4-amino-1-hexylpyridinium bromide | 1269259-37-1

• 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
• 英文名称: 4-amino-1-hexylpyridinium bromide
• 英文别名: [4-amino-1-hexylpyridinium]Br；1-hexylpyridin-1-ium-4-amine;bromide
• CAS: 1269259-37-1
• 化学式: Br*C₁₁H₁₉N₂
• 分子量: 259.189
• InChiKey: LSWPDXUFUPYICY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.34
• 重原子数：
  14
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  27.1
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-amino-1-hexylpyridinium bromide 、 乙氧基亚甲基丙二腈 在 三乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以67%的产率得到2-([{1-hexylpyridin-4(1H)-ylidene}amino]methylene)malononitrile
  参考文献：
  名称：

  基于N-取代的2-和4-氨基吡啶鎓盐的部花青染料氮杂类似物的合成和性质

  摘要：

  合成了一系列基于 1-N-烷基-2-和 1-N-烷基-4-氨基吡啶盐和乙氧基亚甲基丙二腈的部花青染料的氮杂类似物。研究了它们的理化性质。

  DOI：

  10.1007/s11172-018-2054-2
• 作为产物：
  描述：

  4-氨基吡啶 、 溴己烷 以 乙腈 为溶剂， 生成 4-amino-1-hexylpyridinium bromide
  参考文献：
  名称：

  基于N-取代的2-和4-氨基吡啶鎓盐的部花青染料氮杂类似物的合成和性质

  摘要：

  合成了一系列基于 1-N-烷基-2-和 1-N-烷基-4-氨基吡啶盐和乙氧基亚甲基丙二腈的部花青染料的氮杂类似物。研究了它们的理化性质。

  DOI：

  10.1007/s11172-018-2054-2

文献信息

• A low-dimensional molecular spin system with two steps of magnetic transitions and liquid crystal property
  作者：Hai-Bao Duan、Xiao-Ming Ren、Lin-Jiang Shen、Wan-Qin Jin、Qing-Jin Meng、Zheng-Fang Tian、Shi-Ming Zhou

  DOI：10.1039/c0dt01704c

  日期：——

  A low-dimensional compound [C6-Apy][Ni(mnt)2] (1, where mnt2− = maleonitriledithiolate, C6-Apy+ = 4-amino-1-hexylpyridinium) has been designed and synthesized, which has layer arrangement of anions and cations and shows two steps of magnetic transitions. The low temperature magnetic transition has an uncommon hysteresis loop, while the crystal structure investigations disclosed no structural transition with the magnetic transition. The high temperature magnetic transition exhibits two remarkable features: (1) it synchronously occurs with a crystalline-to-mesophase transition in the first heating process and (2) the structural changes that accompany the solid-mesophase transition are irreversible. A diamagnetic and isostructural compound, [C6-Apy][Cu(mnt)2], is further characterized by structure, DSC and POM techniques, which revealed also the existence of an irreversible crystalline-to-mesophase transition in the same temperature interval of [C6-Apy][Ni(mnt)2]. Therefore, the high-temperature magnetic transition in 1 is driven by release of the structural strains, but not magnetoelastic interactions. The mesophase exhibits the characteristic of smectic A phase, and the alkyl chain melting in the cation layers probably lead to the formation of mesophase. It is noticeable that the finding of a mesophase occurring in a hexyl hydrocarbon chain molecular system is in contrast to a suggested rule that at least a dodecyl chain is required. Our results will shed a light on the design and preparation of a new low-dimensional molecular system combining magnetic transition and liquid crystal properties.

  我们设计并合成了一种低维化合物[C6-Apy][Ni(mnt)2]（1，其中 mnt2- = 马来硝基二硫酸盐，C6-Apy+ = 4-氨基-1-己基吡啶鎓），它具有阴阳离子层状排列，并显示出两步磁转变。低温磁转变具有一个不常见的滞后环，而晶体结构研究表明，磁转变并没有带来结构转变。高温磁转变有两个显著特点：(1) 在第一次加热过程中，它与晶体到介相的转变同步发生；(2) 伴随固相-介相转变的结构变化是不可逆的。通过结构、DSC 和 POM 技术进一步表征了[C6-Apy][Cu(mnt)2]这种双磁性等结构化合物，结果表明在[C6-Apy][Ni(mnt)2]的相同温度区间内也存在不可逆的晶体到非晶相转变。因此，1 中的高温磁转变是由结构应变释放驱动的，而不是磁弹性相互作用。介相显示了共晶 A 相的特征，阳离子层中的烷基链熔化可能导致了介相的形成。值得注意的是，在己基烃链分子体系中出现介相的发现与至少需要十二烷基链的建议规则相反。我们的研究结果将有助于设计和制备兼具磁转变和液晶特性的新型低维分子体系。
• Synthesis, characterization and antimicrobial activity of 4-amino-1-alkyl pyridinium salts
  作者：A. Ilangovan、P. Venkatesan、M. Sundararaman、R. Rajesh Kumar

  DOI：10.1007/s00044-011-9578-4

  日期：2012.6

  A series of 4-amino-1-alkyl pyridinium bromide salts (1-10) were synthesized and antimicrobial activity was evaluated by disc diffusion as well as broth macro-dilution method. 4-Amino-1-hexadecylpyridinium bromide (10) which showed good inhibition against Candida albicans and C. glabrata also displayed good germ tube inhibition against C. albicans. Compound 8 shows very low haemolytic activity against human red blood cells. Compound 10 exhibits excellent antibacterial activity against Escherichia coli and Staphylococcus aureus. Inhibition of phospholipase enzyme secretion was also observed against compound 8 to find the possible mode of action.
• Synthesis and properties of aza analogs of merocyanine dyes based on N-substituted 2- and 4-aminopyridinium salts
  作者：I. A. Borisova、A. A. Zubarev、L. A. Rodinovskaya、A. M. Shestopalov

  DOI：10.1007/s11172-018-2054-2

  日期：2018.1

  A series of aza analogs of the merocyanine dyes based on 1-N-alkyl-2- and 1-N-alkyl-4-aminopyridinium salts and ethoxymethylidenemalononitrile was synthesized. Their physico-chemical properties were studied.

  合成了一系列基于 1-N-烷基-2-和 1-N-烷基-4-氨基吡啶盐和乙氧基亚甲基丙二腈的部花青染料的氮杂类似物。研究了它们的理化性质。