[CuCl₂(phen)]

• 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: [CuCl₂(phen)]
• 英文别名: Cu(1,10-phenanthroline)Cl₂；copper;1,10-phenanthroline;chloride
• 化学式: C₁₂H₈N₂*2Cl*Cu
• 分子量: 314.661
• InChiKey: SVMQPIOUUJEAER-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -0.22
• 重原子数：
  16.0
• 可旋转键数：
  0.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  25.78
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  [CuCl₂(phen)] 、 左氧氟沙星 以 丙酮 为溶剂， 反应 24.0h， 以65%的产率得到
  参考文献：
  名称：

  Copper(II)–fluoroquinolone complexes with anti-Trypanosoma cruzi activity and DNA binding ability

  摘要：

  Copper(II) complexes of fluoroquinolone antibacterial agents levofloxacin (LEV) and sparfloxacin (SPAR), containing or not a nitrogen donor heterocyclic ligand, 2,2'-bipyridine (bipy) or 1,10-phenathroline (phen), were prepared and characterized. The complexes are of the type [CuCl2(H2O)(L)], [CuCl(bipy)(L)]Cl and [CuCl2(phen)(L)], where L = LEV or SPAR. The data suggest that LEV and SPAR act as zwitterionic bidentade ligands coordinated to Cu(II) through the carboxylate and ketone oxygen atoms. The electron paramagnetic resonance spectra of the [CuCl(bipy)(L)]Cl and [CuCl2(phen)(L)] complexes (L = LEV and SPAR) in aqueous and DMSO solutions indicate mixture of mononuclear and binuclear forms. The Cu(II) complexes, together with the corresponding ligands, were evaluated for their trypanocidal activity in vitro against Trypanosoma cruzi, the causative agent of Chagas disease. The assays performed against bloodstream trypomastigotes showed that all complexes were more active than their corresponding ligands. Complexes [CuCl2(phen)(LEV)] and [CuCl2(phen)(SPAR)] were revealed, among all studied compounds, to be the most active with IC50 = 1.6 and 4.7 mu M, respectively, both presenting a superior effect than benznidazole. The interactions of fluoroquinolones and their Cu(II) complexes with calf-thymus DNA were investigated. These compounds showed binding properties towards DNA, with moderated binding constants values, suggesting that this structure may represent a parasite target.

  DOI：

  10.1007/s10534-012-9565-3
• 作为产物：
  描述：

  邻菲罗啉 、 copper dichloride 以 乙醇 为溶剂， 以74%的产率得到[CuCl₂(phen)]
  参考文献：
  名称：

  Dobarkina; Skorik, Russian Journal of Inorganic Chemistry, 2002, vol. 47, # 11, p. 1758 - 1762

  摘要：

  DOI：

文献信息

• The preparation and properties of [Cu(chelate)X2] complexes. Crystal structure and electronic properties of [bis(2-pyridyl)amine]dibromocopper(II)
  作者：Noel Ray、Suresh Tyagi、Brian Hathaway

  DOI：10.1039/dt9820000143

  日期：——

  The preparation and properties of a series of [Cu(chelate)X2] complexes are reported, where ‘chelate’= 1,10-phenanthroline (phen) and bis(2-pyridyl)amine (bipyam) and X = Cl– and Br–. The crystal structure of [Cu-(bipyam)Br2] has been determined; the crystals are monoclinic, space group C2, with a= 14.44(5), b= 7.92(3), c= 5.26(3)Å, β= 94.7(5)°, and Z= 2. The structure has been solved using microdensitometer

