N-ethyl-N-2-hydroxyethyl-N,N-dimethylammonium bromide | 4535-70-0

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: N-ethyl-N-2-hydroxyethyl-N,N-dimethylammonium bromide
• 英文别名: N-Ethyl-2-hydroxy-N,N-dimethylethan-1-aminium bromide；ethyl-(2-hydroxyethyl)-dimethylazanium;bromide
• CAS: 4535-70-0
• 化学式: Br*C₆H₁₆NO
• 分子量: 198.103
• InChiKey: NPKGNOMIQQLCSL-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -2.92
• 重原子数：
  9
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N-ethyl-N-2-hydroxyethyl-N,N-dimethylammonium bromide 在 Amberlite^TM IRN-78 作用下， 以 水 为溶剂， 生成 ethyl-(2-hydroxy-ethyl)-dimethyl-ammonium; hydroxide
  参考文献：
  名称：

  新型生物相容性N-乙酰基氨基酸N-烷基胆碱基离子液体增强水溶性差的药物的水溶性

  摘要：

  制药行业的主要挑战是寻找水溶性差的药物分子的潜在溶剂。离子液体（IL）由于其独特的物理化学和生物学特性，已作为（共）溶剂吸引了该行业。在此，提出了一种使用新的生物相容性N-乙酰基氨基酸N来增强对乙酰氨基酚和双氯芬酸钠的水溶性的直接方法。-烷基胆碱基离子液体作为助溶剂（0.2-1摩尔％）。这些新的离子液体能够将这些药物的水溶性提高到纯水或无机盐溶液中的四倍。在存在这些IL的情况下，药物的亲脂性（对乙酰氨基酚的log P没有显着变化，但对双氯芬酸钠而言，其亲脂性有可能显着降低。关于人皮肤成纤维细胞的细胞毒性，观察到IL并未显示出明显的毒性）。与各自的前体相比，能够提高细胞活力。

  DOI：

  10.1016/j.ejpb.2019.03.004
• 作为产物：
  描述：

  溴乙烷 、 N,N-二甲基乙醇胺 以 乙腈 为溶剂， 以96%的产率得到N-ethyl-N-2-hydroxyethyl-N,N-dimethylammonium bromide
  参考文献：
  名称：

  Plasma membrane permeabilisation by ionic liquids: a matter of charge

  摘要：

  带负电荷的膜表面阻碍离子液体长疏水阴离子的渗透 - 这是设计更环保溶剂的新经验法则。

  DOI：

  10.1039/c5gc01472g

文献信息

• Silylated quaternary ammonium salts – ionic liquids with hydrophobic cations
  作者：Matjaž Koželj、Abdelbast Guerfi、Karim Zaghib

  DOI：10.1039/c4ta02675f

  日期：——

  class of ionic liquids was obtained by a combination of bis(perfluoroalkylsulfonyl)amide anions and O-silylated choline like cations. The protection of the hydrophilic hydroxyl group of hydroxyalkyl substituted quaternary ammonium salts with a trialkylsilyl group changes cations' properties from hydrophilic to hydrophobic; both constituents (cations and anions) of resulting ionic liquids have a hydrophobic

  通过双（全氟烷基磺酰基）酰胺阴离子和O-甲硅烷基化的胆碱样阳离子的组合获得另一类离子液体。具有三烷基甲硅烷基的羟烷基取代的季铵盐的亲水羟基的保护将阳离子的性质从亲水变为疏水。所得离子液体的两种成分（阳离子和阴离子）均具有疏水性。研究了它们的基本物理和化学性质。离子液体的中等粘度和电导率遵循它们对温度的依赖性的Vogel-Tammann-Fulcher模型。所有离子液体均显示出与CV测量所预期的相似的电化学稳定性。相对于Li / Li ，大多数化合物的阴极稳定性低于0 V+，并且与Li / Li +相比，阳极分解通常会在超过5 V的条件下开始。这些性质表明，这些离子液体具有制备高压锂电池电解液的潜力。
• IONIC COMPOUNDS HAVING A SILYLOXY GROUP
  申请人：HYDRO-QUÉBEC

  公开号：US20150093655A1

  公开（公告）日：2015-04-02

  There is provided an ionic compound having attached thereto a silyloxy group. There is also provided methods of making this ionic compound as well as electrolytes, electrochemical cells and capacitors comprising this ionic compound.

  提供了一种具有硅氧基团的离子化合物。还提供了制备该离子化合物的方法，以及包含该离子化合物的电解质、电化学电池和电容器。
• Dependence of in vitro Enzymic Hydrolysis of Alkyl(2-benzoyloxyethyl)dimethylammonium Bromides on the Alkyl Length
  作者：Eva Olaszová、Ingrid Paulíková、Otto Helia、Emil Švajdlenka、Ferdinand Devínský、Ivan Lacko

  DOI：10.1135/cccc19980245

  日期：——

  Microsomal esterases were used in the study of the in vitro enzymic hydrolysis of the ester bond in alkyl(2-benzoyloxyethyl)dimethylammonium bromides. These compounds are potential "soft" disinfectants, easily biodegradable to nontoxic biologically inactive hydrolytic products, namely substituted choline and benzoic acid. Formation of the latter product was used to monitor the kinetics of the reaction. It has been found that the rate of enzymic hydrolysis is substantially influenced by different length of the alkyl chain on the ammonium nitrogen. At the same time, interspecies (rat-mouse) and interorgan (liver-kidney) variability has been observed.

