2-seleno-4-mehtylquinoline | 1064024-49-2

• 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: 2-seleno-4-mehtylquinoline
• 英文别名: 2-seleno-4-methylquinoline
• CAS: 1064024-49-2
• 化学式: C₁₀H₉NSe
• 分子量: 222.148
• InChiKey: FJCGQBIEEGPTAG-UHFFFAOYSA-N

物化性质

• 熔点：
  170-173 °C
• 沸点：
  298.5±43.0 °C(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.07
• 重原子数：
  12.0
• 可旋转键数：
  0.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  12.89
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  水合三氯化钌 、 2-seleno-4-mehtylquinoline 以 甲醇 为溶剂， 以53%的产率得到Ru(2-seleno-4-methylquinoline)2(H2O)2
  参考文献：
  名称：

  Synthesis, Characterization, DNA Binding, and Cleavage Activity of New Co(III) and Ru(II) Complexes of Substituted Quinolines

  摘要：

  The cobalt(III) and ruthenium(II) complexes of the type [M(L)(2)](n+) (M = Co(III) or Ru(II) ion, n = 3 for Co and 2 for Ru, L = 2-thiol/seleno 4-methylquinoline) were synthesized and structurally characterized. The spectral and magnetic data suggested octahedral geometry for all the complexes. DNA binding behaviors of these complexes with calf thymus DNA (CT-DNA) have been investigated by absorption spectra, viscosity, and thermal denaturation methods. The metal complexes intercalates into the DNA base stack. The oxidative cleavage activities of the complexes shows that the complexes act as potent nucleases.

  DOI：

  10.1080/15533174.2011.613439
• 作为产物：
  描述：

  邻氨基苯乙酮 在 selenium 、 potassium tert-butylate 、 sodium chloride 、 sodium t-butanolate 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 生成 2-seleno-4-mehtylquinoline
  参考文献：
  名称：

  Difluorocarbene Incorporation 合成喹啉和 2-官能化喹啉

  摘要：

  开发了一种通用方法，以允许在二氟卡宾前体存在下从邻-烯基苯胺从头构建喹啉和 C2 官能化喹啉。该方法利用伯苯胺与二氟卡宾缩合原位生成异氰化物的关键反应性。随后通过相邻的烯基α-加成异氰化物构建喹啉环。此外，当存在二氟卡宾前体和硒的组合时，通过邻位亲核加成，初步生成硒代异氰酸酯中间体。-烯基产生 2-SeH 喹啉。在第二亲核试剂如苯胺的存在下，苯胺与硒代异氰酸酯的竞争性亲核加成是优选的，生成硒脲中间体。邻位-烯基进一步亲核加成到硒脲，然后消除 H 2 Se 产生 2-氨基喹啉。这允许从容易获得的起始化合物一步多组分模块化制备各种 C2 官能化喹啉。该方法显示出良好的产率、范围和化学选择性。它操作方便且友好，无需处理令人不快的异氰化物。可利用二氟卡宾使伯胺转化为异氰化物来开发其他有趣的反应。

  DOI：

  10.1002/adsc.202200263

文献信息

• A Rapid and Efficient Multicomponent Synthesis of Bi-Quinolines Under Solvent-Free Conditions
  作者：H. R. Prakash Naik、H. S. Bhojya Naik、T. R. Ravikumar Naik、D. S. Lamani、T. Aravinda

  DOI：10.1080/10426500902915515

  日期：2010.2.23

  An efficient synthesis of substituted condensed quinolino-quinolines has been achieved in a one-pot reaction from 2-hydroxy/mercapto/seleno-4-methylquinoline and 2-mercapto/seleno-3-formyl quinolines using anhydrous ammonium hydroxide as the reductant by microwave irradiation under solvent-free conditions.

  2-羟基/巯基/硒-4-甲基喹啉和2-巯基/硒-3-甲酰基喹啉以无水氢氧化铵为还原剂，通过微波一锅反应高效合成取代的稠合喹啉-喹啉在无溶剂条件下进行辐照。
• Fe(II) Complexes Containing Bioactive Ligands: Synthesis, DNA Binding, and Cleavage Studies
  作者：B. Sreekanth、G. Krishnamurthy、H. S. Bhojya Naik、M. C. Prabhakara、T. K. Vishnuvardhan

  DOI：10.1080/15533174.2010.522665

  日期：2010.11.30

  The two Fe(II) complexes of fused aromatic N and S containing ligands of the type [Fe(HMq)3] (PF6)2 [complex (1)] and [Fe(HSeq)3] (PF6)2 [complex (2)] (where HMq = 2-mercapto-4-methylquinoline and HSeq = 2-seleno-4-methylquinoline) were synthesized and structurally characterized. The DNA binding property of the complexes with calf thymus DNA has been investigated using absorption spectra, viscosity measurements, as well as thermal denaturation experiments. Intrinsic binding constant Kb has been estimated at room temperature. The absorption spectral studies indicate that the complexes intercalate between the base pairs of the CT-DNA tightly with intrinsic DNA binding constant of 1.9 x 106 M-1 for complex (1) and 2.5 x 106 M-1 for complex (2) in 5 mM Tris-HCl/50 mM NaCl buffer at pH 7.2, respectively. Detailed analysis revealed that the metal complexes intercalates into the DNA base stack as intercalator. The oxidative cleavage activity of the complexes (1) and (2) were studied by using gel electrophoresis and the results show that complexes have potent nuclease activity.