3,11,22,30,45,52-Hexazanonacyclo[30.6.6.613,20.15,9.124,28.014,19.033,38.039,44.046,51]dopentaconta-1(38),5(52),6,8,13(51),14,16,18,20(46),24,26,28(45),32,34,36,39,41,43,47,49-icosaene-4,10,23,29-tetrone | 1001067-55-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 3,11,22,30,45,52-Hexazanonacyclo[30.6.6.613,20.15,9.124,28.014,19.033,38.039,44.046,51]dopentaconta-1(38),5(52),6,8,13(51),14,16,18,20(46),24,26,28(45),32,34,36,39,41,43,47,49-icosaene-4,10,23,29-tetrone
• CAS: 1001067-55-5
• 化学式: C₄₆H₃₄N₆O₄
• 分子量: 734.814
• InChiKey: VHSJVKQABOOJME-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.3
• 重原子数：
  56
• 可旋转键数：
  0
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  142
• 氢给体数：
  4
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  3,11,22,30,45,52-Hexazanonacyclo[30.6.6.613,20.15,9.124,28.014,19.033,38.039,44.046,51]dopentaconta-1(38),5(52),6,8,13(51),14,16,18,20(46),24,26,28(45),32,34,36,39,41,43,47,49-icosaene-4,10,23,29-tetrone 在 氧气 、 亚甲兰 作用下， 以 氘代氯仿 为溶剂， 以100%的产率得到
  参考文献：
  名称：

  Cycloaddition to an anthracene-derived macrocyclic receptor with supramolecular control of regioselectivity

  摘要：

  N-乙基马来酰亚胺和马来酸酐以不寻常的1,4-区域选择性加成到一个蒽壁的内侧面，而单态氧则以9,10-区域选择性加成到两个蒽壁。

  DOI：

  10.1039/b901814j
• 作为产物：
  描述：

  2,6-氯甲酰吡啶 、 9,10-蒽双(甲胺) 在 三乙胺 作用下， 以 二氯甲烷 、 氯仿 为溶剂， 反应 10.0h， 以25%的产率得到3,11,22,30,45,52-Hexazanonacyclo[30.6.6.613,20.15,9.124,28.014,19.033,38.039,44.046,51]dopentaconta-1(38),5(52),6,8,13(51),14,16,18,20(46),24,26,28(45),32,34,36,39,41,43,47,49-icosaene-4,10,23,29-tetrone
  参考文献：
  名称：

  Self-Assembly of Fluorescent Inclusion Complexes in Competitive Media Including the Interior of Living Cells

  摘要：

  Anthracene-containing tetralactam macrocycles are prepared and found to have an extremely high affinity for squaraine dyes in chloroform (log K-a = 5.2). Simply mixing the two components produces highly fluorescent, near-infrared inclusion complexes in quantitative yield. An X-ray crystal structure shows the expected hydrogen bonding between the squaraine oxygens and the macrocycle amide NH residues, and a high degree of cofacial aromatic stacking. The kinetics and thermodynamics of the assembly process are very sensitive to small structural changes in the binding partners. For example, a macrocycle containing two isophthalamide units associates with the squaraine dye in chloroform 400 000 times faster than an analogous macrocycle containing two 2,6-dicarboxamidopyridine units. Squaraine encapsulation also occurs in highly competitive media such as mixed aqueous/organic solutions, vesicle membranes, and the organelles within living cells. The highly fluorescent inclusion complexes possess emergent properties; that is, as compared to the building blocks, the complexes have improved chemical stabilities, red-shifted absorption/emission maxima, and different cell localization propensities. These are useful properties for new classes of near-infrared fluorescent imaging probes.

  DOI：

  10.1021/ja075567v

文献信息

• HIGH PERFORMANCE LUMINESCENT COMPOUNDS
  申请人：Smith Bradley

  公开号：US20110118459A1

  公开（公告）日：2011-05-19

  Embodiments relate to the field of chemistry and biochemistry, and, more specifically, to novel near-infrared dyes that are photostable and resistant to quenching. The dyes belong to a novel family of squaraine rotaxanes, and they are particularly well-suited for use in biological applications. Also disclosed are methods of synthesizing the dyes and methods of using the dyes.