  在研究中使用了微粒体酯酶来研究烷基(2-苯甲酰氧乙基)二甲基铵溴化物酯键的体外酶解。这些化合物是潜在的“软”消毒剂，容易生物降解为无毒的生物不活性水解产物，即取代胆碱和苯甲酸。后者产物的形成用于监测反应的动力学。发现酶解速率受铵氮上烷基链长度不同的显著影响。同时，观察到了种间（大鼠-小鼠）和器官间（肝脏-肾脏）的变异性。
• Enzymes cooperating in the hydrolyzing process of benzoylcholines: subcellular and inter-tissue comparison
  作者：Paulikova、Siskova

  DOI：10.1691/ph.2009.9046

  日期：——

  Within benzoylcholine biotransformation, butyrylcholinesterase (3.1.1.8, BuChE) appears to be the key enzyme in the hydrolyzing process. Except for BuChE in the process of benzoylcholine hydrolysis, carboxylesterase (3.1.1.1, CE) could play a role in the splitting of the ester bond. The aim of this work was to clarify the interaction between BuChE and CE in the hydrolyzing process of a homologic row of benzolycholines on subcellular and inter-tissue level. Two fractions, microsomes and cytosol of rabbit lung and liver were investigated. Participation of the enzyme activities was determined on the base of kinetic inhibitory studies, using eserine as cholinesterase inhibitor. Despite the fact that in all studied fractions of both organs BuChE and CE were confirmed, only in lung microsomes exclusive BuChE activity in benzoylcholine hydrolyzing process was observed, without substrate specifity. In the other fractions studied interaction of both enzymes were recorded, whereas the benzoylcholine structure played an important role. It seems that, the portion of CE depends predominantly on substrate structure and elevates with bulk of alcoholic part of benzoylcholines. Despite the same enzyme equipment in all tissue fractions studied, the affinity of hydrolyzing enzymes interestingly differs. This might be as a result of distinct subcellular pattern of CE activity localization in lung and liver.

  在苯甲酰胆碱的生物转化过程中，丁酰胆碱酯酶（3.1.1.8，BuChE）似乎是水解过程中的关键酶。除了在苯甲酰胆碱水解过程中参与的BuChE外，羧酸酯酶（3.1.1.1，CE）也可能在酯键的断裂中发挥作用。本研究的目的是阐明BuChE和CE在同源苯甲酰胆碱的水解过程中的相互作用，涵盖亚细胞和组织间层面。研究了兔肺和肝脏的两种组分，即微粒体和细胞溶质。酶活性的参与是基于动力学抑制研究确定的，使用埃斯里宁作为胆碱酯酶抑制剂。尽管在所研究的两种器官的所有组分中都确认了BuChE和CE的存在，但在肺微粒体中仅观察到BuChE在苯甲酰胆碱水解过程中的独特活性，而没有底物特异性。在其他组分中记录了两种酶的相互作用，苯甲酰胆碱的结构发挥了重要作用。CE的比例似乎主要依赖于底物结构，且随着苯甲酰胆碱中醇部分的体积增加而增加。尽管在所有研究的组织组分中酶设备相同，但水解酶的亲和力却有趣地不同。这可能是由于肺和肝脏中CE活性定位的独特亚细胞模式所导致的。
• Synthesis, characterization and physical properties of novel cholinium-based organic magnetic ionic liquids
  作者：Li-rong Nie、Shun Yao、Bing Dong、Xin-lu Li、Hang Song

  DOI：10.1016/j.molliq.2017.05.044

  日期：2017.8

  susceptibility of the MILs was measured at 298 K. Other physical properties such as conductivities, acidity and density were measured in range of 278.15 K to 323.15 K for further application investigation. Satisfactory results were obtained after the data of physical properties were correlated. Based on the measurements and correlations above, some discussions were carried out, including the ion association

  本文合成了五种新型的基于胆碱的有机磁性离子液体（MIL）。碳链连接到阳离子核的氮原子。通过FT-IR，HPLC，UV-Vis，1全面鉴定了MIL1 H NMR和ESI-MS。MIL具有形成水相两相系统的有趣性能，并且在形成水相两相系统后可以响应外部磁场，这有助于磁相分离。MIL的磁化率在298 K下测量。其他物理性质（例如电导率，酸度和密度）在278.15 K至323.15 K范围内测量，以进行进一步的应用研究。将物理性质的数据进行关联后，可获得令人满意的结果。基于上述测量和相关性，进行了一些讨论，包括离子缔合和离子扩散，MIL碳链和温度对摩尔电导率的影响，阳离子尺寸对摩尔体积的影响，酸度的变化。 MILs。