2-(吡啶-4-基)咪唑并(4,5-f)(1,10)邻二氮杂菲 | 949572-70-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 菲咯啉
• 中文名称: 2-(吡啶-4-基)咪唑并(4,5-f)(1,10)邻二氮杂菲
• 英文名称: pyridylimidazo[4,5-f][1,10]phenanthroline
• 英文别名: 2-(pyridin-4-yl)-1H-imidazo[4,5-f ]1,10-phenanthroline；2-(Pyridin-4-yl)imidazo(4,5-f)(1,10)phenanthroline；2-pyridin-4-yl-1H-imidazo[4,5-f][1,10]phenanthroline
• CAS: 949572-70-7
• 化学式: C₁₈H₁₁N₅
• 分子量: 297.319
• InChiKey: CBNHMVYHWGRZGX-UHFFFAOYSA-N

物化性质

• 沸点：
  644.0±65.0 °C(Predicted)
• 密度：
  1.427±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  23
• 可旋转键数：
  1
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  67.4
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  bis[2-(2,4-difluorophenyl)pyridinato-N,C6']iridium(III) chloride dimer 、 2-(吡啶-4-基)咪唑并(4,5-f)(1,10)邻二氮杂菲 以 甲醇 、 二氯甲烷 为溶剂， 反应 4.5h， 以70%的产率得到
  参考文献：
  名称：

  一种异核金属铱-铼配合物及其制备方法与应用

  摘要：

  本发明公开一种异核金属铱‑铼配合物及其制备方法与应用，异核金属铱‑铼配合物以能量依赖的途径进入细胞，并且选择性靶向溶酶体，对HeLa、HepG2、A549和顺铂耐药株A549R细胞具有良好的抗肿瘤活性，诱导肿瘤细胞发生凋亡，可以作为靶向肿瘤溶酶体而非传统DNA的一种抗肿瘤药物。

  公开号：

  CN113735915B
• 作为产物：
  描述：

  1,10-菲罗啉 在 硫酸 、 ammonium acetate 、 硝酸 、 potassium bromide 作用下， 以 溶剂黄146 为溶剂， 生成 2-(吡啶-4-基)咪唑并(4,5-f)(1,10)邻二氮杂菲
  参考文献：
  名称：

  Synthesis and evaluation of the europiumIII and zincII complexes as luminescent bioprobes in high content cell-imaging analysis

  摘要：

  Novel phenanthroline derivatives and their europium(III) and zinc(II) complexes have been prepared in up to 92%. In contrast to the stable zinc complexes, the europium compounds exhibit a strong luminescence in THF solution. However, quenching of the emission is observed in DMSO indicating complete dissociation of the complexes back to free ligands in this solvent. H-1 NMR studies of the Eu(III)-complexes 5 and 6 also confirmed the existence of different states depending on the solvent used. Moreover, it was found that compound 5 is stable in EtOH-PBS solutions: here a strong signal in the emission spectra corresponding to the europium ion was detected. No spectral changes were observed for the zinc(II) complexes, they were shown to be stable in the media. These metal complexes can be used as fluorescence markers for the diagnosis of oesophageal squamous carcinoma (OE21) cells at low concentrations. Cell images were acquired using the compounds 5, 7-9 as luminescent agents. The first images were taken already after 20 min incubation time at a very low concentration range (0.7-1.6 mu M). (C) 2011 Elsevier Inc. All rights reserved.

  DOI：

  10.1016/j.jinorgbio.2011.08.023

文献信息

• Cationic, luminescent cyclometalated iridium(<scp>iii</scp>) complexes based on substituted 2-phenylthiazole ligands
  作者：Emily C. Stokes、Emily E. Langdon-Jones、Lara M. Groves、James A. Platts、Peter N. Horton、Ian A. Fallis、Simon J. Coles、Simon J. A. Pope

  DOI：10.1039/c4dt03054k

  日期：——

  Ten cationic heteroleptic iridium(iii) complexes involving substituted phenylthiazole ligands reveal phosphorescence emission in solution.

  十种阳离子杂环螯合铱（III）配合物涉及取代苯基噻唑配体，在溶液中显示磷光发射。
• Heteroleptic Cu(<scp>ii</scp>)–polypyridyl complexes as photonucleases
  作者：V. Singh、K. Sharma、B. Shankar、S. K. Awasthi、R. D. Gupta

  DOI：10.1039/c6nj00409a

  日期：——

  Four new copper(ii)–polypyridyl complexes having tail groups with increasing aromaticity, hydrophobicity and planarity are synthesized. These complexes are found to be avid DNA binders and show efficient nuclease activity under either chemical stimulus or UV-A light irradiation.

