溴化N-己基-4-甲基吡啶 | 70850-60-1

• 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
• 中文名称: 溴化N-己基-4-甲基吡啶
• 英文名称: 1-hexyl-4-methylpyridin-1-ium bromide
• 英文别名: 1-hexyl-4-methylpyridin-1-ium;bromide
• CAS: 70850-60-1
• 化学式: Br*C₁₂H₂₀N
• 分子量: 258.202
• InChiKey: HEIQGUZVWWLUDQ-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -0.13
• 重原子数：
  14
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.58
• 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：

  溴化N-己基-4-甲基吡啶 在 哌啶 、 sodium tetrahydroborate 作用下， 以 甲醇 为溶剂， 生成 1-Hexyl-4-((E)-2-naphthalen-1-yl-vinyl)-1,2,3,6-tetrahydro-pyridine; hydrochloride
  参考文献：
  名称：

  Approaches to protection against nerve agent poisoning. (Naphthylvinyl)pyridine derivatives as potential antidotes

  摘要：

  Analogues of the potent inhibitor of choline acetyltransferase (CAT) (E)-4-(1-naphthylvinyl)pyridine methiodide were synthesized and evaluated for their ability to inhibit CAT and protect against nerve agent intoxication. Several compounds, notably (E)-1-(2-hydroxyethyl)-(1-naphthylvinyl)pyridinium bromide (3), (E)-1-methyl-4-(1-naphthylvinyl)-1,2,3,6-tetrahydropyridine hydrochloride (22), and (E)-1-methyl-4-(1-naphthylvinyl)piperidine hydrochloride (23), were found to afford significant protection against sarin in the mouse and against soman in the guinea pig. However, protection was apparently not related to CAT inhibition. Compound 23, our most effective compound in protecting against nerve agent, was without CAT inhibitory activity. Compound 22, which proved to be a potent CAT inhibitor, most likely owed this activity to being dehydrogenated back to the pyridinium quaternary salt by oxidative enzymes. Several of the (naphthylvinyl)pyridine quaternary salts, but not their tertiary amine analogues, were found to be effective in slowing the rate of aging of soman-inhibited acetylcholinesterase. Ability to slow the rate of aging was enhanced by introduction of methoxy substituents on the aryl moiety whereas the aging rate was actually accelerated by chloro substituents. To date, our most effective compound in slowing the rate of aging, (E)-4-[(4-methoxy-1-naphthyl)vinyl]pyridine methochloride (6), did not provide significant protection against soman in the mouse.

  DOI：

  10.1021/jm00399a022
• 作为产物：
  描述：

  4-甲基吡啶 、 溴己烷 以 乙醇 为溶剂， 反应 12.0h， 生成 溴化N-己基-4-甲基吡啶
  参考文献：
  名称：

  Aggregation induced emission switching and electrical properties of chain length dependent π-gels derived from phenylenedivinylene bis-pyridinium salts in alcohol–water mixtures

  摘要：

  在脂肪醇和水的混合物中形成超分子α-凝胶，形成一系列带有不同长度末端脂肪烃链的发色亚苯基双-N-烷基吡啶鎓盐（PPV）。可以通过改变各种醇与水混合物的比例或改变胶凝剂的脂肪链长度来控制胶凝。乙醇-水混合物中的温度和比例变化表现出可调节的发射行为，具体取决于聚集程度，这是由芳香族β堆积、范德华力和各个PPV单元之间的静电相互作用促进的。因此，在较高温度（>40°C）下发出淡蓝色光，在低温（<20°C）下发出红橙色光，在室温（25-30°C）下发出白光）在溶液中观察到。具有较长脂肪链的胶凝剂基于微妙的疏水/亲水平衡表现出较高的凝胶熔融温度、增加的粘弹性和较短的纤维直径。观察到各个化合物的电导率的半导体性质，并且当脂肪链长度减小时，电流的大小随着凝胶纤维宽度的增加而增加。观察到发色团的可逆单电子氧化还原行为，并且氧化还原电位随着链长度的增加而降低。对于具有较短脂肪链的胶凝剂，观察到扩散控制的氧化还原行为。然而，具有较长链的化合物使得该过程的扩散受到限制。

  DOI：

  10.1039/c2jm35012b

文献信息

• Dye–Surfactant Interaction: Role of an Alkyl Chain in the Localization of Styrylpyridinium Dyes in a Hydrophobic Force Field of a Cationic Surfactant (CTAB)
  作者：Amaresh Mishra、Sanjukta Patel、Rajani K. Behera、Bijaya K. Mishra、Gopa B. Behera

  DOI：10.1246/bcsj.70.2913

  日期：1997.12

  The interaction of a number of cationic dyes (I) with a varying number of methylene groups (Cn) in the alkyl chain attached to pyridyl nitrogen with a cationic surfactant (CTAB) assembly is reported. The binding constant of the dyes (C5 to C18) with the micelle have been calculated, and are found to increase with increasing carbon chain. A plot of the binding constant vs. the chain length shows a curve with a maximum for C16, which is attributed to a compatibility factor. From studies of the electronic and emission spectra it is proposed that a micelle has a hydrophobic force field and that the dyes are localized in various pockets of the field.

