decyl 2-[dodecyl(dimethyl)ammonio]ethyl phosphate

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: decyl 2-[dodecyl(dimethyl)ammonio]ethyl phosphate
• 英文别名: Decyl 2-(dodecyldimethylammonio)ethyl phosphate；decyl 2-[dodecyl(dimethyl)azaniumyl]ethyl phosphate
• 化学式: C₂₆H₅₆NO₄P
• 分子量: 477.709
• InChiKey: JBNULOMOBPSFJM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9
• 重原子数：
  32
• 可旋转键数：
  25
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  58.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  对甲苯磺酸十二酯 在 吡啶 作用下， 以 氯仿 、 乙腈 为溶剂， 反应 5.0h， 生成 decyl 2-[dodecyl(dimethyl)ammonio]ethyl phosphate
  参考文献：
  名称：

  杂环异形表面活性剂的合成、聚集特性及抗原生动物活性

  摘要：

  合成了一系列四种异型表面活性剂：2-癸基[十二烷基(二甲基)氨]乙基磷酸酯、癸基2-(1-十二烷基吡咯烷-1-基)乙基磷酸酯、癸基2-(1-十二烷基哌啶-1-基)磷酸乙酯和2-(1-十二烷基吗啉-1-基)乙基磷酸癸酯。研究了制备的化合物对棘阿米巴 lugdunensis 的抗原生动物活性。Decyl 2-(1-dodecylpyrrolidinio-1-yl)ethyl phosphate 表现出最好的杀菌活性。异质表面活性剂的活性与其聚集特性进行了比较。© 2010 Wiley Periodicals, Inc. 21:203–209, 2010；在线发表于 Wiley InterScience (www.interscience.wiley.com)。DOI 10.1002/hc.20587

  DOI：

  10.1002/hc.20587

文献信息

• Interaction between Zwitterionic Surfactants and Amphiphilic Drug: A Tensiometric Study
  作者：Wajid Husain Ansari、Sahar Noori、Andleeb Naqvi、Kabir - ud - Din

  DOI：10.1524/zpch.2012.0340

  日期：2013.4.1

  The physicochemical properties, viz, critical micelle concentration (cmc), surface excess concentration (Γ _max), minimum area per head group (A _min) of zwitterionic surfactants (designated as n(−)-2-m(+); n = 8, 10, 12 and m = 12, 14, 16) and their mixtures with amphiphilic antidepressant drug amitriptyline hydrochloride (AMT) were determined by using surface tension measurements. The cmc and ideal cmc (cmc_id) values along with interaction parameters, β ^m and β ^σ (calculated using Rubingh's and Rosen's models), suggest attractive interactions among the components. The Krafft temperature measurements also indicate strong attractive interactions. Γ _max (or A _min) increases (or decreases) with the addition of gemini surfactant; the values being closer to that of the drug. These values and micellar mole fraction (X₁ ^m-calculated from Rubingh's model and X ₁ ^Moto-calculated from Motomura's model) indicate larger contribution of gemini surfactants in mixed micelles and smaller contribution at air/solution interface (as mole fraction values at interface, X ₁ ^σ , are slightly smaller than X ₁ ^m). The standard Gibbs energy of micellization (Δ G _micº) and adsorption (Δ G _adº) as well as excess energy of mixing (Δ G _ex ^m) are all negative. All these results suggest higher stability of the mixed systems. UV absorbance results also suggest that the mixed micelles are stable for several days.

