p-(ω-hydroxyhexyloxy)acetanilide | 78435-31-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: p-(ω-hydroxyhexyloxy)acetanilide
• 英文别名: para-(6-hydroxy)hexyloxyacetanilide；N-{4-[(6-Hydroxyhexyl)oxy]phenyl}acetamide；N-[4-(6-hydroxyhexoxy)phenyl]acetamide
• CAS: 78435-31-1
• 化学式: C₁₄H₂₁NO₃
• 分子量: 251.326
• InChiKey: WJDHWZWFAIAULQ-UHFFFAOYSA-N

物化性质

• 沸点：
  470.7±30.0 °C(Predicted)
• 密度：
  1.109±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  18
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  58.6
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  p-(ω-hydroxyhexyloxy)acetanilide 在 盐酸 、 sodium hydroxide 、 sodium carbonate 、 sodium nitrite 作用下， 以 水 、 丙酮 为溶剂， 反应 17.0h， 生成 碳酸(4-((6-羟基己基)氧基)苯基叔丁酯
  参考文献：
  名称：

  Formation of stable bilayer assemblies in water from single-chain amphiphiles. Relationship between the amphiphile structure and the aggregate morphology

  摘要：

  DOI：

  10.1021/ja00408a021
• 作为产物：
  描述：

  6-氯-1-己醇 在 potassium carbonate 、 sodium iodide 作用下， 以 丙酮 为溶剂， 反应 44.0h， 生成 p-(ω-hydroxyhexyloxy)acetanilide
  参考文献：
  名称：

  合成具有三氮烯连接基的聚合物载体的新策略

  摘要：

  描述了基于使用二乙胺三氮烯来稳定和生成聚合物负载的重氮离子的新策略。描述了四种新的经济合成方法，该方法合成了具有3和6个碳原子间隔基和衍生自间氨基和对氨基苯酚的三氮烯连接基的四种新型聚合物载体，并将其与传统方法进行了比较。显示了聚合物结合的三氮烯掩蔽的重氮盐作为固定仲胺（降冰片和4-哌啶酮及其酯化和氧化）的载体以及作为胺清除剂的可能应用。对meta -C 3 -T2和para -C 3的新支持-T2接头显示出较高的负载量，通常可使产物具有良好的收率和纯度。

  DOI：

  10.1016/j.tet.2003.10.091

文献信息

• Selective hydroboration of equilibrating allylic azides
  作者：Ruzhang Liu、Yuanyuan Zhang、Jun Xu

  DOI：10.1039/d1cc02520a

  日期：——

  The iridium(I)-catalyzed hydroboration of equilibrating allylic azides is reported to provide only the anti-Markovnikov product of alk-1-ene isomers in good yields and with good functional group tolerance.

  据报道，平衡的烯丙基叠氮化物的铱( I ) 催化硼氢化仅以良好的收率和良好的官能团耐受性提供了烷-1-烯异构体的反马尔科夫尼科夫产物。
• A mitochondria-targeted mass spectrometry probe to detect glyoxals: implications for diabetes
  作者：Pamela Boon Li Pun、Angela Logan、Victor Darley-Usmar、Balu Chacko、Michelle S. Johnson、Guang W. Huang、Sebastian Rogatti、Tracy A. Prime、Carmen Methner、Thomas Krieg、Ian M. Fearnley、Lesley Larsen、David S. Larsen、Katja E. Menger、Yvonne Collins、Andrew M. James、G.D. Kishore Kumar、Richard C. Hartley、Robin A.J. Smith、Michael P. Murphy

  DOI：10.1016/j.freeradbiomed.2013.11.025

  日期：2014.2

  The glycation of protein and nucleic acids that occurs as a consequence of hyperglycemia disrupts cell function and contributes to many pathologies, including those associated with diabetes and aging. Intracellular glycation occurs after the generation of the reactive 1,2-dicarbonyls methylglyoxal and glyoxal, and disruption of mitochondrial function is associated with hyperglycemia. However, the contribution of these reactive dicarbonyls to mitochondrial damage in pathology is unclear owing to uncertainties about their levels within mitochondria in cells and in vivo. To address this we have developed a mitochondria-targeted reagent (MitoG) designed to assess the levels of mitochondrial dicarbonyls within cells. MitoG comprises a lipophilic triphenylphosphonium cationic function, which directs the molecules to mitochondria within cells, and an o-phenylenediamine moiety that reacts with dicarbonyls to give distinctive and stable products. The extent of accumulation of these diagnostic heterocyclic products can be readily and sensitively quantified by liquid chromatography-tandem mass spectrometry, enabling changes to be determined. Using the MitoG-based analysis we assessed the formation of methylglyoxal and glyoxal in response to hyperglycemia in cells in culture and in the Akita mouse model of diabetes in vivo. These findings indicated that the levels of methylglyoxal and glyoxal within mitochondria increase during hyperglycemia both in cells and in vivo, suggesting that they can contribute to the pathological mitochondrial dysfunction that occurs in diabetes and aging. (C) 2013 The Authors. Published by Elsevier Inc. All rights reserved.
• Formation of stable bilayer assemblies in water from single-chain amphiphiles. Relationship between the amphiphile structure and the aggregate morphology
  作者：Toyoki Kunitake、Yoshio Okahata、Masatsugu Shimomura、Shoichiro Yasunami、Kunihide Takarabe

  DOI：10.1021/ja00408a021

  日期：1981.9
• A new strategy for synthesis of polymeric supports with triazene linkers
  作者：Ryszard Lazny、Aneta Nodzewska、Piotr Klosowski

  DOI：10.1016/j.tet.2003.10.091

  日期：2004.1

  stabilization and generation of polymer supported diazonium ions was described. New economical syntheses of four new polymeric supports with 3- and 6-carbon atom spacers and triazene linkers derived from meta- and para-aminophenol were described and compared to the traditional methods. The possible application of the polymer bound triazene masked diazonium salts as supports for immobilization of secondary

  描述了基于使用二乙胺三氮烯来稳定和生成聚合物负载的重氮离子的新策略。描述了四种新的经济合成方法，该方法合成了具有3和6个碳原子间隔基和衍生自间氨基和对氨基苯酚的三氮烯连接基的四种新型聚合物载体，并将其与传统方法进行了比较。显示了聚合物结合的三氮烯掩蔽的重氮盐作为固定仲胺（降冰片和4-哌啶酮及其酯化和氧化）的载体以及作为胺清除剂的可能应用。对meta -C 3 -T2和para -C 3的新支持-T2接头显示出较高的负载量，通常可使产物具有良好的收率和纯度。