10-(benzyloxy)-2,2,3,3,4,4,5,5,6,6,7,7,8,8,9,9-hexadecafluorodecan-1-ol

• 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: 10-(benzyloxy)-2,2,3,3,4,4,5,5,6,6,7,7,8,8,9,9-hexadecafluorodecan-1-ol
• 英文别名: 1H,1H,10H,10H-monobenzyloxyperfluorodecan1-ol；10-(Benzyloxy)-2,2,3,3,4,4,5,5,6,6,7,7,8,8,9,9-hexadecafluorodecan-1-ol；2,2,3,3,4,4,5,5,6,6,7,7,8,8,9,9-hexadecafluoro-10-phenylmethoxydecan-1-ol
• 化学式: C₁₇H₁₂F₁₆O₂
• 分子量: 552.256
• InChiKey: NCNPWFVEXPODFC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.3
• 重原子数：
  35
• 可旋转键数：
  12
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.65
• 拓扑面积：
  29.5
• 氢给体数：
  1
• 氢受体数：
  18

反应信息

• 作为反应物：
  描述：

  10-(benzyloxy)-2,2,3,3,4,4,5,5,6,6,7,7,8,8,9,9-hexadecafluorodecan-1-ol 、 十八烷基甲烷磺酸酯 在 sodium hydride 作用下， 反应 1.0h， 以2.53 g的产率得到1H,1H,10H,10H-monobenzyloxyoctadecyloxyperfluorodecane
  参考文献：
  名称：

  Stable Theranostic and Therapeutic Nanoemulsions Using Triphilic Semifluorinated Amphiphiles

  摘要：

  本发明提供了治疗配方，包括治疗纳米乳剂，以及相关的方法，用于体内输送疏水化合物。本发明的配方和方法包括半氟化块共聚物和成像化合物，以形成一种治疗性纳米乳剂，能够形成稳定的纳米乳剂。在某些实施例中，提供了基于乳剂的配方，能够制备、输送和释放对于治疗癌症和患者真菌感染有效的疏水药物量。在某些实施例中，提供了基于乳剂的配方，能够支持控制释放，例如，在一系列有用于持续释放的速率范围内，用于临床应用。

  公开号：

  US20200101014A1
• 作为产物：
  描述：

  1,10-bis(benzyloxy)-2,2,3,3,4,4,5,5,6,6,7,7,8,8,9,9-hexadecafluorodecane 在 5%-palladium/activated carbon 、 氢气 作用下， 以 四氢呋喃 为溶剂， 反应 48.0h， 以16%的产率得到10-(benzyloxy)-2,2,3,3,4,4,5,5,6,6,7,7,8,8,9,9-hexadecafluorodecan-1-ol
  参考文献：
  名称：

  用于蛋白质单层结晶的镍螯合氟化脂质的合成

  摘要：

  已经合成了镍螯合脂质，用作膜蛋白二维结晶的功能化模板。这些形成单层的脂质已设计成具有三个不同的成分：（i）支链烃尾部赋予单层的流动性；（ii）具有耐洗涤剂性的全氟化中心核；（iii）镍螯合的亲水性头基重组的，带有多组氨酸标签的融合蛋白的结合。这些合成中使用的氟化醇的烷基化只有在进行长时间的超声处理后，在某些情况下，在相转移催化剂的存在下，才能以高收率进行。据报道，枯草芽孢杆菌形成了带有His标签的膜蛋白BmrA的2-D晶体。

  DOI：

  10.1021/jo802651p

文献信息

• SEMI-FLUORINATED BLOCK COPOLYMERS FOR DELIVERY OF THERAPEUTIC AGENTS
  申请人：Mecozzi Sandro

  公开号：US20080194500A1

  公开（公告）日：2008-08-14

  The present invention provides semi-fluorinated block copolymers and related methods of synthesizing and using semi-fluorinated block copolymers for drug delivery and drug formulation applications. Semi-fluorinated block copolymers of this aspect of the invention include block copolymers having discrete hydrophilic, fluorophilic and hydrophobic structural domains that are capable of forming supramolecular structures in aqueous solutions, such as micelles, for encapsulating hydrophobic and/or fluorophilic therapeutic agents. Encapsulation by semi-fluorinated block copolymers of the present invention allows for enhanced solubilization and stabilization of hydrophobic and/or fluorophilic therapeutic agents relative to conventional drug delivery compositions and methods.

