1,1'-[1,4-phenylenebis(methylene)]bis(pyridinium) dibromide | 14208-10-7

• 物质功能分类: 分析化学 - 分析试剂 - 常用分析试剂
• 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: 1,1'-[1,4-phenylenebis(methylene)]bis(pyridinium) dibromide
• 英文别名: 1,2'-bis(pyridinium)-1,4-phenyldimethylene dibromide；1,1'-p-xylylene-bis-pyridinium; dibromide；1,1'-p-Xylylen-bis-pyridinium; Dibromid；DPX；1-[[4-(Pyridin-1-ium-1-ylmethyl)phenyl]methyl]pyridin-1-ium;bromide；1-[[4-(pyridin-1-ium-1-ylmethyl)phenyl]methyl]pyridin-1-ium;bromide
• CAS: 14208-10-7
• 化学式: 2Br*C₁₈H₁₈N₂
• 分子量: 422.162
• InChiKey: MRNXNYOVVRYWEZ-UHFFFAOYSA-M

物化性质

• 熔点：
  296-297 °C(Solv: acetonitrile (75-05-8))
• 密度：
  0.904 g/mL at 25 °C(lit.)
• 闪点：
  77 °F
• 溶解度：
  在水中可溶

计算性质

• 辛醇/水分配系数(LogP)：
  -0.64
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  7.8
• 氢给体数：
  0
• 氢受体数：
  1

安全信息

• 危险品标志：
  Xn,Xi,T
• 安全说明：
  S26,S36,S36/37,S45,S53
• 危险类别码：
  R10
• WGK Germany：
  3
• 海关编码：
  2933399090
• 危险品运输编号：
  UN 1307 3/PG 3
• 危险性防范说明：
  P264,P280,P302+P352,P337+P313,P305+P351+P338,P362+P364,P332+P313
• 危险性描述：
  H315,H319

反应信息

• 作为反应物：
  描述：

  1,1'-[1,4-phenylenebis(methylene)]bis(pyridinium) dibromide 在 sodium hydroxide 、 N,N-二甲基-4-亚硝基苯胺 作用下， 生成 对苯二甲醛
  参考文献：
  名称：

  DE755943

  摘要：

  公开号：
• 作为产物：
  描述：

  在 sodium chloride 作用下， 以 重水 为溶剂， 生成 1,1'-[1,4-phenylenebis(methylene)]bis(pyridinium) dibromide 、 cucurbituril
  参考文献：
  名称：

  Binding Selectivity of Cucurbit[7]uril:  Bis(pyridinium)-1,4-xylylene versus 4,4‘-Bipyridinium Guest Sites

  摘要：

  The binding interactions between the host cucurbit[7]uril (CB7) and a series of linear guests containing bis(pyridinium)-1,4-xylylene and/or 4,4'-bipyridinium residues were investigated by H-1 NMR spectroscopy. CB7 was found to exhibit considerable binding selectivity for bis(pyridinium)-1,4-xylylene over 4,4'-bipyridinium sites. New pseudo-rotaxane and rotaxane compounds were synthesized utilizing the host-guest interactions between CB7 and the surveyed guests.

  DOI：

  10.1021/ol049140u

文献信息

• Design and Synthesis of Piperidine-3-carboxamides as Human Platelet Aggregation Inhibitors
  作者：Xiaozhang Zheng、Somna R. Salgia、Walter B. Thompson、Elwood O. Dillingham、Stephen.E. Bond、Zixia Feng、K. Ram Prasad、Ram Gollamudi

  DOI：10.1021/jm00001a023

  日期：1995.1

  structure-activity analysis was carried out using eight 1-alkyl(aralkyl)nipecotamides (type 5), 33 bis-nipecotamidoalkanes and aralkanes (type 6), and 7 N,N'-bis(nipecotoyl)-piperazines (type 7) as inhibitors of human platelet aggregation. Steric factors played an important role in determining the activity of type 5 compounds possessing an an appropriate degree of hydrophobic character. Types 6 and 7 compounds were

