1-propyl-4-methyl pyridinium bromide | 70850-58-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 1-propyl-4-methyl pyridinium bromide
• 英文别名: 4-methyl-N-n-propyl pyridinium bromide；1-Propyl-4-methylpyridinium bromide；4-methyl-1-propylpyridin-1-ium;bromide
• CAS: 70850-58-7
• 化学式: Br*C₉H₁₄N
• 分子量: 216.121
• InChiKey: PFHLTPKOPGZYEN-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -1.3
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  3.9
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  1-propyl-4-methyl pyridinium bromide 在 哌啶 、 silver(l) oxide 作用下， 以 乙醇 、 水 为溶剂， 反应 54.5h， 生成 cis-1-propyl-4-(4'-dimethylamino)styryl pyridinium bromide
  参考文献：
  名称：

  Behera; Mishra; Behera, Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, 2000, vol. 39, # 10, p. 783 - 786

  摘要：

  DOI：
• 作为产物：
  描述：

  4-甲基吡啶 、 溴丙烷 生成 1-propyl-4-methyl pyridinium bromide
  参考文献：
  名称：

  Dye–Surfactant Interaction: Role of an Alkyl Chain in the Localization of Styrylpyridinium Dyes in a Hydrophobic Force Field of a Cationic Surfactant (CTAB)

  摘要：

  报告了一些阳离子染料（I）与阳离子表面活性剂（CTAB）的相互作用，这些阳离子染料（I）的烷基链中有不同数量的亚甲基（Cn）连接到吡啶氮上的阳离子表面活性剂（CTAB）组件中。通过计算发现，染料（C5 至 C18）与胶束的结合常数随碳链的增加而增加。结合常数与链长的关系曲线显示，C16 的结合常数最大，这归因于相容性因素。通过对电子和发射光谱的研究，提出胶束具有疏水力场，染料被定位在力场的不同口袋中。

  DOI：

  10.1246/bcsj.70.2913

文献信息

• Photoisomerizable DNA Ligands. Spectral and Electrochemical Properties and Base-Pair Selectivity of Binding of Bis[2-(1-alkylpyridinium-4-yl)vinyl]benzene Dyes
  作者：Bernard Juskowiak、Mitsuyoshi Ohba、Masao Sato、Shigeori Takenaka、Makoto Takagi、Hiroki Kondo

  DOI：10.1246/bcsj.72.265

  日期：1999.2

  Unexpectedly, nonplanar E,Z isomer also binds to DNA with binding features resembling those of the E,E isomer, though with lower affinity. The interaction of both isomers with a minor groove of [poly(dA-dT)]2 resulted in the formation of more stable complexes compared to the intercalation complexes formed with [poly(dG-dC)]2. Small differences in the binding parameters between planar E,E and non-planar

  已经制备并表征了一系列双[2-(烷基吡啶鎓-4-基)乙烯基]苯配体，并通过光谱、流体动力学和生化方法的组合研究了它们与DNA的相互作用。尽管双[2-(1-烷基吡啶鎓-4-基)乙烯基]苯配体通过凹槽结合和嵌入模式与DNA相互作用，但所得复合物具有不同的结合特性，这取决于DNA的性质。出乎意料的是，非平面 E,Z 异构体也以类似于 E,E 异构体的结合特征与 DNA 结合，但亲和力较低。与使用 [poly(dG-dC)]2 形成的嵌入复合物相比，两种异构体与 [poly(dA-dT)]2 小沟的相互作用导致形成更稳定的复合物。平面 E 之间结合参数的微小差异，
• Fluorescent stilbazolium dyes as probes of the norepinephrine transporter: structural insights into substrate binding
  作者：James N. Wilson、Adrienne S. Brown、W. Michael Babinchak、Clark D. Ridge、Jamie D. Walls