  报道了一系列[Cu（螯合物）X 2 ]配合物的制备和性质，其中“螯合物” = 1,10-菲咯啉（phen）和双（2-吡啶基）胺（联吡啶），X = Cl –和Br –。[Cu-（Bipyam）Br 2 ]的晶体结构已经确定；晶体是单斜晶体，空间群C 2，a = 14.44（5），b = 7.92（3），c = 5.26（3）Å，β= 94.7（5）°，Z = 2。使用微密度计解决了使用509次反射估算的照相数据的问题，并将其精炼为R 0.1022。该结构涉及变形的CuN 2 Br 2发色团具有两个对称性，CU–N = 1.96，Cu–Br = 2.40Å，考虑到esr光谱，最好将其描述为压缩的而不是拉长的四面体。电子光谱的[铜（phen）的X 2 ]配合物被认为涉及的细长菱形八面体存2 X 2 X' 2发色团的立体化学。
• Spectrophotometric determination of formation constants of copper(II) complexes with 2,2′-bipyridyl, 1,10-phenanthroline and their halides in methanol
  作者：José J.N. Segoviano-Garfias、Mónica Nájera-Lara、María de la Luz Pérez-Arredondo、Varinia López-Ramírez、C.A. Rubio-Jimenez、Juan Antonio Ramírez-Vázquez、Rafael Moreno-Esparza

  DOI：10.1016/j.molstruc.2017.06.112

  日期：2017.11

  high costs. Copper complexes that mimic blue copper proteins could represent an alternative as electronic transfer agent with lower costs. In this work, we conducted a spectrophotometric study of the speciation of copper(II) complexes with 2,2′-bipyridyl, 1,10-phenanthroline and their ternary complexes with chloride and bromide, at 303 K. For the copper–2,2′-bipyridyl complexes, the formation constants

  摘要 染料敏化太阳能电池中使用的氧化还原介质存在几个缺点：尽管成本高昂，但几个研究小组已经推测出可能使用蓝铜蛋白作为电子介体。模拟蓝色铜蛋白的铜配合物可以作为一种成本较低的电子转移剂替代。在这项工作中，我们在 303 K 下对铜 (II) 与 2,2'-联吡啶、1,10-菲咯啉的配合物及其与氯化物和溴化物的三元配合物的形态形成进行了分光光度研究。对于铜-2， 2'-联吡啶配合物，得到的形成常数为：log β 110 = 7.57 ± 0.08，log β 120 = 13.26 ± 0.11 和 log β 130 = 17.21 ± 0.14。对于铜-2,2'-联吡啶与氯化物或溴化物的三元体系，分别为：log β 111 = 12.06 ± 0.06 和 log β 111 = 11.23 ± 0.01。此外，铜-1,10-菲咯啉配合物的形成常数为 log β 110 = 4.21 ± 0
• Synthesis, characterization and DNA interaction studies of new copper complex containing pseudoephedrine hydrochloride drug
  作者：Nahid Shahabadi、Shirin Akhtarshenas、Saba Hadidi

  DOI：10.1080/15257770.2019.1599909

  日期：2019.9.2

  Abstract A new copper(II) complex, [Cu(pse)(phen)Cl2]; in which phen = 1,10-phenanthroline and pse = pseudoephedrine hydrochloride drug; was synthesized and characterized by FT-IR, Mass and UV-Vis spectroscopy in combination with computational methods. Binding interaction of this complex with calf thymus DNA (ct-DNA) has been investigated by absorption, emission, circular dichroism, molecular docking

  摘要一种新型的铜（II）配合物，[Cu（pse​​）（phen）Cl2]; 其中phen = 1,10-菲咯啉和pse =盐酸伪麻黄碱药物；通过FT-IR，质谱和UV-Vis光谱结合计算方法进行合成和表征。已经通过吸收，发射，圆二色性，分子对接和粘度测量研究了该复合物与小牛胸腺DNA（ct-DNA）的结合相互作用。该复合物显示出ct-DNA的显着结合特性。荧光和UV-Vis吸收光谱的结果表明，该复合物与ct-DNA以凹槽结合模式相互作用，结合常数为8×104 L mol-1。用Hoechst 33258进行的荧光分析研究表明，Cu（II）配合物具有取代DNA结合的Hoechst 33258的能力，表明它与DNA结合而与Hoechst 33258强烈竞争凹槽的结合。此外，该复合物诱导ct-DNA的CD光谱中可检测到的变化，并且不引起DNA粘度的任何变化，这证实了凹槽结合模式。分子建模结果表明
• Antibacterial activity and pharmacological effect of some mixed-ligand tris-chelates of copper(II) containing neutral N,N-donors and kinetics study of the novel synthetic route for the complexes
  作者：P. Majumdar、B. Banerjee、D. Ghosh

