(Z)-Octadec-9-enoic acid (6-amino-pyridin-2-yl)-amide | 815608-88-9

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: (Z)-Octadec-9-enoic acid (6-amino-pyridin-2-yl)-amide
• 英文别名: N-(6-aminopyridin-2-yl)oleamide
• CAS: 815608-88-9
• 化学式: C₂₃H₃₉N₃O
• 分子量: 373.582
• InChiKey: PUURBRIJRCGZFJ-KTKRTIGZSA-N

物化性质

• 沸点：
  565.3±45.0 °C(Predicted)
• 密度：
  0.994±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.64
• 重原子数：
  27.0
• 可旋转键数：
  16.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.65
• 拓扑面积：
  68.01
• 氢给体数：
  2.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  D-吡喃葡萄糖 、 (Z)-Octadec-9-enoic acid (6-amino-pyridin-2-yl)-amide 在 borane dimethylamine complex 作用下， 以 吡啶 、 溶剂黄146 为溶剂， 反应 2.5h， 生成
  参考文献：
  名称：

  Lipid-Based Nanotubes as Functional Architectures with Embedded Fluorescence and Recognition Capabilities

  摘要：

  A limited combinatorial strategy was used to synthesize a small library of soft lipid-based materials ranging from structurally unordered fibers to highly uniform nanotubes. The latter nanotubes are comprised of a bilayer structure with interdigitated alkyl chains associated through hydrophobic interactions. These tubes contain accessible 2,6-diaminopyridine linkers that can interact with thymidine and related nucleosides through multipoint hydrogen bonding, thereby quenching the intrinsic fluorescence of the aromatic linker. These results are the first example of a systematic strategy to design functional lipid nanotubes with precise structural and functional features.

  DOI：

  10.1021/ja0446449
• 作为产物：
  描述：

  2,6-二氨基吡啶 、 油酰氯 在 三乙胺 作用下， 以 四氢呋喃 为溶剂， 生成 (Z)-Octadec-9-enoic acid (6-amino-pyridin-2-yl)-amide
  参考文献：
  名称：

  Lipid-Based Nanotubes as Functional Architectures with Embedded Fluorescence and Recognition Capabilities

  摘要：

  A limited combinatorial strategy was used to synthesize a small library of soft lipid-based materials ranging from structurally unordered fibers to highly uniform nanotubes. The latter nanotubes are comprised of a bilayer structure with interdigitated alkyl chains associated through hydrophobic interactions. These tubes contain accessible 2,6-diaminopyridine linkers that can interact with thymidine and related nucleosides through multipoint hydrogen bonding, thereby quenching the intrinsic fluorescence of the aromatic linker. These results are the first example of a systematic strategy to design functional lipid nanotubes with precise structural and functional features.

  DOI：

  10.1021/ja0446449

文献信息

• DAP derived fatty acid amide organogelators as novel carrier for drug incorporation and pH-responsive release
  作者：Eqvinshi Yadav、Anil Kumar Khatana、Sharol Sebastian、Manoj K. Gupta

  DOI：10.1039/d0nj04611f

  日期：——

  transdermal applications of the NSAIDs with enhanced properties. For this purpose, low molecular mass DAP (2,6-diaminopyridine) derived fatty acid amides with varying alkyl chain lengths are synthesized. These fatty acid amides form stable self-assembled aggregates in organic solvents as well as in organic and aqueous solvent mixtures affording organogels and bigels, respectively. The minimum gelation concentration

  炎症与许多不同类别的疾病有关，长期使用NSAID（非甾体类抗炎药）最为理想。尽管它们可以安全使用，但这类化合物仍会产生一些严重的副作用。因此，局部给药是减少副作用的一种选择。在这项研究中，我们设计了一种新的凝胶制剂，用于具有增强特性的NSAID的局部和透皮应用。为此目的，合成了具有变化的烷基链长的低分子量DAP（2，6-二氨基吡啶）衍生的脂肪酸酰胺。这些脂肪酸酰胺在有机溶剂中以及在有机溶剂和水性溶剂混合物中形成稳定的自组装聚集体，分别提供有机凝胶和双峰。有机凝胶的最小胶凝浓度（MGC）为0.5％w / v，表现得像超级胶凝剂。DAP衍生的脂肪酸酰胺胶凝剂中存在的各种功能在自聚集中起重要作用，例如通过π-π和烷基链的吡啶部分堆叠通过范德华相互作用，形成稳定的有机和Bigels网络。制备的具有这些脂肪酸酰胺的有机凝胶乳液能够在室温下封装和释放药物分子布洛芬，而不会改变其结构和活性。因此，这些类