N-benzyl-2-hydroxy-N,N-dimethylethanaminium bromide | 7221-41-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N-benzyl-2-hydroxy-N,N-dimethylethanaminium bromide
• 英文别名: N-benzyl-2-hydroxy-N,N-dimethylethanammonium bromide；(2-hydroxyethyl)benzyldimethylammonium bromide；benzyl-(2-hydroxy-ethyl)-dimethyl-ammonium; bromide；Benzyl-(2-hydroxy-aethyl)-dimethyl-ammonium; Bromid；N-Benzyl-2-hydroxy-N,N-dimethylethan-1-aminium bromide；benzyl-(2-hydroxyethyl)-dimethylazanium;bromide
• CAS: 7221-41-2
• 化学式: Br*C₁₁H₁₈NO
• 分子量: 260.174
• InChiKey: OKSOWFPTXPUHKJ-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -1.74
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.45
• 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-benzyl-2-hydroxy-N,N-dimethylethanaminium bromide 在 氨 、 sodium amide 作用下， 生成 2-[甲基[(2-甲基苯基)甲基]氨基]-乙醇
  参考文献：
  名称：

  ortho Substitution Rearrangement vs. β-Elimination of Quaternary Ammonium Ion-Alcohols and Methyl Ether with Excess Sodium Amide¹

  摘要：

  DOI：

  10.1021/jo01050a029
• 作为产物：
  描述：

  N,N-二甲基乙醇胺 、 溴甲苯 以 乙腈 为溶剂， 以95%的产率得到N-benzyl-2-hydroxy-N,N-dimethylethanaminium bromide
  参考文献：
  名称：

  米替福新类似物的合成和抗真菌活性

  摘要：

  Miltefosine 是一种烷基磷酸胆碱，在体外具有广谱抗真菌活性，在隐球菌病小鼠模型中的体内疗效有限。为了进一步探索此类化合物治疗全身性真菌病的潜力，通过修饰米替福新的胆碱结构部分和烷基链长度，合成了九种类似物 ( 3a - 3i )。这些化合物对机会性真菌病原体白色念珠菌、光滑念珠菌、克柔念珠菌、烟曲霉和新型隐球菌的体外测试表明，N-苄基-N、N-二甲基-2-{[(十六烷氧基)羟基膦基]氧基}乙胺内盐（3a )，N，N-二甲基-N- (4-硝基苄基)-2-{[(十六烷氧基)羟基膦基]氧基}乙胺内盐( 3d )，和N- (4-甲氧基苄基) -N，N-二甲基-与 MIC 为 2.5-3.3 μg/mL 的米替福新相比，2-{[(十六烷氧基)羟基膦基]氧基}乙胺内盐 ( 3e ) 对所有测试病原体的最小抑制浓度 (MIC) 为 2.5-5.0 μg/mL。化合物3a对三种类似于米替福新的哺

  DOI：

  10.1016/j.bmcl.2013.06.096

文献信息

• Synthesis of phosphocholine and quaternary amine ether lipids and evaluation of in vitro antineoplastic activity
  作者：Susan L. Morris-Natschke、Fatma Gumus、Canio J. Marasco、Karen L. Meyer、Michael Marx、Claude Piantadosi、Matthew D. Layne、Edward J. Modest

  DOI：10.1021/jm00066a011

  日期：1993.7

  methyl decreased activity slightly. In the nonphosphorus compounds, many nitrogen heterocycles and also a sulfonium moiety were incorporated without changing the degree of activity; however, a thiazolium group decreased activity. The most active compound, 29 [N-[3-(hexadecyloxy)-2-methoxypropyl]-3-(hydroxymethyl)pyridinium bromide], was approximately twice as active as the reference standard, ET-18-OMe

