  名称：

  Phosphinato(dialkylmethyl)phosphonates as pyrophosphate mimics: synthesis and squalene synthetase inhibitory activity of farnesyl phosphinato(dialkylmethyl)phosphonates

  摘要：

  The synthesis and squalene synthetase inhibitory activity of farnesyl phosphinato(dialkylmethyl)phosphonates has been described. The phosphinato(dimethylmethyl)phosphonate group provided a suitable mimic of pyrophosphate.

  DOI：

  10.1016/0223-5234(93)90022-7
• 作为产物：
  描述：

  methylenephosphonomethylphosphinic acid triethyl ester 、 碘甲烷 在 sodium hydride 作用下， 生成 diethyl 1--1-methylethylphosphonate
  参考文献：
  名称：

  Phosphinato(dialkylmethyl)phosphonates as pyrophosphate mimics: synthesis and squalene synthetase inhibitory activity of farnesyl phosphinato(dialkylmethyl)phosphonates

  摘要：

  The synthesis and squalene synthetase inhibitory activity of farnesyl phosphinato(dialkylmethyl)phosphonates has been described. The phosphinato(dimethylmethyl)phosphonate group provided a suitable mimic of pyrophosphate.

  DOI：

  10.1016/0223-5234(93)90022-7

文献信息

• Phosphonomethylphosphorylmethyl(oxy)-analogues of geranylgeranyl diphosphate as stable and selective geranylgeranyl protein transferase inhibitors
  作者：Filippo Minutolo、Michela Antonello、Silvia Barontini、Simone Bertini、Laura Betti、Romano Danesi、Gianbattista Gervasi、Gino Giannaccini、Chiara Papi、Giorgio Placanica、Simona Rapposelli、Marco Macchia

  DOI：10.1016/j.farmac.2004.08.002

  日期：2004.11

  The diphosphate moiety of geranylgeranyldiphosphate (GGdP) was replaced with metabolically and hydrolytically stable analogous polar portions, in an attempt to obtain new geranylgeranyltransferase (GGTase) inhibitors, which could also be selective over congener enzyme farnesyltransferase (FTase). In particular, the phosphonomethylphosphorylmethoxy derivative showed the highest inhibition potency, accompanied by a satisfactory GGTase/FTase selectivity.
• NOVEL GERANYLGERANYL-DERIVATIVES, PROCESS FOR THE PREPARATION THEREOF AND RELATED PHARMACEUTICAL COMPOSITIONS
  申请人：LABORATORI BALDACCI Spa

  公开号：EP0862575B1

  公开（公告）日：2004-02-11
• US6242433B1
  申请人：——

  公开号：US6242433B1

  公开（公告）日：2001-06-05
• Phosphinato(dialkylmethyl)phosphonates as pyrophosphate mimics: synthesis and squalene synthetase inhibitory activity of farnesyl phosphinato(dialkylmethyl)phosphonates
  作者：M Prashad、JC Tomesch、JR Wareing、T Scallen

  DOI：10.1016/0223-5234(93)90022-7

  日期：1993.1

  The synthesis and squalene synthetase inhibitory activity of farnesyl phosphinato(dialkylmethyl)phosphonates has been described. The phosphinato(dimethylmethyl)phosphonate group provided a suitable mimic of pyrophosphate.