thieno[3',4':5,6]pyrazino[2,3-f][1,10]phenanthroline | 336629-65-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 菲咯啉
• 英文名称: thieno[3',4':5,6]pyrazino[2,3-f][1,10]phenanthroline
• 英文别名: 18-Thia-6,9,15,21-tetrazapentacyclo[12.7.0.02,7.08,13.016,20]henicosa-1(21),2(7),3,5,8(13),9,11,14,16,19-decaene；18-thia-6,9,15,21-tetrazapentacyclo[12.7.0.02,7.08,13.016,20]henicosa-1(21),2(7),3,5,8(13),9,11,14,16,19-decaene
• CAS: 336629-65-3
• 化学式: C₁₆H₈N₄S
• 分子量: 288.332
• InChiKey: QDBIRLSYUWFRSS-UHFFFAOYSA-N

物化性质

• 熔点：
  140 °C (approx, decomp)(Solv: dichloromethane (75-09-2))
• 沸点：
  596.1±45.0 °C(Predicted)
• 密度：
  1.531±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  21
• 可旋转键数：
  0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  79.8
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  锌 、 thieno[3',4':5,6]pyrazino[2,3-f][1,10]phenanthroline 以 乙醇 、 水 为溶剂， 生成 Zn(dipyrido[3,2-a:2',3'-c]thien[3,4-c]azine)2(2+)
  参考文献：
  名称：

  A Coordination Complex System for Generic, Ultrafast, and Sensitive Multimode Fluorescent Staining of Biomolecules

  摘要：

  Gel electrophoresis staining methodologies documented thus far are largely utilized in a biomolecule context-dependent manner. We report herein the development of a generic, ultrafast, and sensitive multimode fluorescent system for the efficient identification of DNA, RNA, and proteins. Interaction between a positively charged, planar ligand-based coordination complex with partner biomolecule leads to aggregation-induced fluorescence quenching and allows for the image contrast generation within one minute. Alternatively, successive reactions of the biomolecule-loaded gel with cation and ligand, in either order of sequence, provide an equally effective staining efficacy. Image contrast reversal is accomplished through a facile washing or photobleaching procedure. The versatility in the applicable target species and signal generation modes provides a hint at the design of novel staining structures and potentially enables the high-throughput readout of biomolecules.

  DOI：

  10.1021/ic201406b
• 作为产物：
  描述：

  1,10-菲罗啉 在 硫酸 、 硝酸 、 potassium bromide 作用下， 以 乙醇 为溶剂， 反应 1.0h， 生成 thieno[3',4':5,6]pyrazino[2,3-f][1,10]phenanthroline
  参考文献：
  名称：

  结构对扩展稠环噻吩并[3,4-b]吡嗪类似物电子性质的影响

  摘要：

  的合成和表征扩展噻吩并[3,4- b ]吡嗪类似物苊并[1,2- b ]噻吩并[3,4- ë ]吡嗪（图3a），3,4- dibromoacenaphtho [1,2 b ]噻吩并[3,4- e ]吡嗪( 3b )、3-辛基并萘并[1,2- b ]噻吩并[3,4- e ]吡嗪( 3c )、二苯并[ f,h ]噻吩并[3,4- b ]喹喔啉 ( 4 ) 和噻吩并 [3',4':5,6] 吡嗪并 [2,3- f ][1,10] 菲咯啉 ( 5 ) 已被报道。结构、电化学和光物理性质与简单噻吩[3,4-b ]吡嗪是为了提供这一系列化合物的结构-功能关系。

  DOI：

  10.1021/jo200850w

文献信息

• Burning Rate Performance Study of Ammonium Perchlorate Catalyzed by Heteroleptic Copper(I) Complexes with Pyrazino[2,3‐ <i>f</i> ][1,10]phenanthroline‐Based Ligands
  作者：Manuel A. Escobar、Cesar Morales‐Verdejo、Juan Luis Arroyo、Paulina Dreyse、Iván González、Iván Brito、Desmond MacLeod‐Carey、David Moreno da Costa、Alan R. Cabrera

  DOI：10.1002/ejic.202001092

  日期：2021.5.7

  heteroleptic Cu(I) complexes with pyrazino[2,3‐ f ][1,10]phenanthroline‐based ligands ( C1‐7 ) on the thermal decomposition of ammonium perchlorate (AP). The complexes C2 and C4‐7 were synthesized and characterized by NMR, HRMS and, in the case of C7 , by X‐ray diffraction. The burning rate performance of C1‐7 on thermal decomposition of AP was studied by differential scanning calorimetry technique. The effect

