N-hexadecyl-4-pyridincarboxamide | 574714-24-2

• 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: N-hexadecyl-4-pyridincarboxamide
• 英文别名: N-(hexadecyl)isonicotinamide；N-hexadecylpyridine-4-carboxamide
• CAS: 574714-24-2
• 化学式: C₂₂H₃₈N₂O
• 分子量: 346.557
• InChiKey: MAIOWHFTWZFUPI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.7
• 重原子数：
  25
• 可旋转键数：
  16
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.73
• 拓扑面积：
  42
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1,3-丙烷磺内酯 、 N-hexadecyl-4-pyridincarboxamide 以 甲苯 为溶剂， 反应 24.0h， 生成 3-(4-(hexadecylcarbamoyl)pyridin-1-ium-1-yl)propane-1-sulfonate
  参考文献：
  名称：

  3D Continuous Water Nanosheet as a Gyroid Minimal Surface Formed by Bicontinuous Cubic Liquid-Crystalline Zwitterions

  摘要：

  Co-organization of amphiphilic zwitterions and bis(trifluoromethanesulfonyl)imide led to the formation of bicontinuous cubic liquid-crystalline structures having 3D continuous hydrophilic gyroid minimal surface. The gyroid surface, incorporating a small amount of water, provided extremely thin but macroscopically continuous water nanosheet with a thickness of approximately 5 angstrom. The water nanosheet functioned as alignment free proton conduction pathway.

  DOI：

  10.1021/ja304124w
• 作为产物：
  描述：

  异烟酸 在 氯化亚砜 作用下， 以 四氢呋喃 为溶剂， 反应 4.0h， 生成 N-hexadecyl-4-pyridincarboxamide
  参考文献：
  名称：

  形成液晶相的两亲性两性离子的设计及锂盐添加对其相行为的影响

  摘要：

  我们制备了基于吡啶的两亲性两性离子，并在存在和不存在锂盐的情况下检查了它们的液晶 (LC) 相行为。添加锂盐诱导纳米...

  DOI：

  10.1246/bcsj.20140049

文献信息

• Lipid peroxidation inhibition study: A promising case of 1,3-di([1,1′-biphenyl]-3-yl)urea
  作者：Jelena Lazarević、Andrija Šmelcerović、Jelena Zvezdanović、Denitsa Yancheva、Silvana Casati、Roberta Ottria、Pierangela Ciuffreda

  DOI：10.1016/j.cbi.2020.109137

  日期：2020.8

  (structural analogue to 18). The computations indicated that the most favorable mechanisms are hydrogen atom transfer from the hydroxyl group in meta-position of the benzamide fragment in nonpolar medium, and proton transfer from the hydroxyl group in ortho-position of the benzamide fragment in nonpolar medium.

  在本研究中，使用脂质过氧化（LP）方法研究了18种内源性大麻素系统水解酶抑制剂的抗氧化活性。在被测定的化合物中，有十种属于氨基甲酸酯，与苯基[1,1'-联苯] -3-基氨基甲酸酯（6）首次报道，而八种是棕榈胺的逆酰胺衍生物。有趣的是，结果表明大多数被测化合物具有良好的抗氧化性能。特别是，1,3-二（[[1,1'-联苯] -3-基）脲（3）的IC 50  = 26±6μM，可与标准抗氧化剂trolox和槲皮素获得的酮相比较（IC 50  = 22±6） μM和23±6μM）。化合物3通过从头算来进一步研究，以阐明抗氧化作用的可能机理。为了估计3作为自由基清除剂的能力，在B3LYP / 6–311 ++ G⁄⁄水平上优化了结构，并计算了各自的键解离焓。在非极性介质中的计算预测了将氢原子赠予自由基并形成N中心自由基的有利机理，而在极性溶剂中的计算则是通过SPLET取代HAT H吸收清除自由基的机
• Covalent and ionic Cu(II) complexes with cyclam and substituted benzoato ligands: structural, thermal, redox and mesomorphic properties
  作者：Norbani Abdullah、Zainudin Arifin、Edward R. T. Tiekink、Naima Sharmin、Nur Syamimi Ahmad Tajidi、Siti Amira Mat Hussin

  DOI：10.1080/00958972.2016.1147032

  日期：2016.3.3

  [Cu(p–HOC6H4COO)2(cyclam)] (1), and two ionic mononuclear complexes, [Cu(cyclam)(H2O)2](p–CH3OC6H4COO)2 (2) and [Cu(cyclam)(H2O)2](p–CH3(CH2)15OC6H4COO)2·H2O (3), were formed from reaction of cyclam with [Cu2(p–HOC6H4COO)4(H2O)2], [Cu2(p–CH3OC6H4COO)4(H2O)2] and [Cu2(p-CH3(CH2)15OC6H4COO)4(H2O)2], respectively. These complexes were isolated as purple crystals with molecular structures showing distorted

  摘要 一种共价单核配合物 [Cu(p-HOC6H4COO)2(cyclam)] (1) 和两种离子单核配合物 [Cu(cyclam)(H2O)2](p- OC6H4COO)2 (2) 和 [Cu (cyclam)( )2](p–CH3(CH2)15OC6H4COO)2· (3)，由 cyclam 与 [Cu2(p–HOC6H4COO)4( )2]、[Cu2(p– OC6H4COO)4( )2] 和 [Cu2(p- ( )15OC6H4COO)4( )2]。这些配合物被分离为紫色晶体，其分子结构显示出扭曲的八面体 N4O2 几何形状。配合物 1 和 2 不可逆地还原为 Cu(I) 并氧化为 Cu(III)，而配合物 3 不具有氧化还原活性。配合物 2 与 N-（十六烷基）异烟酰胺 (L) 反应形成 [Cu(cyclam)(L)2](p– OC6H4COO)2
• Development of new inhibitors for N-acylethanolamine-hydrolyzing acid amidase as promising tool against bladder cancer
  作者：Riccardo Vago、Arianna Bettiga、Andrea Salonia、Pierangela Ciuffreda、Roberta Ottria

  DOI：10.1016/j.bmc.2016.12.042

  日期：2017.2

  The endocannabinoid system is a signaling system involved in a wide range of biological effects. Literature strongly suggests the endocannabinoid system role in the pathogenesis of cancer and that its pharmacological activation produces therapeutic benefits. Last research promotes the endocannabinoid system modulation by inhibition of endocannabinoids hydrolytic enzymes instead of direct activation of endocannabinoid receptors to avoid detrimental effects on cognition and motor control. Here we report the identification of N-acylethanolamine-hydrolyzing acid amidase (NAAA) inhibitors able to reduce cell proliferation and migration and cause cell death on different bladder cancer cell lines. These molecules were designed, synthesized and characterized and active compounds were selected by a fluorescence high-throughput screening method set-up on human recombinant NAAA that also allows to characterize the mechanism of inhibition. Together our results suggest an important role for NAAA in cell migration and in inducing tumor cell death promoting this enzyme as pharmacological target against bladder cancer. (C) 2016 Elsevier Ltd. All rights reserved.