  物理化学性质，如带电表面活性剂（标记为n(-)-2-m+; n = 8, 10, 12和m = 12, 14, 16）及其与两性抗抑郁药阿米替林盐酸盐（AMT）混合物的临界胶束浓度（cmc）、表面过剩浓度（Γmax）、每个头基最小面积（Amin）通过表面张力测量确定。cmc和理想cmc（cmc id）值以及相互作用参数βm和βσ（使用Rubingh和Rosen模型计算）表明组分之间存在吸引相互作用。Krafft温度测量也表明存在强烈的吸引相互作用。Γmax（或Amin）随着双子表面活性剂的添加而增加（或减少）；这些值接近药物的值。这些值和胶束摩尔分数（X1m-从Rubingh模型计算和X1Moto-从Motomura模型计算）表明双子表面活性剂在混合胶束中的贡献更大，在气液界面的贡献较小（因为界面的摩尔分数值X1σ略小于X1m）。胶束化的标准吉布斯能（ΔGmicº）和吸附（ΔGadº）以及混合的过剩能（ΔGexm）均为负值。所有这些结果表明混合系统的稳定性更高。UV吸收结果还表明混合胶束在几天内是稳定的。
• Synthesis and biological activity of dialkylphosphocholines
  作者：Miloš Lukáč、Martin Mrva、Eva Fischer-Fodor、Ivan Lacko、Marián Bukovský、Natalia Miklášová、František Ondriska、Ferdinand Devínsky

  DOI：10.1016/j.bmcl.2009.09.079

  日期：2009.11

  A series of dialkylphosphocholines were prepared and evaluated for their biological activity. The antiprotozoal activity was determined against Acanthamoeba lugdunensis. Compound 15 exhibited excellent trophocidal activity. None of the tested dialkylphosphocholines exhibited better fungicidal activity against Candida albicans than miltefosine. The antineoplastic activity was determined against HeLa. The most cytotoxic was compound 10, which was more active against tumor cells as against normal cells. (C) 2009 Elsevier Ltd. All rights reserved.
• A Combinatorially-Derived Structural Phase Diagram for 42 Zwitterionic Geminis
  作者：Fredric M. Menger、Andrey V. Peresypkin

  DOI：10.1021/ja003779l

  日期：2001.6.1
• Zwitterionic Geminis. Coacervate Formation from a Single Organic Compound
  作者：Andrey V. Peresypkin、Fredric M. Menger

  DOI：10.1021/ol990205g

  日期：1999.11.1

  [GRAPHICS]Easily "tunable" zwitterionic gemini surfactants were prepared with a wide variety of chain combinations. These geminis self-assemble into micelles, vesicles, and tubules at low concentrations in water, Two particularly remarkable geminis form a coacervate whose "sponge-like" structure is visible by cryo-high-resolution scanning electron microscopy.
• Synthesis, aggregation properties, and antiprotozoal activity of heterocyclic heterogemini surfactants
  作者：M. Lukáč、L. Timko、M. Mrva、F. Ondriska、J. Karlovská、J. Valentová、I. Lacko

  DOI：10.1002/hc.20587

  日期：——

  A series of four heterogemini surfactants have been synthesized: 2-decyl [dodecyl(dimethyl)ammonio]ethyl phosphate, decyl 2-(1-dodecylpyrrolidinio-1-yl)ethyl phosphate, decyl 2-(1-dodecylpiperidinio-1-yl)ethyl phosphate, and decyl 2-(1-dodecylmorpholinio-1-yl)ethyl phosphate. Antiprotozoal activity of prepared compounds against Acanthamoeba lugdunensis was investigated. Decyl 2-(1-dodecylpyrrolidinio-1-yl)ethyl

  合成了一系列四种异型表面活性剂：2-癸基[十二烷基(二甲基)氨]乙基磷酸酯、癸基2-(1-十二烷基吡咯烷-1-基)乙基磷酸酯、癸基2-(1-十二烷基哌啶-1-基)磷酸乙酯和2-(1-十二烷基吗啉-1-基)乙基磷酸癸酯。研究了制备的化合物对棘阿米巴 lugdunensis 的抗原生动物活性。Decyl 2-(1-dodecylpyrrolidinio-1-yl)ethyl phosphate 表现出最好的杀菌活性。异质表面活性剂的活性与其聚集特性进行了比较。© 2010 Wiley Periodicals, Inc. 21:203–209, 2010；在线发表于 Wiley InterScience (www.interscience.wiley.com)。DOI 10.1002/hc.20587