  使用8种1-烷基（芳烷基）哌酰胺类（5型），33种双-邻酰胺基烷烃和芳烃（6类）和7种N，N'-双（苯甲酰基）-哌嗪（7类）进行了详细的结构活性分析）作为人类血小板聚集的抑制剂。立体因子在确定具有适当程度的疏水性的5型化合物的活性中起着重要作用。6型和7型化合物比相应的5型分子更有效。疏水特性似乎影响6型化合物的活性。哌啶环上的3-取代基对于抗血小板活性是必不可少的。取代基最好是酰胺，其C直接连接在环上。3,5-二取代和2-取代导致活性下降。当两个nipecotoyl环N原子通过一个芳烷基连接并相隔约7 A时，可获得最佳活性。这表明范德华力和pi相互作用可能决定抑制剂与血小板之间的相互作用。最有效的6型抑制剂是α，α'-双[3-（N-乙基-N-丁基氨基甲酰基）哌啶子基]-对二甲苯（6i）。最有效的5型化合物是1-癸基-3-（N，N-二乙基氨基甲酰基）哌啶（5a）。7型化合物哌嗪环上的任何取
• Dependence of amine-accelerated silicate condensation on amine structure
  作者：David B. Robinson、Judith L. Rognlien、Christina A. Bauer、Blake A. Simmons

  DOI：10.1039/b700514h

  日期：——

  Diatoms are known to grow elaborate nano- and microstructured silica shells by depositing material from precursor-containing vesicles at mild temperature and pH. Oligo(1-methylazetane) and related moieties, in some cases attached to proteins, are believed to facilitate this process. To complement prior studies of more complex amines, we aim to understand why such a unique structure has evolved through a systematic study of a set of simple model compounds. The degree to which a series of diamines in solution enhances condensation of phosphate-buffered silicic acid at neutral pH increases with increasing alkylation, a factor more important than amine pKa. This suggests why diatoms often use methylated oligomers. Bis(quaternary ammonium) salts result in even greater reactivity enhancement, constituting a new class of compounds that promote condensation under mild conditions. Methods are presented for incorporation of these new moieties into artificial peptides or other template-forming molecules, which should allow for more effective production of tailored silica nanostructures.

  硅藻被认为能够通过在温和的温度和pH条件下，从含前体的囊泡中沉积物质，生长出复杂的纳米和微结构硅壳。在某些情况下，连接到蛋白质上的寡(1-甲基啡啶)及相关部分被认为有助于这一过程。为了补充对更复杂的胺的先前研究，我们旨在通过系统地研究一组简单的模型化合物，理解为什么会进化出这样独特的结构。一系列二胺在溶液中对磷酸盐缓冲硅酸的缩合增强程度，随着烷基化的增加而增加，这一因素比胺的pKa更为重要。这表明为什么硅藻通常使用甲基化的寡聚物。双(季铵)盐更能显著增强反应性，构成了一类新的化合物，能够在温和条件下促进缩合。本文呈现了将这些新部分纳入人工肽或其他模板形成分子的办法，这应能更有效地生产定制的硅纳米结构。
• Preparation and in vitro screening of symmetrical bispyridinium cholinesterase inhibitors bearing different connecting linkage—initial study for Myasthenia gravis implications
  作者：Kamil Musilek、Marketa Komloova、Vlasta Zavadova、Ondrej Holas、Martina Hrabinova、Miroslav Pohanka、Vlastimil Dohnal、Florian Nachon、Martin Dolezal、Kamil Kuca、Young-Sik Jung

  DOI：10.1016/j.bmcl.2010.01.034

  日期：2010.3

  Reversible inhibitors (e. g., pyridostigmine bromide, neostigmine bromide) of carbamate origin are used in the early treatment of Myasthenia gravis (MG) to block acetylcholinesterase (AChE) native function and conserve efficient amount of acetylcholine for decreasing number of nicotinic receptors. Carbamate inhibitors are known for many undesirable side effects related to the reversible inhibition of AChE. In contrast, this paper describes 20 newly prepared bispyridinium inhibitors of potential concern for MG. Although some compounds from this series have been known before, they were not assayed for cholinesterase inhibition yet.The newly prepared compounds were evaluated in vitro on human erythrocyte AChE and human plasmatic butyrylcholinesterase (BChE). Their inhibitory ability was expressed as IC(50) and compared to standard carbamate drugs. Three compounds presented promising inhibition (in mu M range) of both enzymes in vitro similar to the used standards. The novel inhibitors did not present selectivity between AChE and BChE. Two newly prepared compounds were chosen for docking studies and confirmed apparent pi-pi or pi-cationic interactions aside enzyme's catalytic sites. The kinetics assay confirmed non-competitive inhibition of AChE by two best newly prepared compounds. (C) 2010 Elsevier Ltd. All rights reserved.
• Manoukian, Chemische Berichte, 1901, vol. 34, p. 2090
  作者：Manoukian

  DOI：——

  日期：——
• Kroehnke, Chemische Berichte, 1938, vol. 71, p. 2583,2591
  作者：Kroehnke

  DOI：——

  日期：——