5-[(E)-2-(4-bromophenyl)-1-diazenyl]quinolin-8-ol | 75907-27-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 5-[(E)-2-(4-bromophenyl)-1-diazenyl]quinolin-8-ol
• 英文别名: 5-(4-bromo-phenylazo)-quinolin-8-ol；5-(4-Brom-phenylazo)-chinolin-8-ol
• CAS: 75907-27-6
• 化学式: C₁₅H₁₀BrN₃O
• 分子量: 328.168
• InChiKey: LZCPGXCOVVNAPZ-VHEBQXMUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.12
• 重原子数：
  20.0
• 可旋转键数：
  2.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  57.84
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  5-[(E)-2-(4-bromophenyl)-1-diazenyl]quinolin-8-ol 、 二氯-二(苯基甲基)锡烷 在 sodium methoxide 作用下， 以 甲醇 、 苯 为溶剂， 以54.7%的产率得到cis-bis[5-[(E)-2-(4-bromophenyl)-1-diazenyl]quinolinato]dibenzyltin(IV)
  参考文献：
  名称：

  Dibenzyltin(IV) complexes of the 5-[(E)-2-(aryl)-1-diazenyl]quinolin-8-olates: Synthesis and an investigation of structures by X-ray diffraction, solution and solid-state tin NMR, 119Sn Mössbauer and electrospray ionization MS

  摘要：

  A series of cis-bis {5-[(E)-2-(aryl)-1-diazenyl]quinolinolato}dibenzyltin(IV) complexes have been synthesized by reacting sodium salts of 5-[(E)-2-(aryl)-1-diazenyl]quinolin-8-ol (LH) and dibenzyltin dichloride. These complexes have been characterized by H-1, C-13, Sn-119 NMR, ESI-MS in solution and by IR and Sn-119m Mossbauer, Sn-117 CP-MAS NMR spectroscopy in solid state. In addition, the structures of three of the dibenzyltin(IV) complexes, viz., Bz(2)Sn(L-2)(2) (2), Bz(2)Sn(L-3)(2) (3), and Bz(2)Sn(L-5)(2) (5) (L = 5-[(E)-2-(aryl)-1-diazenyl]quinolin-8-ol: aryl = 4'-methylphenyl- (LH)-H-2), 4'-methoxylphenyl- ((LH)-H-3) and 4-bromophenyl- ((LH)-H-5)) were determined by single-crystal X-ray diffraction. In general, the complexes were found to adopt a distorted cis-octahedral arrangement around the tin atom in both solution and solid state. (c) 2006 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2006.01.065
• 作为产物：
  描述：

  8-羟基喹啉 、 4-溴苯胺 在 盐酸 、 sodium nitrite 作用下， 生成 5-[(E)-2-(4-bromophenyl)-1-diazenyl]quinolin-8-ol
  参考文献：
  名称：

  八面体镍 (II) 配合物与取代的 quinolin-8-olates 和吡啶配体的合成、晶体结构、磁性和抗菌筛选

  摘要：

  摘要 新的镍 (II) 化合物，即。反式-[Ni(LHAQ)2(Py)2]·C6H6 (1), 顺式-[Ni(LHAQ)2(3-MePy)2] (2), 顺式-[Ni(L2−MeAQ)2(3) -MePy)2] (3)，反式-[Ni(L4−MeAQ)2(Py)2]·C6H6 (4)，反式-[Ni(L4−OMeAQ)2(Py)2]·C6H6 (5) , 反式-[Ni(L4−OEtAQ)2(Py)2]·C6H6 (6), 反式-[Ni(L4−BrAQ)2(Py)2]·C6H6 (7) 和反式-[Ni(L4−) ClAQ)2(3-MePy)2]·2(3-MePy) (8)（主要配体：LXAQ = 取代的 5-[(E)-2-(芳基)-1-二氮烯基]喹啉-8-醇盐；二级配体：Py = 吡啶或 3-MePy = 3-甲基吡啶）已合成并通过元素分析、IR、UV-vis 光谱进行表征。还测量了化合物的磁化率。化合物的单晶

  DOI：

  10.1016/j.molstruc.2019.127106

文献信息

• Cobalt(II) complexes with pyridine and 5-[(<i>E</i>)-2-(aryl)-1-diazenyl]-quinolin-8-olates: synthesis, electrochemistry and X-ray structural characterization
  作者：Tushar S. Basu Baul、Khrawborlang Nongsiej、Bruno G. M. Rocha、M. Fátima C. Guedes da Silva

  DOI：10.1080/00958972.2018.1506876

  日期：2018.9.17

  Abstract Nine new cobalt(II) compounds, trans-[Co(LPAQ)2(Py)2] (1), trans-[Co(LPAQ)2(3-MePy)2] (2), trans-[Co(LMeAQ)2(Py)2] (3), trans-[Co(LOMeAQ)2(Py)2] (4), trans-[Co(LOEtAQ)2(Py)2]·2(H2O) (5), trans-[Co(LCAQ)2(Py)2] (6), trans-[Co(LBAQ)2(Py)2] (7), cis-[Co(LBAQ)2(3-MePy)2] (8a) and trans-[Co(LBAQ)2(3-MePy)2]·2(3-MePy) (8b) (primary ligand: LXAQ = substituted 5-[(E)-2-(aryl)-1-diazenyl]quinolin-8-olate;

