tert-butyl 1,1'-(3,6-diaminopyrazine-2,5-diyl)bis(1-oxo-6,9,12-trioxa-2-azapentadecane-15,1-diyl)dicarbamate | 1151656-30-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: tert-butyl 1,1'-(3,6-diaminopyrazine-2,5-diyl)bis(1-oxo-6,9,12-trioxa-2-azapentadecane-15,1-diyl)dicarbamate
• 英文别名: tert-butyl 1,1′-(3,6-diaminopyrazine-2,5-diyl)bis(1-oxo-6,9,12-trioxa-2-azapentadecane-15,1-diyl)dicarbamate；tert-butyl N-[3-[2-[2-[3-[[3,6-diamino-5-[3-[2-[2-[3-[(2-methylpropan-2-yl)oxycarbonylamino]propoxy]ethoxy]ethoxy]propylcarbamoyl]pyrazine-2-carbonyl]amino]propoxy]ethoxy]ethoxy]propyl]carbamate
• CAS: 1151656-30-2
• 化学式: C₃₆H₆₆N₈O₁₂
• 分子量: 802.966
• InChiKey: HZYAWKLNQNGYDV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  56
• 可旋转键数：
  34
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.78
• 拓扑面积：
  268
• 氢给体数：
  6
• 氢受体数：
  16

反应信息

• 作为反应物：
  描述：

  tert-butyl 1,1'-(3,6-diaminopyrazine-2,5-diyl)bis(1-oxo-6,9,12-trioxa-2-azapentadecane-15,1-diyl)dicarbamate 在 盐酸 作用下， 以 1,4-二氧六环 、 水 为溶剂， 反应 1.0h， 以910 mg的产率得到3,6-diamino-N²,N⁵-bis(3-(2-(2-(3-aminopropoxyl)ethoxy)ethoxy)propyl)pyrazine-2,5-dicarboxamide dihydrochloride
  参考文献：
  名称：

  Tunable dual-emitting shell-crosslinked nano-objects as single-component ratiometric pH-sensing materials

  摘要：

  设计了一种能够感知环境pH变化的双发射光子纳米物体，基于由两亲性嵌段共聚物组装的壳交联胶束，并与pH不敏感的染料交联。这些染料交联剂是具有四官能团的哌嗪分子，带有一组末端脂肪胺基团和一组苯胺胺基团，对纳米物体的聚丙烯酸壳域表现出形态依赖的反应性。苯胺胺基团与纳米物体壳的反应程度被证明会影响催移（蓝移）。496 nm处的荧光强度与560 nm处的荧光强度之比依赖于溶液的pH。我们在此报道了棒状或球形纳米物体的pH敏感双发射光物理特性的观察，其壳域提供了两个不同的平台进行酰胺化反应——通过加入碳二亚胺形成活化酯或预先安装活化酯基团。我们证明物理操作（形态或颗粒尺寸的变化）或化学操作（活化酯安装顺序）的交联反应可以在生理相关的pH范围内使双发射细微调整约60 nm。具有聚（p-羟基苯乙烯）核心的棒状壳交联纳米结构随着pH的增加而蓝移，而具有聚苯乙烯核心和聚乙烯氧化物冠层的球形壳交联纳米结构则随着pH的降低而蓝移。

  DOI：

  10.1039/c1jm11854d
• 作为产物：
  描述：

  3,6-diaminopyrazine-2,5-dicarboxylic acid 、 N-Boc-4,7,10-三氧杂-1,13-十三烷二胺 在 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 16.0h， 以48%的产率得到tert-butyl 1,1'-(3,6-diaminopyrazine-2,5-diyl)bis(1-oxo-6,9,12-trioxa-2-azapentadecane-15,1-diyl)dicarbamate
  参考文献：
  名称：

  Tunable dual-emitting shell-crosslinked nano-objects as single-component ratiometric pH-sensing materials

  摘要：

  设计了一种能够感知环境pH变化的双发射光子纳米物体，基于由两亲性嵌段共聚物组装的壳交联胶束，并与pH不敏感的染料交联。这些染料交联剂是具有四官能团的哌嗪分子，带有一组末端脂肪胺基团和一组苯胺胺基团，对纳米物体的聚丙烯酸壳域表现出形态依赖的反应性。苯胺胺基团与纳米物体壳的反应程度被证明会影响催移（蓝移）。496 nm处的荧光强度与560 nm处的荧光强度之比依赖于溶液的pH。我们在此报道了棒状或球形纳米物体的pH敏感双发射光物理特性的观察，其壳域提供了两个不同的平台进行酰胺化反应——通过加入碳二亚胺形成活化酯或预先安装活化酯基团。我们证明物理操作（形态或颗粒尺寸的变化）或化学操作（活化酯安装顺序）的交联反应可以在生理相关的pH范围内使双发射细微调整约60 nm。具有聚（p-羟基苯乙烯）核心的棒状壳交联纳米结构随着pH的增加而蓝移，而具有聚苯乙烯核心和聚乙烯氧化物冠层的球形壳交联纳米结构则随着pH的降低而蓝移。

  DOI：

  10.1039/c1jm11854d

文献信息

• Functional, cross-linked nanostructures for tandem optical imaging and therapy
  申请人：Neumann William L.

