Nicotinic acid tetraethylene glycol | 67705-82-2

• 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: Nicotinic acid tetraethylene glycol
• 英文别名: 2-[2-[2-[2-(pyridine-3-carbonyloxy)ethoxy]ethoxy]ethoxy]ethyl pyridine-3-carboxylate
• CAS: 67705-82-2
• 化学式: C₂₀H₂₄N₂O₇
• 分子量: 404.42
• InChiKey: LBIRZOJOJKYADK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  29
• 可旋转键数：
  16
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  106
• 氢给体数：
  0
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  palladium (II) nitrate 、 Nicotinic acid tetraethylene glycol 以 乙腈 为溶剂， 反应 3.0h， 以83%的产率得到
  参考文献：
  名称：

  Self-assembled mononuclear palladium(II) based molecular loops

  摘要：

  The meta-pyridine appended bidentate ligands L-1, L-2 and L-3, crafted with flexible polyether spacer, are prepared by condensation of nicotinoyl chloride hydrochloride with di, tri-, and tetra-ethyle ne glycol, respectively. Self-assembled palladium(II) based mononuclear molecular loops of general formula cis-[Pd(N-N)(L)](NO3)(2) are obtained exclusively by combining 1 equiv. of a ligand L with 1 equiv. of a cis-protected palladium(II) component, cis-[Pd(N-N)(NO3)(2)]. Complexation of 2 equiv. of L with 1 equiv. of palladium(II) nitrate also resulted mononuclear complexes, i.e. [Pd(L)(2)](NO3)(2). The ligands used in the complexation reactions are L-1, L-2 and L-3 where as the cis-protecting units N-N employed are ethylenediamine (en), 2,2'-bipyridine (bpy), and 1,10-phenanthroline(phen). Thus 12 number of mononuclear complexes are prepared using all possible combination of above mentioned three number of ligands and four variety of palladium(II) components. Large chelate rings are realized irrespective of the spacer length or type of palladium(II) component used. All the resulted compounds are characterized by NMR and ESI-MS techniques and the structure of cis-[Pd(en)(L-1)](NO3)(2), cis-[Pd(bpy)(L-1)](NO3)(2) and [Pd(L-3)(2)](NO3)(2) are confirmed by single crystal X-ray diffraction. The binding abilities of cis-[Pd(phen)(L-1)](NO3)(2), cis-[Pd(phen)(L-2)](NO3)(2) and cis-[Pd(phen)(L-3)](NO3)(2) with DNA has been investigated by ethidium bromide displacement assay and gel electrophoresis. (C) 2013 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.ica.2013.02.015
• 作为产物：
  描述：

  烟酸 在 氯化亚砜 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 25.17h， 生成 Nicotinic acid tetraethylene glycol
  参考文献：
  名称：

  Self-assembled mononuclear palladium(II) based molecular loops

  摘要：

  The meta-pyridine appended bidentate ligands L-1, L-2 and L-3, crafted with flexible polyether spacer, are prepared by condensation of nicotinoyl chloride hydrochloride with di, tri-, and tetra-ethyle ne glycol, respectively. Self-assembled palladium(II) based mononuclear molecular loops of general formula cis-[Pd(N-N)(L)](NO3)(2) are obtained exclusively by combining 1 equiv. of a ligand L with 1 equiv. of a cis-protected palladium(II) component, cis-[Pd(N-N)(NO3)(2)]. Complexation of 2 equiv. of L with 1 equiv. of palladium(II) nitrate also resulted mononuclear complexes, i.e. [Pd(L)(2)](NO3)(2). The ligands used in the complexation reactions are L-1, L-2 and L-3 where as the cis-protecting units N-N employed are ethylenediamine (en), 2,2'-bipyridine (bpy), and 1,10-phenanthroline(phen). Thus 12 number of mononuclear complexes are prepared using all possible combination of above mentioned three number of ligands and four variety of palladium(II) components. Large chelate rings are realized irrespective of the spacer length or type of palladium(II) component used. All the resulted compounds are characterized by NMR and ESI-MS techniques and the structure of cis-[Pd(en)(L-1)](NO3)(2), cis-[Pd(bpy)(L-1)](NO3)(2) and [Pd(L-3)(2)](NO3)(2) are confirmed by single crystal X-ray diffraction. The binding abilities of cis-[Pd(phen)(L-1)](NO3)(2), cis-[Pd(phen)(L-2)](NO3)(2) and cis-[Pd(phen)(L-3)](NO3)(2) with DNA has been investigated by ethidium bromide displacement assay and gel electrophoresis. (C) 2013 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.ica.2013.02.015

文献信息

• Rings, chains and helices: new antimicrobial silver coordination compounds with (iso-)nicotinic acid derivatives
  作者：Inès Chevrier、Jorge L. Sagué、Priscilla S. Brunetto、Nina Khanna、Zarko Rajacic、Katharina M. Fromm

  DOI：10.1039/c2dt31259j

  日期：——

  either nicotinic or isonicotinic acid. The structures of three ligands and nine new coordination compounds are presented. A large variety of structures are obtained as a function of counterion, solvent and ligand-to-metal ratio, such as isolated rings, offset stacked rings, parallel chains and entangled chains, and their antimicrobial properties as well as biocompatibility are assessed.

