diethyl (1-butylaminoeth-1-yl)phosphonate | 42275-03-6

• 分子结构分类: 有机化合物 - 有机酸及其衍生物
• 英文名称: diethyl (1-butylaminoeth-1-yl)phosphonate
• 英文别名: (1-butylamino-ethyl)-phosphonic acid diethyl ester
• CAS: 42275-03-6
• 化学式: C₁₀H₂₄NO₃P
• 分子量: 237.279
• InChiKey: KGGIQSTUDBFANW-UHFFFAOYSA-N

物化性质

• 沸点：
  298.9±23.0 °C(Predicted)
• 密度：
  0.990±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.99
• 重原子数：
  15.0
• 可旋转键数：
  9.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  47.56
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  diethyl (1-butylaminoeth-1-yl)phosphonate 、 氯乙酰氯 在 三乙胺 作用下， 生成 4-butyl-2-ethoxy-3-methyl-2-oxo-2λ5-[1,4,2]oxazaphosphinan-5-one
  参考文献：
  名称：

  Ivanova,Zh.M. et al., Journal of general chemistry of the USSR, 1976, vol. 46, p. 1647 - 1651

  摘要：

  DOI：
• 作为产物：
  描述：

  乙醛 、 正丁胺 、 亚磷酸二乙酯 以 苯 为溶剂， 生成 diethyl (1-butylaminoeth-1-yl)phosphonate
  参考文献：
  名称：

  Ivanova,Zh.M. et al., Journal of general chemistry of the USSR, 1976, vol. 46, # 2, p. 233 - 238

  摘要：

  DOI：

文献信息

• Synthesis and 31 P NMR characterization of new low toxic highly sensitive pH probes designed for in vivo acidic pH studies
  作者：Sophie Martel、Jean-Louis Clément、Agnès Muller、Marcel Culcasi、Sylvia Pietri

  DOI：10.1016/s0968-0896(01)00414-x

  日期：2002.5

  With the aim to provide sensitive P-31 NMR probes of intra- and extracellular pH gradients that may reach cellular acidic compartments in biological systems, new 7-aminophosphonates were designed to meet basic requirements such as a low pK(a)s and a great chemical difference (Deltadelta(ab)) between the limiting P-31 NMR chemical shifts in acidic (delta(a)) and basic (delta(b)) media. A series of six phosphorylated pyrrolidines and linear aminophosphonates were synthesized using aminophosphorylation reactions and were screened for cytotoxicity on cultured Muller cells. Among the compounds not being toxic under these conditions. three molecules were selected since they displayed the best in vitro (in several phosphate buffers and in a cytosol-like solution) properties as P-31 NMR acidic pH markers. that is 3, 5 and 9, having the pK(a) values of 3.63, 5.89 and 5.66, respectively. The Deltadelta(ab) values of these pH markers were at least 3 times larger than that of standard P-31 NMR probes, with a low sensitivity to ionic strength changes. From these data. it was proposed that 3, 5 and 9 could be used as reporting probes of subtle proton movements in acidic compartments, an area that still remains poorly investigated using non invasive IT NMR methods. (C) 2002 Elsevier Science Ltd. All rights reserved.
• Issleib,K.; Hannig,R., Zeitschrift fur Chemie, 1976, vol. 16, p. 150 - 151
  作者：Issleib,K.、Hannig,R.

  DOI：——

  日期：——