  在HL-60早幼粒细胞系中已评估了许多含磷（例如，磷胆碱）和非含磷（例如，季铵盐）醚脂质的体外抗肿瘤活性。这些化合物是ET-18-OMe（1-O-十八烷基-2-O-甲基-rac-甘油-3-磷酸胆碱）的类似物。1-（烷基酰胺基）-，-（烷硫基）-和-（烷氧基）丙基主链的结构修饰提供了对这些脂质的结构-活性关系的进一步了解。在这项研究中，优选长饱和的C-1链和带有单个短C-2取代基的三碳主链。在磷胆碱带正电的氮原子上，少于三个取代基会导致活性显着下降，大于甲基的取代基会略微降低活性。在无磷化合物中，在不改变活性程度的情况下，引入了许多氮杂环以及also部分。但是，噻唑鎓组降低了活性。在台盼蓝中，活性最高的化合物29 [N- [3-（十六烷基氧基）-2-甲氧基丙基] -3-（羟甲基）吡啶鎓溴]的活性约为参考标准ET-18-OMe的两倍。染料排除试验。
• Process for the production of polyacrylonitrile
  申请人：SABIC GLOBAL TECHNOLOGIES B.V.

  公开号：US11192966B2

  公开（公告）日：2021-12-07

  The present invention relates to a process for the production of polyacrylonitrile by polymerisation of a reaction mixture comprising acrylonitrile in a solution where the solvent is a eutectic system comprising a quaternary ammonium compound and a hydrogen donor. Such process allows for the production of a polyacrylonitrile having a desirably high molecular weight, whilst polymerisation time is reduced, and where the solvents are environmentally benign, biodegradable and may be reused in the polymerisation process.

  本发明涉及一种通过聚合反应混合物生产聚丙烯腈的工艺，反应混合物包括在溶液中的丙烯腈，其中溶剂是由季铵化合物和氢供体组成的共晶体系。这种工艺可以生产出具有理想高分子量的聚丙烯腈，同时缩短聚合时间，而且溶剂对环境无害，可生物降解，并可在聚合过程中重复使用。
• Synthesis, self-aggregation and biological properties of alkylphosphocholine and alkylphosphohomocholine derivatives of cetyltrimethylammonium bromide, cetylpyridinium bromide, benzalkonium bromide (C16) and benzethonium chloride
  作者：Miloš Lukáč、Martin Mrva、Mária Garajová、Gabriela Mojžišová、Lenka Varinská、Ján Mojžiš、Marián Sabol、Janka Kubincová、Hana Haragová、František Ondriska、Ferdinand Devínsky

  DOI：10.1016/j.ejmech.2013.05.033

  日期：2013.8

  A series of alkylphosphocholine and alkylphosphohomocholine derivatives of cetyltrimethylammonium bromide, cetylpyridinium bromide, benzalkonium bromide (C16) and benzethonium chloride have been synthesized. Their physicochemical properties were also investigated. The critical micelle concentration (cmc), the surface tension value at the cmc (gamma(cmc)) and the surface area at the surface saturation per head group (A(cmc)) were determined by means of surface tension measurements. The prepared compounds exhibit significant cytotoxic, antifungal and antiprotozoal activities. Alkylphosphocholines and alkylphosphohomocholines possess higher antifungal activity against Candida albicans in comparison with quaternary ammonium compounds in general. However, quaternary ammonium compounds exhibit significantly higher activity against human tumor cells and pathogenic free-living amoebae Acanthamoeba lugdunensis and Acanthamoeba quina compared to alkylphosphocholines. The relationship between structure, physicochemical properties and biological activity of the tested compounds is discussed. (C) 2013 Elsevier Masson SAS. All rights reserved.
• Conformation of Some Acetylcholine Analogs as Solutes in Deuterium Oxide and Other Solvents
  作者：A.F. Casy、M.M.A. Hassan、E.C. Wu

  DOI：10.1002/jps.2600600112

  日期：1971.1
• Simons, Biochemical Journal, 1941, vol. 35, p. 749,751
  作者：Simons

  DOI：——

  日期：——