  银离子的配合物在医学上具有巨大的潜力。与银离子结合的合适的双齿配体能够产生配位聚合物以及分子实体，这是配体柔韧性，构象和长度的函数。在这里，我们介绍了基于聚乙二醇低聚物的配体在该领域的先前研究，该配体在两端均被烟碱或烟酰胺官能化。异烟酸。介绍了三个配体和九个新的配位化合物的结构。根据抗衡离子，溶剂和配体与金属的比例获得了多种结构，例如分离的环，错位堆积的环，平行链和缠结链，并评估了它们的抗菌性能和生物相容性。
• Molecular tectonics: infinite cationic double stranded helical coordination networks
  作者：Abdelaziz Jouaiti、Mir Wais Hosseini、Nathalie Kyritsakas

  DOI：10.1039/b211226b

  日期：2003.2.7

  Upon crystallisation of two bismonodentate tectons based on two pyridine units, interconnected at the meta position by a tetra- or hexa-ethylene glycol fragment and Ag+ cation, double stranded helical infinite coordination networks were formed and structurally characterised. The cationic double helical architectures obtained may be regarded as analogues of DNA in terms of topology.

  在基于两个吡啶单元的两个双单齿构造结晶后，通过四或六乙二醇片段和Ag +阳离子在间位相互连接，形成了双链螺旋无限配位网络，并进行了结构表征。就拓扑而言，获得的阳离子双螺旋结构可被视为DNA的类似物。
• Binuclear dichlorido(η⁶-<i>p</i>-cymene)ruthenium(II) complexes with bis(nicotinate)- and bis(isonicotinate)-polyethylene glycol ester ligands
  作者：Thomas Eichhorn、Evamarie Hey-Hawkins、Danijela Maksimović-Ivanić、Marija Mojić、Jürgen Schmidt、Sanja Mijatović、Harry Schmidt、Goran N. Kaluđerović

  DOI：10.1002/aoc.3238

  日期：2015.1

  [RuCl2(η6‐p‐cym)}2 μ‐(N∩N)] (N∩N = bis(nicotinate)‐ and bis(isonicotinate)‐polyethylene glycol esters: (3‐py)COO(CH2CH2O)nCO(3‐py) and (4‐py)COO(CH2CH2O)nCO(4‐py), n =1–4), as well as mononuclear [RuCl2(η6‐p‐cym)((3‐py)COO(CH2CH2OCH3)‐κN)], complex 9, were synthesized and characterized using elemental analysis and electrospray ionization high‐resolution mass spectrometry, infrared, 1H NMR and 13C NMR

  中性双核钌络合物1，2，3，4，5，6，7，8通式[的RuCl 2（η 6 - p -cym）} 2  μ-（N ∩ N）]（N ∩ N =双（烟酸酯）和双（异烟酸酯）聚乙二醇酯：（3-py）COO（CH 2 CH 2 O）n CO（3-py）和（4-py）COO（CH 2 CH 2 O）n CO（4-py），n = 1–4），以及单核[RuCl 2（η 6 - p -cym）（（3-吡啶）COO（CH 2 CH 2 OCH 3） - κN）]，复杂9，进行了合成，并使用元素分析和电喷雾电离高分辨率质谱表征，红外，1 1 H NMR和13 C NMR光谱。研究了在二甲基亚砜存在下双核配合物的稳定性。此外，使用1 H NMR光谱监测包含桥接吡啶基双齿配体的阳离子络合物的形成。配体前体，烟碱的聚乙二醇酯（L1  ·2HCl– L4  ·2HCl和L9  ·盐酸盐）和异烟酸二盐酸盐（L5  ·2HCl-
• Duerr, Heinz; Kilburg, Heike; Bossmann, Stefan, Synthesis, 1990, # 9, p. 773 - 778
  作者：Duerr, Heinz、Kilburg, Heike、Bossmann, Stefan

  DOI：——

  日期：——
• Multitopic Ligand Design: A Concept for Single-Source Precursors
  作者：Fabienne Gschwind、Olha Sereda、Katharina M. Fromm

  DOI：10.1021/ic9009064

  日期：2009.11.16

  The multitopic ligand O,O'-bisnicotinic acid tetraethylene glycol, L, was designed for the coordination of two distinct types of metal ions. In this work, we describe how the O-donor part of L is used to coordinate to alkaline earth metal ions and that the N-donor atoms of L bind to group 11 elements. This makes L a suitable ligand for the combination of both metal ion types within the same compound. This concept will be exemplified by highlighting the pure Ca2+ complexes, a Cu+-coordination polymer network, as well as the mixed-metal compound, which can be used as a single-source precursor for mixed-metal oxide materials.