N,N'-di(4-pyridyl)suberoamide | 39642-94-9

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: N,N'-di(4-pyridyl)suberoamide
• 英文别名: N,N'-dipyridin-4-yloctanediamide
• CAS: 39642-94-9
• 化学式: C₁₈H₂₂N₄O₂
• 分子量: 326.398
• InChiKey: AFYCBVFZHSIICL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  24
• 可旋转键数：
  9
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 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：

  N,N'-di(4-pyridyl)suberoamide 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 为溶剂， 反应 4.0h， 生成 Bivalent 4-Aminopyridine 12g
  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 、 1,8-二辛酰氯 在 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 4.0h， 生成 N,N'-di(4-pyridyl)suberoamide
  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

• 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
• Substituent effects of polycarboxylate ligands on the construction of Cd(II) coordination polymers incorporating bis-pyridyl-bis-amide ligands
  作者：Hsiu-Yi He、Xiang-Kai Yang、Pradhumna Mahat Chhetri、Chih-Hsun Hsu、Miao-Ning Chang、Jhy-Der Chen

  DOI：10.1016/j.poly.2017.05.027

  日期：2017.9

  Abstract The synthesis, structures and properties of five new coordination polymers containing isomeric N,N′-di(pyridyl)suberoamide and polycarboxylate ligands, [Cd(1,3-BDC)(L1)]·H2O}n [L1 = N,N′-di(3-pyridyl)suberoamide; 1,3-H2BDC = benzene-1,3-dicarboxylic Acid] 1; [Cd(5-OH-IPA)(L1)]n (5-OH-IPA = 5-hydroxyisophthalic Acid), 2; [Cd3(1,3,5-BTC)2(L1)3(H2O)3]·8H2O}n (1,3,5-H3BTC = 1,3,5-benzenetricarboxylic

  摘要5种新型的配位聚合物，其结构同质，分别为N，N'-二（吡啶基）亚氨基亚酰胺和多羧酸盐配体，[Cd（1,3-BDC）（L1）]·H2O} n [L1 = N ，N′-二（3-吡啶基）亚磺酰胺；1,3-H2BDC ＝苯-1,3-二羧酸] 1; [Cd（5-OH-IPA）（L1）] n（5-OH-IPA ＝ 5-羟基间苯二甲酸），2； n ＝ 1。[Cd3（1,3,5-BTC）2（L1）3（H2O）3]·8H2O} n（1,3,5-H3BTC = 1,3,5-苯三甲酸），3; [Cd（5-Br-IPA）（L2）] n [L2 ＝ N，N′-二（4-吡啶基）亚磺酰胺；5-Br-H 2 IPA ＝ 5-溴间苯二甲酸]，4； m / z。据报道，[Cd（5-叔-IPA）（L2）0.5] n（5-叔-H2IPA = 5-叔丁基间苯二甲酸）5是通过单晶X射线衍射表征的。配合物1和2显示具有3,5L2拓扑的2D双层，而复合物3显示具有3
• Entanglement and Irreversible Structural Transformation in Co(II) Coordination Polymers Based on Isomeric Bis-pyridyl-bis-amide Ligands
  作者：Chih-Hsun Hsu、Wei-Chun Huang、Xiang-Kai Yang、Chih-Tung Yang、Pradhumna Mahat Chhetri、Jhy-Der Chen

  DOI：10.1021/acs.cgd.8b01706

  日期：2019.3.6

  polymers constructed from the flexible isomeric bis-pyridyl-bis-amide (bpba) ligands, N,N′-di(3-pyridyl)suberoamide (L1) and N,N′-di(4-pyridyl)suberoamide (L2), and the auxiliary 1,4-naphthalenedicarboxylic acid (1,4-H2NDC), including [Co(L1)1.5(1,4-NDC)(H2O)]n, 1, [Co3(L1)1.5(1,4-NDC)3(EtOH)]n, 2, [Co(L2)1.5(1,4-NDC)]·H2O}n, 3, and [Co(L2)0.5(1,4-NDC)]·EtOH}n, 4, have been synthesized and structurally

  由柔性异构体双吡啶基双酰胺（bpba）配体，N，N'-二（3-吡啶基）亚磺酰胺（L 1）和N，N'-二（4-吡啶基）亚磺酰胺（L 2）和辅助的1,4-萘二甲酸（1,4-H 2 NDC），包括[Co（L 1）1.5（1,4-NDC）（H 2 O）] n，1，[Co 3（L 1）1.5（1,4-NDC）3（EtOH）] n，2，[Co（L 2）1.5（1,4-NDC）]·H 2 O} n，3和[Co（L 2）0.5（1,4-NDC）]·EtOH} n，4已经合成并在结构上通过使用单晶X射线晶体学来表征。配合物1形成具有双边缘的二维层，而配合物2显示具有（4 8 .6 6 .8）-6T60拓扑的唯一三维（3D）自分类框架，而复合物3显示具有最高3D框架的3D框架bnn拓扑的5倍互穿和4显示了具有pcu拓扑的3D 2倍互穿框架。L 1和L 2配体的供体原子位置和溶剂的身份在决定结构多样性方面起
• Synthesis and functional analysis of novel bivalent estrogens
  作者：Alison E. Wendlandt、Sharon M. Yelton、Dingyuan Lou、David S. Watt、Daniel J. Noonan

  DOI：10.1016/j.steroids.2010.05.019

  日期：2010.12

  The steroid hormone estrogen plays a critical role in female development and homeostasis. Estrogen mediates its effects through binding and activation of specific estrogen receptors alpha (ER alpha) and beta (ER beta), members of the steroid/nuclear receptor family of ligand-induced transcription factors. Due to their intimate roles in genomic and nongenomic signaling pathways, these hormones and their receptors have been also implicated in the pathologies of a variety of cancers and metabolic disorders, and have been the target of large therapeutic development efforts. The binding of estrogen to its respective receptors initiates a cascade of events that include receptor dimerization, nuclear localization, DNA binding and recruitment of co-regulatory protein complexes. In this manuscript, we investigate the potential for manipulating steroid receptor gene expression activity through the development of bivalent steroid hormones that are predicted to facilitate hormone receptor dimerization events. Data are presented for the development and testing of novel estrogen dimers, linked through their C-17 moiety, that can activate estrogen receptor alpha (ER alpha)-mediated transcription events with efficacy and potency equal to or greater than that of ER alpha's cognate ligand, 17 beta-estradiol. These bivalent estrogen structures open the door to the development of a variety of steroid therapeutics that could dramatically impact future drug development in this area. (C) 2010 Elsevier Inc. All rights reserved.
• Dual-site binding of bivalent 4-aminopyridine- and 4-aminoquinoline-based AChE inhibitors: contribution of the hydrophobic alkylene tether to monomer and dimer affinities
  作者：Yi Fan Han、Crystal P.-L Li、Ella Chow、Hong Wang、Yuan-Ping Pang、Paul R Carlier

  DOI：10.1016/s0968-0896(99)00178-9

  日期：1999.11

  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.