  该贡献描述了杂配性Cu（I）与吡嗪并[2,3-f] [1,10]菲咯啉基配体（C1-7）的配合物对高氯酸铵（AP）热分解的催化作用。合成了配合物C2和C4-7，并通过NMR，HRMS进行了表征，对于C7，则通过X射线衍射对其进行了表征。通过差示扫描量热技术研究了C1-7对AP热分解的燃烧速率性能。评估了抗衡离子类型，金属中心数和配体取代的影响。与纯AP相比，这些AP +复杂混合物可降低点火温度，并增加热分解过程中释放的热量。在配合物系列中，化合物C4表现出更高的催化作用，而C5则表现出最高的能量释放，
• Substituent influence in phenanthroline-derived ancillary ligands on the excited state nature of novel cationic Ir(<scp>iii</scp>) complexes
  作者：Iván González、Mirco Natali、Alan R. Cabrera、Bárbara Loeb、Jerónimo Maze、Paulina Dreyse

  DOI：10.1039/c8nj00334c

  日期：——

  time-resolved spectroscopic techniques, pointing out a complex interplay between excited states of different nature that plays a crucial role in the deactivation processes. In the case of complexes C1–2 that feature the same L1 ancillary ligand, the lowest excited states at room temperature are characterized by an admixture between the 3MLCT/3LLCT and 3LC states, with an almost pure 3LC character in C2. For

  为了寻求在能量转换过程中具有潜在应用价值的配位化合物，新的一系列四个[Ir（R-ppy）2（Ln）]（PF 6）类型的Ir（III）配合物（C1-4），其中R-ppy = 2-苯基吡啶（ppy）或2,4-二氟苯基吡啶（F 2 -ppy），Ln = 1-甲基-1 H-吡唑[3'，4'：5,6]吡嗪并[2,3- f ] [1,10]菲咯啉（L1）或噻吩并[3'，4'：5,6] pyrazino [2,3- f ] [1,10]菲咯啉（L2）已合成。这些化合物的光物理性质已通过稳态和时间分辨光谱技术进行了全面表征，指出了不同性质的激发态之间的复杂相互作用，在失活过程中起着至关重要的作用。对于具有相同L1辅助配体的复合物C1-2，在室温下最低的激发态的特征是3 MLCT / 3 LLCT和3 LC态之间的混合物，而C2中几乎具有纯3 LC特性。对于C3–4，由于LC一的能量非常低，因此电荷转移状态
• Structural Effects on the Electronic Properties of Extended Fused-Ring Thieno[3,4-<i>b</i>]pyrazine Analogues
  作者：Jon P. Nietfeld、Ryan L. Schwiderski、Thomas P. Gonnella、Seth C. Rasmussen

  DOI：10.1021/jo200850w

  日期：2011.8.5

  The synthesis and characterization of the extended thieno[3,4-b]pyrazine analogues acenaphtho[1,2-b]thieno[3,4-e]pyrazine (3a), 3,4-dibromoacenaphtho[1,2-b]thieno[3,4-e]pyrazine (3b), 3-octylacenaphtho[1,2-b]thieno[3,4-e]pyrazine (3c), dibenzo[f,h]thieno[3,4-b]quinoxaline (4), and thieno[3′,4′:5,6]pyrazino[2,3-f][1,10]phenanthroline (5) are reported. Comparison of structural, electrochemical, and photophysical

  的合成和表征扩展噻吩并[3,4- b ]吡嗪类似物苊并[1,2- b ]噻吩并[3,4- ë ]吡嗪（图3a），3,4- dibromoacenaphtho [1,2 b ]噻吩并[3,4- e ]吡嗪( 3b )、3-辛基并萘并[1,2- b ]噻吩并[3,4- e ]吡嗪( 3c )、二苯并[ f,h ]噻吩并[3,4- b ]喹喔啉 ( 4 ) 和噻吩并 [3',4':5,6] 吡嗪并 [2,3- f ][1,10] 菲咯啉 ( 5 ) 已被报道。结构、电化学和光物理性质与简单噻吩[3,4-b ]吡嗪是为了提供这一系列化合物的结构-功能关系。
• A Coordination Complex System for Generic, Ultrafast, and Sensitive Multimode Fluorescent Staining of Biomolecules
  作者：Xingqiang Liu、Lingjuan Li、Jingjing Sun、Yishu Yan、Xin Shu、Baoqing Liu、Wei Sha、Hui Feng、Sha Sun、Jin Zhu

  DOI：10.1021/ic201406b

  日期：2012.1.2

  Gel electrophoresis staining methodologies documented thus far are largely utilized in a biomolecule context-dependent manner. We report herein the development of a generic, ultrafast, and sensitive multimode fluorescent system for the efficient identification of DNA, RNA, and proteins. Interaction between a positively charged, planar ligand-based coordination complex with partner biomolecule leads to aggregation-induced fluorescence quenching and allows for the image contrast generation within one minute. Alternatively, successive reactions of the biomolecule-loaded gel with cation and ligand, in either order of sequence, provide an equally effective staining efficacy. Image contrast reversal is accomplished through a facile washing or photobleaching procedure. The versatility in the applicable target species and signal generation modes provides a hint at the design of novel staining structures and potentially enables the high-throughput readout of biomolecules.