  DOI：10.1039/c2ob26633d

  日期：——

  We report the synthesis, binding kinetics, optical spectroscopy and predicted binding modes of a series of sterically demanding, fluorescent norepinephrine transporter (NET) ligands. A series of bulky stilbazolium dyes, including six newly synthesized compounds, were evaluated to determine the effect of extending the molecular probes’ ‘heads’ or ‘tails’. Taking advantage of the dyes’ characteristic ‘turn-on’ emission, the kinetic binding parameters, kon and koff were determined revealing that extension of the molecules’ tails is well tolerated while expansion of the head is not. Additionally, a ‘headfirst’ orientation appears to be preferred over a ‘tail-first’ binding pose. Further details of the possible binding modes were obtained from the emission spectra of the bound probes. A small range of interplanar twist angles, approximately 35° to 60°, is predicted to produce the observed emission. Docking experiments and molecular modelling support the kinetic and spectroscopic data providing structural insights into substrate binding.

  我们报告了一系列立体要求苛刻的荧光去甲肾上腺素转运体（NET）配体的合成、结合动力学、光学光谱和预测结合模式。对包括六种新合成化合物在内的一系列笨重的链脲染料进行了评估，以确定延长分子探针 "头部 "或 "尾部 "的效果。利用染料特有的 "开启 "发射特性，确定了动力学结合参数 kon 和 koff，结果表明，分子尾部的扩展具有良好的耐受性，而头部的扩展则没有耐受性。此外，"头先 "方向似乎比 "尾先 "结合姿势更受青睐。从结合探针的发射光谱中可以进一步了解可能的结合模式。据预测，大约 35° 至 60° 的小范围平面间扭转角会产生观察到的发射。对接实验和分子建模支持动力学和光谱数据，为底物结合提供了结构性见解。
• Synthesis, Characterization, Solution Behavior, and Density Functional Theory Analysis of Some Pyridinium-Based Ionic Liquids
  作者：Ashish Tiwari、Mira Sahoo、Pratima Soreng、Bijay K. Mishra

  DOI：10.1002/jsde.12034

  日期：2018.5

  Some picolinium ionic liquids (IL) [α/γ‐PicC n][Br/NO3] (n = 3, 5, 7) were synthesized and characterized by 1H NMR data. The surface tension and density of all the IL were determined. The aggregation behavior of these IL in aqueous medium and in dichloromethane was assessed from the variation of electrical conductivity in these media. The critical aggregation concentrations of these IL in aqueous medium

  一些甲基吡啶离子液体（IL）[α/γ-PICC Ñ ] [BR / NO 3 ]（Ñ = 3，5，7）被合成和表征通过1 1 H NMR数据。测定所有IL的表面张力和密度。从这些介质中电导率的变化评估这些IL在水性介质和二氯甲烷中的聚集行为。发现通过添加十六烷基三甲基溴化铵，这些IL在水性介质中的临界聚集浓度显着降低。通过使用密度泛函理论计算进一步研究了这些IL的结构特征和构象。发现溴离子相对于吡啶核的一侧不对称地倾斜，而硝酸盐基团的氮与吡啶核的硝基离子接近。
• Selectivity of stationary phases based on pyridinium ionic liquids for capillary gas chromatography
  作者：M. V. Shashkov、V. N. Sidelnikov、P. A. Zaikin

  DOI：10.1134/s0036024414040268

  日期：2014.4

  A number of capillary columns with stationary liquid phases based on mono- and dication pyridinium ionic liquids (ILs) were prepared. Their polarity was evaluated using McReynolds system and the selectivity was estimated from intermolecular interactions. The parameters of intermolecular interactions were obtained from retention data using the (Abraham) model of the linear free energy relationship. The dependences of intermolecular interactions on the structure of the cation in the ILs under study were revealed. The results were compared with the data for the traditional phases (HP-5, ZB-WAX). Examples of separation of mixtures of oxygen-containing compounds on the phases under study are given.
• Novel combinatorial approach to the synthesis of dihydropyridine (quinoline) based merocyanine dyes
  作者：Alexander Y. Rudenko、Andrey A. Zubarev、Ratislav M. Ozhiganov、Sofia S. Mariasina、Lyudmila A. Rodinovskaya、Ivan Sanin Sprague、Konstantin A. Lyssenko、Anatoliy M. Shestopalov

  DOI：10.24820/ark.5550190.p011.994

  日期：——