hexanedioic acid bis-pyridin-4-ylamide | 14180-69-9

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: hexanedioic acid bis-pyridin-4-ylamide
• 英文别名: N,N'-di(4-pyridyl)adipoamide；N,N'-Di-4-pyridinyl-hexanediamide；N,N'-di(pyridin-4-yl)hexanediamide；N,N'-dipyridin-4-ylhexanediamide
• CAS: 14180-69-9
• 化学式: C₁₆H₁₈N₄O₂
• 分子量: 298.345
• InChiKey: DDVRZTUDWPNJHL-UHFFFAOYSA-N

物化性质

• 熔点：
  158-162 °C(Solv: methanol (67-56-1))
• 沸点：
  640.6±40.0 °C(Predicted)
• 密度：
  1.264±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  22
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  84
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  hexanedioic acid bis-pyridin-4-ylamide 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 为溶剂， 反应 4.0h， 生成 N,N'-di-[4]pyridyl-hexanediyldiamine
  参考文献：
  名称：

  Dual-site binding of bivalent 4-aminopyridine- and 4-aminoquinoline-based AChE inhibitors: contribution of the hydrophobic alkylene tether to monomer and dimer affinities

  摘要：

  Three series of 4-aminopyridine-and 4-aminoquinoline based symmetrical bivalent acetylcholinesterase (AChE) inhibitors were prepared and compared to previously synthesized dimers of 9-amino-1,2,3,4-tetrahydroacridine (tacrine). In each case significant, tether length-dependent increases in AChE inhibition potency and selectivity (up to 3000-fold) were observed relative to the corresponding monomer, indicating dual-site binding of these inhibitors to AChE. Assay of the corresponding alkylated monomers revealed that the alkylene tether played at least two complementary roles in the dimer series. In addition to reducing the entropy loss that occurs on binding both monomeric units of the dimer; the alkylene tether can also significantly improve potency through hydrophobic effects. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(99)00178-9
• 作为产物：
  描述：

  4-氨基吡啶 、 己二酰氯 在 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 4.0h， 生成 hexanedioic acid bis-pyridin-4-ylamide
  参考文献：
  名称：

  Dual-site binding of bivalent 4-aminopyridine- and 4-aminoquinoline-based AChE inhibitors: contribution of the hydrophobic alkylene tether to monomer and dimer affinities

  摘要：

  Three series of 4-aminopyridine-and 4-aminoquinoline based symmetrical bivalent acetylcholinesterase (AChE) inhibitors were prepared and compared to previously synthesized dimers of 9-amino-1,2,3,4-tetrahydroacridine (tacrine). In each case significant, tether length-dependent increases in AChE inhibition potency and selectivity (up to 3000-fold) were observed relative to the corresponding monomer, indicating dual-site binding of these inhibitors to AChE. Assay of the corresponding alkylated monomers revealed that the alkylene tether played at least two complementary roles in the dimer series. In addition to reducing the entropy loss that occurs on binding both monomeric units of the dimer; the alkylene tether can also significantly improve potency through hydrophobic effects. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(99)00178-9

文献信息

• Construction of coordination polymers based on bis-pyridyl-bis-amide and dicarboxylate ligands
  作者：Yang-Chih Lo、Yin-Jui Chang、Pradhumna Mahat Chhetri、Wun-Jhih Huang、Jhy-Der Chen

  DOI：10.1016/j.poly.2016.07.026

  日期：2016.10

  synthesis, structures and properties of eight coordination polymers [Zn(L1)(oba)]·2H2O}n [L1 = N,N′-di(4-pyridyl)adipoamide; H2oba = 4,4′-oxybis(benzoic acid)], 1, [Zn(L1)(sda)]·2H2O}n (H2sda = 4,4′-sulfonyldibenzoic acid), 2, [Cd(4-apy)2(oba)]n (4-apy = 4-aminopyridine), 3, [Cd(oba)(H2O)2]n, 4, [M(L2)(1,4-pda)(H2O)2]·2H2O}n, (M = Ni, 5; Co, 6; L2 = N,N′-di(3-pyridyl)suberoamide; 1,4-H2pda = 1,4-phenylenediacetic

  摘要八种配位聚合物[Zn（L1）（oba）]·2 } n [L1 = N，N'-二（4-吡啶基）己二酰胺; H 2oba = 4,4'-氧双（苯甲酸）]，1，[Zn（L1）（sda）]·2 } n（H2sda = 4,4'-磺酰基二苯甲酸），2，[Cd（4-apy） ）2（oba）] n（4-apy = 4-氨基吡啶），3，[Cd（oba）（H2O）2] n，4，[M（L2）（1,4-pda）（ ）2 ]·2 } n，（M = Ni，5； Co，6； L2 = N，N'-二（3-吡啶基）亚磺酰胺； 1,4-H2pda = 1,4-苯二乙酸），[Cd（ L2）（1,4-pda）]·2 } n，7和[Cu（L2）（1,4-bdc）（ ）2] n（1,4-H2bdc = 1,4-苯二甲酸） ，8，被报告。配合物1是衍生自螺旋通道的1D→2D聚环丁烷，并且2D层进一步相互交叉。2的1D环状链通过OH
• Structural diversity of Ni(ii) coordination polymers containing dipyridyl amide and angular dicarboxylate ligands: synthesis, structures and magnetism
  作者：Yu-Hung Liao、Wayne Hsu、Chun-Chuen Yang、Can-Yu Wu、Jhy-Der Chen、Ju-Chun Wang