  公开号：US09295650B2

  公开（公告）日：2016-03-29

  The present invention provides optical agents comprising optically functional cross linked supramolecular structures and assemblies useful for tandem optical imaging and therapy. Supramolecular structures and assemblies of the present invention include optically functional shell-cross linked micelles wherein optical functionality is achieved via incorporation of one or more linking groups that include one or more photoactive moieties. The present invention further includes imaging and therapeutic methods using one or more optical agents of the present invention including optically functional shell cross-linked micelles having an associated therapeutic agent.

  本发明提供了包含光学功能交联超分子结构和组装体的光学试剂，适用于串联光学成像和疗法。本发明的超分子结构和组装体包括光学功能壳交联胶束，其中通过包含一个或多个包含一个或多个光活性基团的连接基团来实现光学功能。本发明还包括使用本发明的一个或多个光学试剂进行成像和治疗的方法，包括具有相关治疗剂的光学功能壳交联胶束。
• Uniform, Functionalized, Cross-Linked Nanostructures for Monitoring pH
  申请人：Wooley Karen L.

  公开号：US20150346099A1

  公开（公告）日：2015-12-03

  Described herein are optical agents, including compositions, preparations and formulations, for monitoring the pH of a fluid. Optical agents described herein include photonic nanostructures and nanoassemblies including supramolecular structures, such as shell cross-linked micelles, that incorporate at least one linking group comprising one or more photoactive moieties that provide functionality as exogenous agents for a range of pH monitoring applications. Optical agents described herein comprise supramolecular structures having linking groups imparting useful optical and structural functionality. In an embodiment, for example, the presence of linking groups function to covalently cross link polymer components to provide a cross-linked shell stabilized supramolecular structure, and also impart useful optical functionality, for example by functioning as a fluorophore.

  本文描述了光学试剂，包括用于监测流体pH的组成物、制剂和配方。这里描述的光学试剂包括光子纳米结构和纳米组装体，包括超分子结构，如壳交联胶囊，其包含至少一个含有一个或多个光活性基团的连接基团，作为外源试剂在各种pH监测应用中发挥功能。这里描述的光学试剂包括具有连接基团的超分子结构，赋予有用的光学和结构功能。例如，在一个实施例中，连接基团的存在可以通过共价交联聚合物组分来提供一个交联壳稳定的超分子结构，并且还可以赋予有用的光学功能，例如作为荧光团。
• Photonic Shell-Core Cross Linked and Functionalized Nanostructures for Biological Applications
  申请人：Rajagopalan Raghavan

  公开号：US20100311903A1

  公开（公告）日：2010-12-09

  The present invention provides optical agents comprising optically functional cross linked supramolecular structures and assemblies useful for a range of imaging, diagnostic, and therapeutic applications. Supramolecular structures and assemblies of the present invention include optically functional shell-cross linked micelles wherein optical functionality is achieved via incorporation of one or more linking groups that include one or more photoactive moieties. The present invention further includes imaging, sensing and therapeutic methods using one or more optical agents of the present invention including optically functional shell cross-linked micelles. The present invention includes in situ monitoring methods, for example, wherein physical and/or structural changes in an optically functional shell-cross linked micelle generated in response to changes in chemical environment or physiological conditions causes a measurable change in the wavelengths or intensities of emission from the micelle.
• [EN] PHOTONIC SHELL-CORE CROSS LINKED AND FUNCTIONALIZED NANOSTRUCTURES FOR BIOLOGICAL APPLICATIONS<br/>[FR] NANOSTRUCTURES RÉTICULÉES ET FONCTIONNALISÉES ÉCORCE-COER PHOTONIQUES POUR DES APPLICATIONS BIOLOGIQUES
  申请人：MALLINCKRODT INC

  公开号：WO2009061473A2

  公开（公告）日：2009-05-14

  The present invention provides optical agents comprising optically functional cross linked supramolecular structures and assemblies useful for a range of imaging, diagnostic, and therapeutic applications. Supramolecular structures and assemblies of the present invention include optically functional shell-cross linked micelles wherein optical functionality is achieved via incorporation of one or more linking groups that include one or more photoactive moieties. The present invention further includes imaging, sensing and therapeutic methods using one or more optical agents of the present invention including optically functional shell cross-linked micelles. The present invention includes in situ monitoring methods, for example, wherein physical and/or structural changes in an optically functional shell-cross linked micelle generated in response to changes in chemical environment or physiological conditions causes a measurable change in the wavelengths or intensities of emission from the micelle.
• [EN] UNIFORM, FUNCTIONALIZED, CROSS-LINKED NANOSTRUCTURES FOR MONITORING pH<br/>[FR] NANOSTRUCTURES UNIFORMES, FONCTIONNALISÉES, RÉTICULÉES POUR SURVEILLER LE PH
  申请人：MALLINCKRODT LLC

  公开号：WO2011143540A1

  公开（公告）日：2011-11-17

  Described herein are optical agents, including compositions, preparations and formulations, for monitoring the pH of a fluid. Optical agents described herein include photonic nanostructures and nanoassemblies including supramolecular structures, such as shell cross-linked micelles, that incorporate at least one linking group comprising one or more photoactive moieties that provide functionality as exogenous agents for a range of pH monitoring applications. Optical agents described herein comprise supramolecular structures having linking groups imparting useful optical and structural functionality. In an embodiment, for example, the presence of linking groups function to covalently cross link polymer components to provide a cross-linked shell stabilized supramolecular structure, and also impart useful optical functionality, for example by functioning as a fluorophore.