2-(4-bromo-phenylazo)-pyridine | 25117-50-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-(4-bromo-phenylazo)-pyridine
• 英文别名: 2-(4-bromo-phenyl-trans-azo)-pyridine；2-(4-Brom-phenyl-trans-azo)-pyridin
• CAS: 25117-50-4
• 化学式: C₁₁H₈BrN₃
• 分子量: 262.109
• InChiKey: ARRAZIXHMPDQTH-CCEZHUSRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.26
• 重原子数：
  15.0
• 可旋转键数：
  2.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  37.61
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  2-(4-bromo-phenylazo)-pyridine 在 氢溴酸 、 溶剂黄146 作用下， 生成 N-(2,4-dibromo-phenyl)-N'-[2]pyridyl-hydrazine
  参考文献：
  名称：

  Colonna; Risaliti, Gazzetta Chimica Italiana, 1956, vol. 86, p. 288,294

  摘要：

  DOI：
• 作为产物：
  描述：

  (E)-2-(phenyldiazenyl)pyridine 在 氢溴酸 、 溶剂黄146 、 sodium nitrite 作用下， 生成 2-(4-bromo-phenylazo)-pyridine
  参考文献：
  名称：

  Colonna; Risaliti, Gazzetta Chimica Italiana, 1956, vol. 86, p. 288,294

  摘要：

  DOI：

文献信息

• Colonna et al., Gazzetta Chimica Italiana, 1956, vol. 86, p. 1067,1078
  作者：Colonna et al.

  DOI：——

  日期：——
• Risaliti, Gazzetta Chimica Italiana, 1957, vol. 87, p. 120,124
  作者：Risaliti

  DOI：——

  日期：——
• Mild Synthesis of a Family of Planar Triazinium Cations via Proton-Assisted Cyclization of Pyridyl Containing Azo Compounds and Studies on DNA Intercalation
  作者：M. Sinan、M. Panda、A. Ghosh、K. Dhara、P. E. Fanwick、D. J. Chattopadhyay、S. Goswami

  DOI：10.1021/ja710211u

  日期：2008.4.1

  An efficient synthesis of a family of heteroaromatic triazinium compounds, [2a]X-[2g]X (X= Cl, ClO4, NO3, and HSO4), from 2-(arylazo)pyridines via proton-catalyzed heterocyclization is described. Characterization of the compounds is made by different spectroscopic, electrochemical techniques, as well as single-crystal structure determination of the triflate salt of a representative compound, [2a]CF3SO3. The bond parameters indicate that the tricyclo compound, 2a(+), is planar and aromatic with a N-N bond length of 1.275(6) angstrom. These exhibited fluorescence with an emission maximum in the range of 540-535 nm with moderate quantum yields. The triazinium salts can be reduced in two successive one-electron steps as probed by cyclic voltammetry and coulometry. The paramagnetic radical intermediate 2a(center dot) is distinguished by a sharp and intense EPR spectrum. Fluorescence spectroscopy, circular dichroism, cyclic voltammetry, viscosity measurements, together with DNA melting studies have been used to characterize the binding of 2a+ with calf thymus DNA. The emission quenching of the compound by [Fe(CN)(6)](4-) decreased when bound to DNA. As determined by a MTT assay, 2a+ exhibited significant cytotoxicity at a higher concentration range of 1 mg/mL to 1 mu g/mL; however, the % survival ratio increased with dilution. Cellular uptake studies of the referenced compound were followed by FACS analysis.
• Colonna et al., Gazzetta Chimica Italiana, 1956, vol. 86, p. 705,709
  作者：Colonna et al.

  DOI：——

  日期：——
• Colonna; Risaliti, Gazzetta Chimica Italiana, 1956, vol. 86, p. 288,294
  作者：Colonna、Risaliti

  DOI：——

  日期：——