  四种新的铜（II）-多吡啶配合物，具有具有增加的芳香性、疏水性和平面性的尾基团，已经合成。这些配合物被发现是亲DNA结合物质，并在化学刺激或紫外线A光照射下展现出高效的核酸酶活性。
• Structural Distortion Controlled Spin-Crossover Behavior
  作者：Qian Yang、Xin Cheng、Chen Gao、BingWu Wang、ZheMing Wang、Song Gao

  DOI：10.1021/acs.cgd.5b00175

  日期：2015.6.3

  Two mononuclear isomorphous complexes Fe(L1)2(SCN)2 (1) and Fe(L2)2(SCN)2 (2) [L1 = 2-(pyridin-3-yl)-1H-imidazo[4,5-f]1,10-phenanthroline; L2 = 2-(pyridin-4-yl)-1H-imidazo[4,5-f]1,10-phenanthroline] were obtained based on 1,10-phenanthroline derivatives. Due to the different structural distortion in the coordination geometries, 1 exhibits gradual spin transition around room temperature (T1/2 = 315 K), while 2 displays a stable high-spin state.

  两个单核同晶配合物 Fe(L1)2(SCN)2 (1) 和 Fe(L2)2(SCN)2 (2) [L1 = 2-(吡啶-3-基)-1H-咪唑并[4,5- f]1,10-菲咯啉； L2 = 2-(吡啶-4-基)-1H-咪唑并[4,5-f]1,10-菲咯啉]是基于1,10-菲咯啉衍生物得到的。由于配位几何结构的不同结构畸变，1在室温（T1/2 = 315 K）附近表现出逐渐的自旋跃迁，而2则表现出稳定的高自旋态。
• Surface confined heteroleptic copper(<scp>ii</scp>)–polypyridyl complexes for photonuclease activity
  作者：Vikram Singh、Prakash C. Mondal、Anup Kumar、Yekkoni L. Jeyachandran、Satish K. Awasthi、Rinkoo D. Gupta、Michael Zharnikov

  DOI：10.1039/c4cc05063k

  日期：——

  Heteroleptic copper(II)–polypyridyl complexes with extended π-conjugated, aromatic terminal units were immobilized on glass/Si substrates to intercalate DNA and cleave it upon photoexposure. Photonuclease activity is shown to be high, well reproducible and non-destructible towards the assembled complexes.

  异色铜(II)âpolypyridyl 复合物具有扩展的Ï-共轭芳香族末端单元，被固定在玻璃/硅基底上，可插入 DNA 并在光照下裂解 DNA。结果表明，光诱酶的活性很高、重现性好，而且对组装好的复合物无破坏作用。
• Rational Design and Self-Assembly of Molecular Squares Featuring Cp*M (M = Rh, Ir) Vertices Bridged by Phenanthroline-Derived Ligands
  作者：Dong Liu、Yue-Jian Lin、Francisco Aznarez、Guo-Xin Jin

  DOI：10.1021/acs.cgd.8b01117

  日期：2018.11.7

  design and synthesis of three tetranuclear complexes, [(Cp*Rh)(L1)]4(OTf)4 (1a, HL1 = 2-(pyridin-4-yl)-1H-imidazo[4,5-f][1,10]phenanthroline), [(Cp*Ir)(L1)]4(OTf)4 (1b), and [(Cp*Rh)(L2)]4(OTf)4 (2, HL2 = 2-(4-(pyridin-4-yl)phenyl)-1H-imidazo[4,5-f][1,10]phenanthroline). Owing to the precise design of the phenanthroline-derived ligands, these complexes exhibit perfect square-shaped structures with side

  在这里，我们描述了三种四核配合物[（Cp * Rh）（L 1）] 4（OTf）4（1a，H L 1 = 2-（吡啶-4-基）-1 H-咪唑并[4,5- f ] [1,10]菲咯啉），[（Cp * Ir）（L 1）] 4（OTf）4（1b）和[（Cp * Rh）（L 2）] 4（OTf ）4（2，H L 2 = 2-（4-（吡啶-4-基）苯基）-1 H-咪唑并[4,5- f] [1,10]菲咯啉）。由于菲咯啉衍生的配体的精确设计，这些配合物显示出完美的正方形结构，其边长分别为13.53、13.57和17.95Å。这些分子有序排列并组装成方形的一维纳米管。通过单晶X射线衍射证明了纳米管的分子结构和排列。通过NMR光谱研究溶液行为。傅里叶变换红外光谱和元素分析也被用来表征这些络合物。