2,4-dibromo-6-((p-tolylimino)methyl)phenol | 21386-39-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 2,4-dibromo-6-((p-tolylimino)methyl)phenol
• 英文别名: 2,4-dibromo-6-(p-tolylimino-methyl)-phenol；2,4-Dibrom-6-(p-tolylimino-methyl)-phenol；3.5-Dibrom-salicylaldehyd-p-tolylimid；3,5-Dibrom-salicyliden-p-toluidin；2,4-dibromo-6-{(E)-[(4-methylphenyl)imino]methyl}phenol；2,4-dibromo-6-[(4-methylphenyl)iminomethyl]phenol
• CAS: 21386-39-0
• 化学式: C₁₄H₁₁Br₂NO
• 分子量: 369.055
• InChiKey: IHLYAYJRWBVLTM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  32.6
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2,4-dibromo-6-((p-tolylimino)methyl)phenol 在 sodium tetrahydroborate 作用下， 以 乙醇 为溶剂， 以80%的产率得到2,4-dibromo-6-((p-tolylamino)methyl)phenol
  参考文献：
  名称：

  Design, synthesis and biological evaluation of urea derivatives from o-hydroxybenzylamines and phenylisocyanate as potential FabH inhibitors

  摘要：

  FabH, beta-ketoacyl-acyl carrier protein (ACP) synthase III, is a particularly attractive target, since it is central to the initiation of fatty acid biosynthesis and is highly conserved among Gram-positive and Gram-negative bacteria. A series of o-hydroxybenzylamines 1-16 and its corresponding new urea derivatives 17-32 were synthesized and fully characterized by spectroscopic methods and elemental analysis. This new urea derivatives class demonstrates strong antibacterial activity. Escherichia coli FabH inhibitory assay and docking simulation indicated that the compounds 1-(5-bromo-2-hydroxybenzyl)-1-(4-fluorophenyl)-3-phenylurea (18) and 1-(5-bromo-2-hydroxybenzyl)-1-(4-chlorophenyl)-3-phenylurea (20) were potent inhibitors of E. coli FabH. Crown Copyright (C) 2011 Published by Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2011.06.049
• 作为产物：
  描述：

  水杨醛 在 溶剂黄146 作用下， 生成 2,4-dibromo-6-((p-tolylimino)methyl)phenol
  参考文献：
  名称：

  Brewster, Journal of the American Chemical Society, 1924, vol. 46, p. 2465

  摘要：

  DOI：

文献信息

• Novel dye sensitizers of polymeric metal complexes with benzodithiophene derivatives as donor and their photovoltaic performance
  作者：Yanlong Liao、Jiaomei Hu、Qiufang Xie、Dahai Peng、Ye Liu、Chunxiao Zhu、Chaofan Zhong

  DOI：10.1016/j.saa.2015.09.015

  日期：2016.1

  (D-A) type conjugated polymeric metal complexes (P1-P4) bearing benzodithiophene or carbazole derivative as donors were synthesized, characterized and applied as dye sensitizers in dye-sensitized solar cells (DSSCs). Salicylaldehyde derivative complexes acted as electron acceptors, Zn(II) or Cd(II) was chosen as the coordinated metal ion, and diaminomaleonitrile was ancillary ligand in these structures

  合成了四种以苯并二噻吩或咔唑衍生物为供体的新型供体-受体（DA）型共轭聚合物金属配合物（P1-P4），表征并用作染料敏化太阳能电池（DSSC）中的染料敏化剂。水杨醛衍生物配合物充当电子受体，Zn（II）或Cd（II）被选作配位金属离子，二氨基马来腈是这些结构中的辅助配体。通过FT-IR，GPC，TGA，DSC，UV-Vis吸收光谱，元素分析，循环伏安法（CV），JV曲线和IPCE曲线研究了这些聚合金属配合物的热，光物理，电化学和光伏性质。这些聚合物染料在DSSC中的应用显示出良好的热稳定性。基于P2的DSSC器件包含苯并二噻吩衍生物作为施主，Cd（II）作为配位离子，表现出最高的功率转换效率，为2.43％（J（sc）= 4.95 mA / cm（2），V（oc）= 0.71 V，FF ＝ 69.3％）在AM 1.5G太阳辐射下。它指示了一种设计DSSC染料敏化剂的新方法。
• Ruthenium(II) Complexes of O,N-donor Schiff base ligands and their use as catalytic organic oxidants
  作者：Ahmed M. El-Hendawy、Abdulla H. Alkubaisi、Abd El-Ghany El-Kourashy、Mai M. Shanab

  DOI：10.1016/s0277-5387(00)83051-x

  日期：1993.10

  A number of new ruthenium(II) complexes, [Ru(PPh3)2L2] (L = monoanions of Schiff bases formed from 2,3-dihydroxybenzaldehyde, 3,5-dibromosalicylaldehyde and salicylaldehyde with aniline or its p-substituents), have been prepared. They were characterized by spectroscopic techniques and investigated by cyclic voltammetry. The effective catalytic oxidation of alcohols by these complexes in the presence of N-methylmorpholine-N-oxide or molecular oxygen gas as co-oxidants is reported.
• The Reaction Products of 2,4,7-Tribromotropone and Anilines
  作者：Tetsuo Nozoe、Kozo Doi、Shigetaka Endo

  DOI：10.1246/bcsj.33.1285

  日期：1960.9
• Design, synthesis and biological evaluation of urea derivatives from o-hydroxybenzylamines and phenylisocyanate as potential FabH inhibitors
  作者：Zi-Lin Li、Qing-Shan Li、Hong-Jia Zhang、Yang Hu、Di-Di Zhu、Hai-Liang Zhu

  DOI：10.1016/j.bmc.2011.06.049

  日期：2011.8

  FabH, beta-ketoacyl-acyl carrier protein (ACP) synthase III, is a particularly attractive target, since it is central to the initiation of fatty acid biosynthesis and is highly conserved among Gram-positive and Gram-negative bacteria. A series of o-hydroxybenzylamines 1-16 and its corresponding new urea derivatives 17-32 were synthesized and fully characterized by spectroscopic methods and elemental analysis. This new urea derivatives class demonstrates strong antibacterial activity. Escherichia coli FabH inhibitory assay and docking simulation indicated that the compounds 1-(5-bromo-2-hydroxybenzyl)-1-(4-fluorophenyl)-3-phenylurea (18) and 1-(5-bromo-2-hydroxybenzyl)-1-(4-chlorophenyl)-3-phenylurea (20) were potent inhibitors of E. coli FabH. Crown Copyright (C) 2011 Published by Elsevier Ltd. All rights reserved.
• Brewster, Journal of the American Chemical Society, 1924, vol. 46, p. 2465
  作者：Brewster

  DOI：——

  日期：——