N,N′-di(4-pyridyl)sebacoamide | 21988-18-1

• 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)sebacoamide
• 英文别名: N,N'-Bis-(4-pyridyl)-sebacinsaeureamid；decanedioic acid bis-pyridin-4-ylamide；N,N'-dipyridin-4-yldecanediamide
• CAS: 21988-18-1
• 化学式: C₂₀H₂₆N₄O₂
• 分子量: 354.452
• InChiKey: JLRWDDWRTFKLGM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  26
• 可旋转键数：
  11
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.4
• 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)sebacoamide 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 为溶剂， 反应 4.0h， 以519 mg的产率得到N,N'-Bis-(4-pyridyl)-decamethylendiamin
  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 、 癸二酰氯 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)sebacoamide
  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

• 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。
• 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.