2,2'-(2,2,3,3,4,4,5,5-octafluorohexane-1,6-diyl)diisoindoline-1,3-dione | 1190601-34-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异吲哚及其衍生物
• 英文名称: 2,2'-(2,2,3,3,4,4,5,5-octafluorohexane-1,6-diyl)diisoindoline-1,3-dione
• 英文别名: 2-[6-(1,3-Dioxoisoindol-2-yl)-2,2,3,3,4,4,5,5-octafluorohexyl]isoindole-1,3-dione
• CAS: 1190601-34-3
• 化学式: C₂₂H₁₂F₈N₂O₄
• 分子量: 520.336
• InChiKey: NLLRTSWHRAIZCB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  36
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  74.8
• 氢给体数：
  0
• 氢受体数：
  12

反应信息

• 作为反应物：
  描述：

  2,2'-(2,2,3,3,4,4,5,5-octafluorohexane-1,6-diyl)diisoindoline-1,3-dione 在 一水合肼 作用下， 以 乙醇 为溶剂， 反应 4.0h， 以72%的产率得到2,2,3,3,4,4,5,5-八氟己烷-1,6-二胺
  参考文献：
  名称：

  高度氟化的二胺和由其衍生的苯并恶嗪的合成与表征

  摘要：

  描述了一种以高产率合成由α，ω-二胺-聚氟烷烃和α，ω-二苯胺-聚氟烷烃衍生的高氟化苯并恶嗪的新方法。与目前已知的方法相比，该合成方法将产率提高了20％，并将反应时间减少了90％，从而可以合成大量的高度氟化的二胺。二胺用作苯并恶嗪化合物的前体。以高产率和高纯度获得二胺和苯并恶嗪。该结构的特征在于核磁共振波谱（NMR）和傅立叶变换红外光谱（FT-IR）。

  DOI：

  10.1016/j.jfluchem.2009.04.002
• 作为产物：
  描述：

  八氟-1,6-己二醇 在 三乙胺 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 生成 2,2'-(2,2,3,3,4,4,5,5-octafluorohexane-1,6-diyl)diisoindoline-1,3-dione
  参考文献：
  名称：

  Synthesis and phosphonate binding of guanidine-functionalized fluorinated amphiphiles

  摘要：

  We report herein convenient procedures for the use of highly fluorinated alpha,omega-diols (e.g. 1) as building blocks for the rapid assembly of amphiphilic materials containing a fluorous phase region. We describe expedient conversion of the parent diols to both symmetrically and asymmetrically substituted amphiphiles via the installation of an intermediate trifluoromethanesulfonyl ester. These sulfonate esters are versatile and easily manipulated intermediates, which can be readily converted to a variety of nitrogen, halogen, and carbon groups. Moreover, we show that for guanidine-terminated fluorous amphiphiles, these molecules can bind phosphonic acid groups in aqueous media. Thus, these materials offer a new strategy for decorating phosphorylated biomolecules with fluorine-rich coatings. (C) 2012 Published by Elsevier B.V.

  DOI：

  10.1016/j.jfluchem.2011.12.011

文献信息

• Synthesis and characterization of highly fluorinated diamines and benzoxazines derived therefrom
  作者：Pedro Velez-Herrera、Hatsuo Ishida

  DOI：10.1016/j.jfluchem.2009.04.002

  日期：2009.6

  method for the synthesis of highly fluorinated benzoxazines in a high yield derived form a α,ω-diamine-polyfluoroalkane and α,ω-dianiline-polyfluoroalkane is described. The synthetic method increases the yield by 20% and reduces the reaction time by 90% in comparison to the currently known method, allowing synthesis of large quantity of highly fluorinated diamines. The diamines are used as the precursors

  描述了一种以高产率合成由α，ω-二胺-聚氟烷烃和α，ω-二苯胺-聚氟烷烃衍生的高氟化苯并恶嗪的新方法。与目前已知的方法相比，该合成方法将产率提高了20％，并将反应时间减少了90％，从而可以合成大量的高度氟化的二胺。二胺用作苯并恶嗪化合物的前体。以高产率和高纯度获得二胺和苯并恶嗪。该结构的特征在于核磁共振波谱（NMR）和傅立叶变换红外光谱（FT-IR）。
• ULTRASOUND-ACTIVATED NANOPARTICLES AS IMAGING AGENTS AND DRUG DELIVERY VEHICLES
  申请人：Chang Andy Y.

  公开号：US20120277573A1

  公开（公告）日：2012-11-01

  The invention provides nanoparticles for delivery of imaging agents, drugs, and other molecules, such as genetic material. The nanoparticles have a core structure comprising the imaging agent and/or drug, and a shell structure that allows for water solubility. The shell structure further provides a barrier with limited water permeability that protects the core. The nanoparticles can be induced to release their cargo by treatment with ultrasound. Methods of delivering drugs and imaging agents are also provided, whereby the nanoparticles are delivered to tissues of interest in a substantially inert form, then activated using ultra-sound to release the drugs or imaging agents.

  这项发明提供了用于传递成像剂、药物和其他分子（如基因物质）的纳米颗粒。这些纳米颗粒具有核心结构，包括成像剂和/或药物，以及允许水溶性的外壳结构。外壳结构进一步提供了一个有限水渗透性的屏障，保护核心。可以通过超声治疗诱导纳米颗粒释放其载荷。还提供了传递药物和成像剂的方法，其中纳米颗粒以基本惰性的形式传递到感兴趣的组织中，然后使用超声激活以释放药物或成像剂。
• [EN] ULTRASOUND-ACTIVATED NANOPARTICLES AS IMAGING AGENTS AND DRUG DELIVERY VEHICLES<br/>[FR] NANOPARTICULES ACTIVÉES PAR ULTRASONS EN TANT QU'AGENTS D'IMAGERIE ET VÉHICULES D'ADMINISTRATION DE MÉDICAMENTS
  申请人：LOS ANGELES CHILDRENS HOSPITAL

  公开号：WO2011079317A2

  公开（公告）日：2011-06-30

  The invention provides nanoparticles for delivery of imaging agents, drugs, and other molecules, such as genetic material. The nanoparticles have a core structure comprising the imaging agent and/or drug, and a shell structure that allows for water solubility. The shell structure further provides a barrier with limited water permeability that protects the core. The nanoparticles can be induced to release their cargo by treatment with ultrasound. Methods of delivering drugs and imaging agents are also provided, whereby the nanoparticles are delivered to tissues of interest in a substantially inert form, then activated using ultrasound to release the drugs or imaging agents.
• Synthesis and phosphonate binding of guanidine-functionalized fluorinated amphiphiles
  作者：Xinping Wu、Emine Boz、Amy M. Sirkis、Andy Y. Chang、Travis J. Williams

  DOI：10.1016/j.jfluchem.2011.12.011

  日期：2012.3

  We report herein convenient procedures for the use of highly fluorinated alpha,omega-diols (e.g. 1) as building blocks for the rapid assembly of amphiphilic materials containing a fluorous phase region. We describe expedient conversion of the parent diols to both symmetrically and asymmetrically substituted amphiphiles via the installation of an intermediate trifluoromethanesulfonyl ester. These sulfonate esters are versatile and easily manipulated intermediates, which can be readily converted to a variety of nitrogen, halogen, and carbon groups. Moreover, we show that for guanidine-terminated fluorous amphiphiles, these molecules can bind phosphonic acid groups in aqueous media. Thus, these materials offer a new strategy for decorating phosphorylated biomolecules with fluorine-rich coatings. (C) 2012 Published by Elsevier B.V.