  本发明提供了半氟化嵌段共聚物及其相关的合成和使用方法，用于药物传递和药物制剂应用。本发明的半氟化嵌段共聚物包括具有离散的亲水性、亲氟性和疏水性结构域的嵌段共聚物，能够在水溶液中形成超分子结构，例如胶束，以封装疏水和/或亲氟性治疗剂。本发明的半氟化嵌段共聚物的封装使得相对于传统的药物传递组合物和方法，能够增强疏水和/或亲氟性治疗剂的溶解和稳定性。
• Semi-fluorinated block copolymers for delivery of therapeutic agents
  申请人：Mecozzi Sandro

  公开号：US08900562B2

  公开（公告）日：2014-12-02

  The present invention provides semi-fluorinated block copolymers and related methods of synthesizing and using semi-fluorinated block copolymers for drug delivery and drug formulation applications. Semi-fluorinated block copolymers of this aspect of the invention include block copolymers having discrete hydrophilic, fluorophilic and hydrophobic structural domains that are capable of forming supramolecular structures in aqueous solutions, such as micelles, for encapsulating hydrophobic and/or fluorophilic therapeutic agents. Encapsulation by semi-fluorinated block copolymers of the present invention allows for enhanced solubilization and stabilization of hydrophobic and/or fluorophilic therapeutic agents relative to conventional drug delivery compositions and methods.

  本发明提供半氟化嵌段共聚物及其相关的合成和使用方法，用于药物输送和药物配方应用。本发明方面的半氟化嵌段共聚物包括具有离散亲水性、亲氟性和疏水性结构域的嵌段共聚物，能够在水溶液中形成超分子结构，例如胶束，用于封装疏水和/或亲氟性治疗剂。本发明的半氟化嵌段共聚物封装可以相对于传统的药物输送组合物和方法增强疏水和/或亲氟性治疗剂的溶解和稳定性。
• An Iron(II) Complex of a Tripodal 2,2′-Bipyridine with Perfluoroalkyl Linkers Showing Anion-dependent <i>fac</i>/<i>mer</i> Isomer Ratio
  作者：Yusuke Chiba、Zhehui Jin、Takashi Nakamura、Tatsuya Nabeshima

  DOI：10.1246/cl.220314

  日期：2022.10.5

  An iron(II) complex of a novel tripodal 2,2´-bipyridine ligand bearing perfluoroalkyl linkers showed anion-dependent fac/mer isomerization. In the complexes with bromide and triflate anions, the mer isomer was preferentially formed. The bistriflimide anion shifted the equilibrium to the fac isomer. The different isomerization behaviors were probably caused by difference in the hydrogen bond modes of

  带有全氟烷基接头的新型三足 2,2´-联吡啶配体的铁 (II) 配合物显示出阴离子依赖性fac / mer异构化。在与溴化物和三氟甲磺酸盐阴离子的配合物中，优先形成mer异构体。bistrilimide 阴离子将平衡转移到fac异构体。不同的异构化行为可能是由于异构体与阴离子的氢键模式不同造成的。
• Synthesis and self-assembly properties of a novel [poly(ethylene glycol)]–fluorocarbon–phospholipid triblock copolymer
  作者：Jennifer N. Slaughter、Karen M. Schmidt、Julee L. Byram、Sandro Mecozzi

  DOI：10.1016/j.tetlet.2007.03.148

  日期：2007.5

  The synthesis of a novel poly(ethylene glycol)-fluorocarbon-phospholipid conjugate that self-assembles into hyper-stable micelles characterized by an internal fluorous phase is described. Physical characterization of the micelles formed by this polymer in aqueous solution is included. Dynamic light scattering (DLS) measurements indicate a mean diameter of 15 nm ( 3 nm), while pyrene fluorescence studies show a critical micelle concentration (CMC) of only 0.65 mu M. (C) 2007 Elsevier Ltd. All rights reserved.
• Multicompartment Theranostic Nanoemulsions Stabilized by a Triphilic Semifluorinated Block Copolymer
  作者：Alexa R. Barres、Megan R. Wimmer、Sandro Mecozzi

  DOI：10.1021/acs.molpharmaceut.7b00624

  日期：2017.11.6

  The presence of a perfluorocarbon block in a multiblock polymer has been shown to be an additional driving force toward nanoparticle assembly. In the preparation of nanoemulsions, this perfluorocarbon block also provides enhanced particle stability. Herein, the synthesis of a new triphilic, semifluorinated copolymer, M2F8H18, is introduced. This ABC type block copolymer can be used to formulate extremely stable nanoemulsions, assembled around a lipophilic droplet, with lifetimes of one year or more. The central oil droplet can stably solubilize high concentrations of hydrophobic drugs, making this system an ideal drug delivery vehicle. The incorporation of the perfluorocarbon block modulates drug release from the lipophilic core via the surrounding fluorous shell. Fluorous imaging agents incorporated into the fluorous shell prolong drug release even further as well as provide potent F-19-MRI contrast ability. In vitro studies show that these nanoemulsions efficiently inhibit cancer cell growth, thus providing a theranostic drug delivery system.