3,3',4,4'-tetrachloroazobenzene | 64275-12-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 偶氮苯
• 英文名称: 3,3',4,4'-tetrachloroazobenzene
• 英文别名: bis(3,4-dichlorophenyl)diazene；3,4,3',4'-Tetrachlorazobenzol
• CAS: 64275-12-3
• 化学式: C₁₂H₆Cl₄N₂
• 分子量: 320.005
• InChiKey: SOBGIMQKWDUEPY-ISLYRVAYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.72
• 重原子数：
  18.0
• 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：
  24.72
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  3,3',4,4'-tetrachloroazobenzene 在 氯化铵 、 锌 作用下， 以 丙酮 为溶剂， 反应 5.0h， 生成 N,N'-bis(3,4-dichlorophenyl)hydrazine
  参考文献：
  名称：

  Pyrazolidine-3,5-diones and 5-Hydroxy-1H-pyrazol-3(2H)-ones, Inhibitors of UDP-N-acetylenolpyruvyl Glucosamine Reductase

  摘要：

  A series of pyrazolidine-3,5-dione and 5-hydroxy-1H-pyrazol-3(2H)-one inhibitors of Escherichia coli UDP-N-acetylenolpyruvyl glucosamine reductase (MurB) has been prepared. The 5-hydroxy-1H-pyrazol-3(2H)ones show low micromolar IC50 values versus E. coli MurB and submicromolar minimal inhibitory concentrations ( MIC) against Staphylococcus aureus GC 1131, Enterococcus faecalis GC 2242, Streptococcus pneumoniae GC 1894, and E. coli GC 4560 imp, a strain with increased outer membrane permeability. None of these compounds show antimicrobial activity against Candida albicans, a marker of eukaryotic toxicity. Moreover, these compounds inhibit peptidoglycan biosynthesis, as assessed by measuring the amount of soluble peptidoglycan produced by Streptococcus epidermidis upon incubation with compounds. A partial least squares projection to latent structures analysis shows that improving MurB potency and MIC values correlate with increasing lipophilicity of the C-4 substituent of the 5-hydroxy-1H-pyrazol-3(2H)-one core. Docking studies using FLO and PharmDock produced several binding orientations for these molecules in the MurB active site.

  DOI：

  10.1021/jm060499t
• 作为产物：
  描述：

  3,4-二氯苯胺 在 manganese(IV) oxide 作用下， 以 甲苯 为溶剂， 反应 8.0h， 生成 3,3',4,4'-tetrachloroazobenzene
  参考文献：
  名称：

  Pyrazolidine-3,5-diones and 5-Hydroxy-1H-pyrazol-3(2H)-ones, Inhibitors of UDP-N-acetylenolpyruvyl Glucosamine Reductase

  摘要：

  A series of pyrazolidine-3,5-dione and 5-hydroxy-1H-pyrazol-3(2H)-one inhibitors of Escherichia coli UDP-N-acetylenolpyruvyl glucosamine reductase (MurB) has been prepared. The 5-hydroxy-1H-pyrazol-3(2H)ones show low micromolar IC50 values versus E. coli MurB and submicromolar minimal inhibitory concentrations ( MIC) against Staphylococcus aureus GC 1131, Enterococcus faecalis GC 2242, Streptococcus pneumoniae GC 1894, and E. coli GC 4560 imp, a strain with increased outer membrane permeability. None of these compounds show antimicrobial activity against Candida albicans, a marker of eukaryotic toxicity. Moreover, these compounds inhibit peptidoglycan biosynthesis, as assessed by measuring the amount of soluble peptidoglycan produced by Streptococcus epidermidis upon incubation with compounds. A partial least squares projection to latent structures analysis shows that improving MurB potency and MIC values correlate with increasing lipophilicity of the C-4 substituent of the 5-hydroxy-1H-pyrazol-3(2H)-one core. Docking studies using FLO and PharmDock produced several binding orientations for these molecules in the MurB active site.

  DOI：

  10.1021/jm060499t

文献信息

• Atom-dispersed Au combined with nano-Au on halloysite nanotubes with <i>closo</i>-dodecaborate promotes synergistic effects for enhanced photocatalysis
  作者：Xuefan Deng、Fengze Yao、Zhengxi Wang、Haixu Zhao、Bin Qi、Yingtang Zhou、Haibo Zhang、Xiaohai Zhou

  DOI：10.1039/d2ta07827a

  日期：——

  Au single atoms (Au SAs) and Au nanoparticles (Au NPs) were obtained on HNT@B₁₂H₁₂@Au catalysts. Experimental and theoretical calculations revealed that O–Au–B–Au SAs, O–Au SAs, B–Au SAs and Au NPs are involved in the reaction simultaneously.

  在HNT@B₁₂H₁₂@Au催化剂上获得了Au单原子（Au SAs）和Au纳米颗粒（Au NPs）。实验和理论计算揭示了O–Au–B–Au SAs、O–Au SAs、B–Au SAs和Au NPs同时参与了反应。
• Hydrogenation process
  申请人：E.I. DU PONT DE NEMOURS AND COMPANY

  公开号：EP0073105A1

  公开（公告）日：1983-03-02

  Chloronitrobenzenes are reduced with short reaction time and high selectivity to the corresponding chloroanilines using a combination ruthenium-platinum catalyst. The ratio of ruthenium to platinum in the catalyst is from 75:1 to 8:1, the reaction pressure is from 200 to 800 psi and the reaction temperature is from 70°C to 160°C.

  使用钌铂组合催化剂可在较短的反应时间内将氯硝基苯还原成相应的氯苯胺，并具有较高的选择性。催化剂中钌和铂的比例为 75:1 至 8:1，反应压力为 200 至 800 psi，反应温度为 70°C 至 160°C。
• Verfahren zur Herstellung von chlorsubstituierten aromatischen Aminen
  申请人：BAYER AG

  公开号：EP0415158A2

  公开（公告）日：1991-03-06

  Bei der Herstellung von chlorierten aromatischen Aminen durch Umsetzung entsprechender Nitroverbindungen mit Wasserstoff unter Druck, bei erhöhter Temperatur und in Gegenwart eines Lösungsmittels und geringer Mengen einer basischen Verbindung werden durch den Einsatz von Platin und Nickel und/oder Kobalt auf einem Aktivkohleträger weniger Nebenprodukte gebildet.

  在生产氯化芳香胺的过程中，相应的硝基化合物在高压、高温、有溶剂和少量碱性化合物存在的情况下与氢发生反应，在活性炭载体上使用铂、镍和/或钴会减少副产品的产生。
• SRIVASTAVA, R. G.;PANDEY, R. L.;VENKATARAMANI, P. S., INDIAN J. CHEM., 1981, 20, N 11, 995-996
  作者：SRIVASTAVA, R. G.、PANDEY, R. L.、VENKATARAMANI, P. S.

  DOI：——

  日期：——
• GILLESPIE, D. G.;WALKER, B. J.;STEVENS, D.;MCAULIFFE, C. A., J. CHEM. SOC. PERKIN TRANS., 1983, N 8, 1697-1703
  作者：GILLESPIE, D. G.、WALKER, B. J.、STEVENS, D.、MCAULIFFE, C. A.

  DOI：——

  日期：——