  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。
• Dimerization of Merocyanine Dyes. Structural and Energetic Characterization of Dipolar Dye Aggregates and Implications for Nonlinear Optical Materials
  作者：Frank Würthner、Sheng Yao、Tony Debaerdemaeker、Rüdiger Wortmann

  DOI：10.1021/ja020168f

  日期：2002.8.1

  Aggregation of polar merocyanine dyes has been identified as an important problem in the fabrication of organic materials for photonic applications. In this work, a series of merocyanine dyes is synthesized, and their aggregation is investigated by a combination of several experimental techniques to reveal structure-property relationships. These studies provide clear evidence for the formation of centrosymmetric

  极性部花青染料的聚集已被确定为制造用于光子应用的有机材料中的一个重要问题。在这项工作中，合成了一系列部花青染料，并通过多种实验技术的组合研究了它们的聚集，以揭示结构-性能关系。这些研究为所有研究的部花青在浓溶液和固态中形成中心对称二聚体提供了明确的证据。通过浓度相关的介电常数测量、紫外-可见光谱和光电吸收实验研究液体溶液中二聚的热力学。通过 2D NMR 光谱在溶液中以及通过 X 射线晶体学在固态中观察到具有偶极矩反平行排序的中心对称二聚体结构，并根据偶极和 pi-pi 相互作用进行解释。激子耦合模型可以令人满意地解释二聚体聚集体的光学特性。考虑外部电场对二聚平衡的影响并通过电光吸收测量定量确定。讨论了观察到的发现对非线性光学和光折变材料设计的影响。考虑外部电场对二聚平衡的影响并通过电光吸收测量定量确定。讨论了观察到的发现对非线性光学和光折变材料设计的影响。考虑外部电场对二聚平衡的影响并通
• Heparin triggered dose dependent multi-color emission switching in water: a convenient protocol for heparinase I estimation in real-life biological fluids
  作者：Nilanjan Dey、Suman K. Samanta、Santanu Bhattacharya

  DOI：10.1039/c6cc08657h

  日期：——

  The reversible self-assembly of amphiphilic probes with heparin as the stimulus for the screening of heparinase I enzyme is reported.

  报道了以肝素为刺激物的两性探针可逆自组装，用于筛选肝素酶I酶。
• 一种二芳基乙烯类化合物在指印荧光显色中 的应用
  申请人：华中科技大学

  公开号：CN111303867B

  公开（公告）日：2021-10-08

  本发明涉及新材料领域，具体公开了一种二芳基乙烯类化合物在指印荧光显色中的应用，使用本发明所述化合物作为荧光显影剂，所述荧光显影剂具有如下结构通式：通式中Ar1为疏水芳环，Ar2为亲水性的芳杂环阳离子。使用本发明所述荧光显影剂溶液能够快速、安全、高效的对不同基底上指印进行显色，显色后的指印具有高分辨率、高对比度，能够清晰的分辨指纹的1～3级细节，能够对个体识别提供有效可靠的证据，为刑事侦查、司法鉴定、科普公益等领域提供一种快捷、高效、安全的指纹荧光显色技术。
• Unusual Salt-Induced Color Modulation through Aggregation-Induced Emission Switching of a Bis-cationic Phenylenedivinylene-Based π Hydrogelator
  作者：Santanu Bhattacharya、Suman K. Samanta

  DOI：10.1002/chem.201201940

  日期：2012.12.21

  concentrations, or temperature profoundly influenced the order of aggregation of the gelator molecules in aqueous solution. Formation of a novel chromophore assembly in this way leads to an aggregation‐induced switch of the emission colors. The emission color switches from sky blue to white to orange depending upon the extent of aggregation through mere addition of external inorganic salts. Remarkably, the

  苯二亚乙烯基bis- N的合成，水凝胶化和聚集诱导的发射转换描述了辛基吡啶鎓盐。π堆积，范德华力和静电相互作用的结果是导致水凝胶化，在​​极低的胶凝剂重量百分比下，会导致较高的凝胶熔化温度和显着的机械性能。根据胶凝剂的浓度，观察到从纤维到线圈到管的形态转变。添加的盐类型，盐浓度或温度的变化深刻影响了胶凝剂分子在水溶液中的聚集顺序。以这种方式形成新的生色团组装体，导致发射色的聚集诱导转换。仅仅通过添加外部无机盐，发光的颜色就从天蓝色变成白色再变成橙色，这取决于聚集的程度。值得注意的是 此类阳离子苯二亚乙烯基在水中组装的盐效应遵循了众所周知的霍夫迈斯特效应所预测的行为。通过反离子交换研究获得了对这些聚集过程的机械见解。聚集诱导的发射切换导致在单一溶剂（水）中从单个生色团发出室温白光发射，这在光电应用中非常有前途。