  该实施例涉及化学和生物化学领域，更具体地涉及新型近红外染料，这些染料具有光稳定性并且抗猝灭。这些染料属于一种新型的方酮轮烷家族，特别适用于生物应用。还公开了合成这些染料的方法和使用这些染料的方法。
• [EN] HIGH PERFORMANCE LUMINESCENT COMPOUNDS<br/>[FR] COMPOSÉS LUMINESCENTS HAUTE PERFORMANCE
  申请人：UNIV NOTRE DAME DU LAC

  公开号：WO2011059457A1

  公开（公告）日：2011-05-19

  Embodiments relate to the field of chemistry and biochemistry, and, more specifically, to novel near-infrared dyes that are photostable and resistant to quenching. The dyes belong to a novel family of squaraine rotaxanes, and they are particularly well-suited for use in biological applications. Also disclosed are methods of synthesizing the dyes and methods of using the dyes.

  该实施例涉及化学和生物化学领域，更具体地涉及新型近红外染料，这些染料具有光稳定性并且抗猝灭。这些染料属于一种新型的方酮轮烷家族，它们特别适用于生物应用。还公开了合成这些染料的方法和使用这些染料的方法。
• LUMINESCENT COMPOUNDS
  申请人：Terpetschnig Ewald A.

  公开号：US20100266507A1

  公开（公告）日：2010-10-21

  Luminescent reporter compounds that are rotaxanes having the structure where B—Z—C is a reporter molecule based on a cyanine, squaric acid, or other reporter, and K is a macrocycle that encircles and interlocks with the reporter molecule. Applications of the reporter compounds are provided, as well as reactive intermediates used to synthesize the reporter compounds, and methods of synthesizing the reporter compounds.

  具有以下结构的轮烷的发光报告化合物，其中B—Z—C是基于青菁、方酸或其他报告物质的报告分子，K是环绕并与报告分子相互锁定的大环。提供了报告化合物的应用，以及用于合成报告化合物的反应中间体和合成报告化合物的方法。
• Charge transport modulation in pseudorotaxane 1D stacks of acene and azaacene derivatives
  作者：Cristian Gozalvez、Jose L. Zafra、Akinori Saeki、Manuel Melle-Franco、Juan Casado、Aurelio Mateo-Alonso

  DOI：10.1039/c8sc04845b

  日期：——

  Acenes have received a lot of attention because of their inherent and tunable absorbing, emissive, and charge transport properties for electronic, photovoltaic, and singlet fission applications, among others. Such properties are directly governed by molecular packing, and therefore, controlling their arrangement in the solid state is of utmost importance in order to increase their performance. Herein

  并苯因其在电子、光伏和单线态裂变等应用中固有的和可调谐的吸收、发射和电荷传输特性而受到广泛关注。这些特性直接受分子堆积的控制，因此，控制它们在固态下的排列对于提高它们的性能至关重要。在这里，我们描述了一种新的固态排序策略，该策略允许获得并苯和氮杂并苯衍生物的一维混合 π 堆叠。此外，我们还说明了电荷传输可以通过封装吩嗪的电子性质来调节，从而为超分子有机半导体的设计、制备和开发开辟了新的前景。
• Microwave-assisted slipping synthesis of fluorescent squaraine rotaxane probe for bacterial imaging
  作者：Jung-Jae Lee、Alexander G. White、Jeffrey M. Baumes、Bradley D. Smith

  DOI：10.1039/b924350j

  日期：——

  Microwave heating accelerates quantitative squaraine rotaxane formation by slipping and facilitates production of a bacterial imaging probe with zinc dipicolylamine targeting ligands.

  微波加热通过滑动加速了定量角鲨烷轮烷的形成，并促进了含有锌二咪唑胺靶向配体的细菌成像探针的生产。