  DOI：10.4314/bcse.v33i3.8

  日期：——

  positive and gram negative bacteria and hence bacteriostatic agents. These copper(II) complexes were synthesized easily at room temperature by the novel silver(I) assisted trans -metallation reaction and kinetic study of the reactions suggest pseudo zero order. KEY WORDS : Copper(II)tris-chelates, Neutral N,N-donors, Bacteriostatic agent, Silver(I) assisted reaction, Kinetics study Bull. Chem. Soc. Ethiop

  摘要 。本工作描述了六种含N-对甲苯基吡啶-2-醛亚胺的铜（II）的混合配体三螯合物的体外抗菌活性和药理作用。1,10-菲咯啉和2,2'-联吡啶为中性N，N-供体，对水性培养基中某些革兰氏阳性和革兰氏阴性细菌菌株。六个复合物都具有令人鼓舞的潜力，可以抑制某些革兰氏阳性和革兰氏阴性细菌的生长，从而抑制抑菌剂的生长。这些铜（II）配合物可在室温下通过新型银（I）辅助的反金属化反应轻松合成，反应的动力学研究表明伪零级。关键词：三（II）铜螯合物，中性N，N供体，抑菌剂，银（I）辅助反应，动力学研究。化学 Soc。埃塞俄比亚。2019，33（3），475-484。
• Synthesis, characterization, crystal structure and antitumor activities of a novel demethylcantharidato bridged copper(II) phenanthroline complex
  作者：FuLing Yin、JingJing Zhu、Jian Hao、JingRong Cui、JunJiao Yang

  DOI：10.1007/s11426-013-4865-1

  日期：2013.4

  A new polymeric demethylcantharidato (DCA) bridged copper(II) phenanthroline (phen) complex ([Cu(DCA)(phen)] n ·nH2O) has been synthesized and characterized by elemental analysis, IR and electronic spectra studies, molar conductivity measurement, and single crystal X-ray diffraction. The complex crystallizes in the orthorhombic space group Pbca with crystallographic data: a = 12.4537(4) Å, b = 9.3897(5) Å, c = 30.1264(10) Å, and Z = 8. In the crystal structure, the octahedral coordinated copper(II) ions are bridged by demethylcantharidate ligands into a one-dimensional zigzag-like structure with the Cu…Cu separation of 6.1719 Å, along with phen ligands attached to both sides of the chain alternatively. Interdigitation of the chelating phen ligands of two neighboring chains via hydrophobic interaction and van der Waals forces along ac plane forms two-dimensional polymeric bilayers with discrete water sandwich layer between the adjacent polymeric bilayers. The evaluation of the cytotoxic activity of the copper(II) complex against HCT-8 (colorectal carcinoma), A549 (pulmonary carcinoma), HeLa (cervical cancer), HepG2 (hepatocarcinoma), BGC-823 (gastric carcinoma), and MCF-7 (breast adenocarcinoma) cell lines revealed that it is a potent cytotoxic agent, superior to Na2DCA and phen against HeLa, HepG2 and BGC-823 cells.

  一种新型聚合脱甲基斑蝥酸盐（DCA）桥联铜（II）菲啰啉（phen）络合物（[Cu（DCA）（phen）] n·nH2O）已经合成，并通过元素分析、红外和电子光谱研究、摩尔电导率测量以及单晶X射线衍射进行了表征。该络合物在正交晶系Pbca中结晶，其晶体学数据为：a = 12.4537（4）Å，b = 9.3897（5）Å，c = 30.1264（10）Å，Z = 8。在晶体结构中，八面体配位铜（II）离子通过脱甲基斑蝥酸盐配体桥联成一维锯齿状结构，Cu…Cu间距为6.1719 Å，同时苯配体交替连接在链的两侧。通过疏水作用和范德华力，两个相邻链的螯合苯配体沿ac平面相互交错，形成二维聚合双分子层，相邻聚合双分子层之间存在离散的水夹层。对铜（II）络合物对HCT-8（结肠癌）、A549（肺癌）、HeLa（宫颈癌）、HepG2（肝癌）、BGC-823（胃癌）和MCF