  摘要 九种新的钴 (II) 化合物，反式-[Co(LPAQ)2(Py)2] (1)、反式-[Co(LPAQ)2(3-MePy)2] (2)、反式-[Co( LMeAQ)2(Py)2] (3), 反式-[Co(LOMeAQ)2(Py)2] (4), 反式-[Co(LOEtAQ)2(Py)2]·2(H2O) (5) , 反-[Co(LCAQ)2(Py)2] (6), 反-[Co(LBAQ)2(Py)2] (7), 顺-[Co(LBAQ)2(3-MePy)2] (8a) 和反式-[Co(LBAQ)2(3-MePy)2]·2(3-MePy) (8b)（主要配体：LXAQ = 取代的 5-[(E)-2-(芳基)-1 -diazenyl]quinolin-8-olate；二级配体：Py = 吡啶，3-MePy = 3-甲基吡啶），已合成并通过元素分析、IR 和 UV-vis 光谱表征。钴化合物的磁性测量是在溶液中通过
• Synthesis and structural studies of dimethyltin(IV) 5-[(<i>E</i>)-2-(aryl)-1-diazenyl)quinolin-8-olates
  作者：Tushar S. Basu Baul、Archana Mizar、George Eng、Rowan Far、Anthony Linden

  DOI：10.1080/00958972.2013.769528

  日期：2013.3.1

  A series of cis-bis5-[(E)-2-(aryl)-1-diazenyl]quinolin-8-olato}dimethyltin(IV), Me2Sn(L)2, and chloro-5-[(E)-2-(aryl)-1-diazenyl]quinolin-8-olato}dimethyltin(IV), Me2SnCl(L), complexes have been synthesized by reacting the sodium salts of 5-[(E)-2-(aryl)-1-diazenyl)quinolin-8-ol (LH) and dimethyltin dichloride in 2:1 and 1:1 molar ratios, respectively. These complexes have been characterized by 1H

  一系列cis-bis5-[(E)-2-(aryl)-1-diazenyl]quinolin-8-olato}二甲基锡(IV), Me2Sn(L)2, and chloro-5-[(E) )-2-(芳基)-1-二氮烯基]quinolin-8-olato}二甲基锡(IV)、Me2SnCl(L)、配合物已通过5-[(E)-2-(芳基)的钠盐反应合成-1-diazenyl)quinolin-8-ol (LH) 和二甲基二氯化锡，摩尔比分别为 2:1 和 1:1。这些配合物已通过溶液中的 1H、13C、119Sn NMR 以及固态下的 IR 和 119Sn Mössbauer 光谱进行表征。两种二甲基锡 (IV) 配合物的结构，即 Me2Sn(L2)2 (2) 和 Me2SnCl(L3).C7H8 (6) (L2 = 5-[(E)-2-(4'-甲氧基苯基) )-1-diazenyl)quinolin-8-olate
• Diphenyltin(IV) complexes of the 5-[(E)-2-(aryl)-1-diazenyl]quinolin-8-olates: Synthesis and multinuclear NMR, 119Sn Mössbauer, electrospray ionization MS, X-ray characterization and assessment of in vitro cytotoxicity
  作者：Tushar S. Basu Baul、Archana Mizar、Antonin Lyčka、Eleonora Rivarola、Robert Jirásko、Michal Holčapek、Dick de Vos、Ulli Englert

  DOI：10.1016/j.jorganchem.2005.09.055

  日期：2006.8

  A series of cis-bis 5-[(E)-2-(aryl)-1-diazenyl]quinolinolato} diphenyltin(IV) complexes have been synthesized and characterized by H-1, C-13, Sn-119 NMR, ESI-MS, IR and Sn-119m Mossbauer spectroscopic techniques in combination with elemental analysis. The structures of a ligand (LH)-H-6 (i.e., 5-[(E)-2-(4-ethoxyphenyl)-1-diazenyl]quinolin-8-ol) and three diphenyltin(IV) complexes, viz., Ph2Sn(L-1)(2)center dot(CH3)(2)CO (1), Ph2Sn(L-4)(2) (4) and Ph2Sn(L-5)(2) (5) (L = 5-[(E)-2-(aryl)-1-diazenyl]quinolin-8-ol: aryl = phenyl - ((LH)-H-1); 4'-methylphenyl - ((LH)-H-4) and 4'-bromophenyl - ((LH)-H-5)) were determined by single crystal X-ray diffraction. In general, the complexes were found to adopt a distorted cis-octahedral arrangement around the tin atom. These complexes retain their solid-state structure in non-coordinating solvent as evidenced by Sn-119 NMR spectroscopic results. The in vitro cytotoxicity of 1 is reported and compared with Ph2Sn(OX)(2) (Ox = deprotonated quinolin-8-ol) against seven well characterized human tumor cell lines. (c) 2005 Elsevier B.V. All rights reserved.