N-[2-(2-hydroxyethoxy)ethyl]-exo-3,6-epoxy-1,2,3,6-tetrahydrophthalimide | 916852-34-1

• 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: N-[2-(2-hydroxyethoxy)ethyl]-exo-3,6-epoxy-1,2,3,6-tetrahydrophthalimide
• CAS: 916852-34-1
• 化学式: C₁₂H₁₅NO₅
• 分子量: 253.255
• InChiKey: PKJUSJPBEHYVDI-YNFQOJQRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.07
• 重原子数：
  18.0
• 可旋转键数：
  5.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  76.07
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  N-[2-(2-hydroxyethoxy)ethyl]-exo-3,6-epoxy-1,2,3,6-tetrahydrophthalimide 在 吡啶 、 2,4,6-三甲基苯磺酰氯 、 溶剂黄146 作用下， 以 水 、 4-(dicyanomethylene)-2-methyl-6-(p-dimethylaminostyryl)-4H-pyran 、 甲苯 、 乙腈 为溶剂， 反应 22.0h， 生成 2-[2-[2-(2,5-Dioxopyrrol-1-yl)ethoxy]ethoxy-[4-[(4-nitrophenoxy)carbonyloxymethyl]phenoxy]phosphoryl]oxyethyl benzoate
  参考文献：
  名称：

  [EN] RELEASABLE CONJUGATES
  [FR] CONJUGUÉS LIBÉRABLES

  摘要：

  本申请提供了化合物的公式（B），或其药用盐，其中D是生物活性药物的残留物，在生理条件下经过水解释放出生物活性药物，并且对可能受益于该药物治疗的疾病具有用处。

  公开号：

  WO2018163131A1
• 作为产物：
  描述：

  exo-3,6-epoxy-1,2,3,6-tetrahydrophthalic anhydride 、 二甘醇胺 以 甲醇 为溶剂， 反应 5.0h， 以40%的产率得到N-[2-(2-hydroxyethoxy)ethyl]-exo-3,6-epoxy-1,2,3,6-tetrahydrophthalimide
  参考文献：
  名称：

  [EN] RELEASABLE CONJUGATES
  [FR] CONJUGUÉS LIBÉRABLES

  摘要：

  本申请提供了化合物的公式（B），或其药用盐，其中D是生物活性药物的残留物，在生理条件下经过水解释放出生物活性药物，并且对可能受益于该药物治疗的疾病具有用处。

  公开号：

  WO2018163131A1

文献信息

• HIGH MOLECULAR WEIGHT ZWITTERION-CONTAINING POLYMERS
  申请人：Oligasis

  公开号：US20140024776A1

  公开（公告）日：2014-01-23

  The present invention provides multi-armed high MW polymers containing hydrophilic groups and one or more functional agents, and methods of preparing such polymers.

  本发明提供了含有亲水基团和一种或多种功能剂的多臂高分子量聚合物，以及制备这种聚合物的方法。
• Protein-functionalized nanoparticles derived from end-functional polymers and polymer prodrugs for crossing the blood-brain barrier
  作者：Alysia Cox、Daniele Vinciguerra、Francesca Re、Roberta Dal Magro、Simona Mura、Massimo Masserini、Patrick Couvreur、Julien Nicolas

  DOI：10.1016/j.ejpb.2019.06.004

  日期：2019.9

  Nanoparticles may provide a viable way for neuroprotective drugs to cross the blood-brain barrier (BBB), which limits the passage of most drugs from the peripheral circulation to the brain. Heterotelechelic polymer prodrugs comprising a neuroprotective model drug (adenosine) and a maleimide functionality were synthesized by the "drug-initiated" approach and subsequent nitroxide exchange reaction. Nanoparticles were obtained by nano-precipitation and exhibited high colloidal stability with diameters in the 162-185 nm range and narrow size distributions. Nanoparticles were then covalently surface-conjugated to different proteins (albumin, alpha 2-macroglobulin and fetuin A) to test their capability of enhancing BBB translocation. Their performances in terms of endothelial permeability and cellular uptake in an in vitro BBB model were compared to that of similar nano particles with surface-adsorbed proteins, functionalized or not with the drug. It was shown that bare NPs (i.e., NPs not surface-functionalized with proteins) without the drug exhibited significant permeability and cellular uptake, which were further enhanced by NP surface functionalization with alpha 2-macroglobulin. However, the presence of the drug at the polymer chain-end prevented efficient passage of all types of NPs through the BBB model, likely due to a decrease in the hydrophobicity of the nanoparticle surface and alteration of the protein binding/coupling, respectively. These results established a new and facile synthetic approach for the surface-functionalization of polymer nanoparticles for brain delivery purposes.
• WO2006/130955
  申请人：——

  公开号：——

  公开（公告）日：——
• Ring-Opening Metathesis Polymers for Biodetection and Signal Amplification: Synthesis and Self-Assembly
  作者：N. B. Sankaran、Andrzej Z. Rys、Rachel Nassif、Manoj K. Nayak、Kimberly Metera、Bingzhi Chen、Hassan S. Bazzi、Hanadi F. Sleiman

  DOI：10.1021/ma100234j

  日期：2010.7.13

  The ring-opening metathesis polymerization (ROMP) was used to develop a new class of block copolymers toward biological detection with signal amplification For this, duce classes of ROMP monomers were synthesized. (i) luminescent and electrochemilummescent Ii ansfflon-metal-contaming monomer s, with i uthemum, osmium, and iridium bipyridine units, 0 0 biologically compatible monomers and macromonomers containing oligothylene glycol units, and (m) bioconjugatable monomers as well as monomer s containing the biorecognn ion unit biotin ROMP was used to efficiently combine these monomer s into a mphiphilic di- and triblock copolymers Self-assembly of these block copolymers in aqueous media genermes micellal spherical assemblies, which contain a large number of luminescent transition-metal centels in their col e. a biocompatible and biologically inert protecting shell, and biological recognition units or bioconjuizatable groups on then periphery These micelles can act as luminescent markers for biological molecules with potential for signal amplification In addition, the monomers and polymers reported here can serve is useful biologically enabled building blocks for a number of applications, including drug delivery and tissue engineering