  DOI：10.1039/c3ce26928k

  日期：——

  Four new Ni(II) coordination polymers containing dipyridyl amide and angular dicarboxylate ligands, [Ni(L1)(MBA)]·2H2O}∞ [L1 = N,N′-di(4-pyridyl)-adipoamide; H2MBA = diphenylmethane-4,4′-dicarboxylic acid], 1, [Ni(L1)(OBA)]·H2O}∞ [H2OBA = 4,4′-oxybis(benzoic acid)], 2, [Ni(L1)(SDA)]·2H2O}∞ (H2SDA = 4,4′-sulfonyldibenzoic acid), 3, and [Ni2(L2)(SDA)2]·6H2O}∞ [L2 = N,N′-di(4-pyridyl)suberoamide]

  包含二吡啶基酰胺和角二羧酸酯配体[Ni（L 1）（MBA）]·2H 2 O} ∞的四种新的Ni（II）配位聚合物[L 1 =N，N'-二（4-吡啶基）-己二酰胺; H 2 MBA =二苯基甲烷-4,4'-二羧酸]，1，[Ni（L 1）（OBA）]·H 2 O} ∞ [H 2 OBA = 4,4'-氧双（苯甲酸）] ，2，[Ni（L 1）（SDA）]·2H 2 O} ∞（H 2 SDA = 4,4'-磺酰基二苯甲酸），3和[Ni 2（L 2）（SDA）2 ] ·6H 2 O} ∞ [L 2 =N，N'-二（4-吡啶基）亚磺酰胺通过水热反应合成了[ ] 4，并通过单晶X射线衍射分析对其结构进行了表征。复合物1是源自螺旋通道的1D→2D聚环丁烷，并且2D层进一步相互交叉指代，而复合物2形成具有（6,4）拓扑结构的2D菱形网格，它们相互交织以提供两倍的折叠2D→2D互穿网络。配合物3显示一
• Formation of entangled Co(<scp>ii</scp>) coordination polymers based on bis-pyridyl-bis-amide and angular dicarboxylate ligands: a structural comparison
  作者：Wei-Chun Huang、Wei-Hao Chen、Chia-Ling Chen、Tsung-Te Liao、Yi-Wun Chen、Jhy-Der Chen

  DOI：10.1039/d3ce00803g

  日期：——

  N′-di(4-pyridyl)adipoamide (L3) with angular dicarboxylate ligands afforded coordination polymers (CPs) [Co(L1)(OBA)(H2O)]·0.5H2O}n [H2OBA = 4,4′-oxybis(benzoic acid)], 1a, [Co2(L1)(OBA)2]·3DMF}n, 1b, [Co(L1)0.5(SDA)]·2H2O}n (H2SDA = 4,4′-sulfonyldibenzoic acid), 2a, [Co2(L1)2(SDA)2(H2O)]·2H2O}n, 2b, [Co(L1)0.5(MBA)]·H2O}n (H2MBA = diphenylmethane-4,4′-dicarboxylic acid), 3, [Co(L2)(OBA)]·solvent}n, 4, [Co(L

  含有双吡啶基双酰胺配体的 Co(ii) 配位聚合物具有柔性间隔，从而导致较长的 N-N 间距，与那些具有硬质笨重间隔的配体相比，它们更有可能形成缠结网络。
• Synthesis, structure and adsorption properties of a three-dimensional 3-fold interpenetrated Cd(II) coordination network with the rare tfz topology
  作者：Pei-Chi Cheng、Yang-Chih Lo、Wayne Hsu、Kedar Bahadur Thapa、Shih-Miao Liou、Jhy-Der Chen

  DOI：10.1016/j.poly.2015.04.027

  日期：2015.8

  A three-dimensional (3D) coordination network [Cd-3(BTC)(2)(L)(3)(H2O)(3)]center dot 3H(2)O)infinity [L = N,N'-di(4-pyridyl)adipoamide; H3BTC = 1,3,5-benzenetricarboxylic acid], 1, has been synthesized by the hydrothermal reaction and characterized by the single crystal X-ray crystallography. Structural analysis reveals that the BTC3- ligands adopt the mu(3)-bonding mode and coordinate to the Cd(II) ions to establish the triangular Cd(II) units, which are linked by the L ligands to form a 3-fold interpenetrated coordination network with the rare tfz topology. Gas adsorption experiments of the desolvated product of 1 show that the H-2 capture is preferable to N-2 and CO2. (C) 2015 Elsevier Ltd. All rights reserved.