3,5-dibromosalicylidene-p-anisidine | 152306-07-5

• 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: 3,5-dibromosalicylidene-p-anisidine
• 英文别名: 2,4-dibromo-6-{(E)-[(4-methoxyphenyl)imino]methyl}phenol；2,4-dibromo-6-[(4-methoxyphenyl)iminomethyl]phenol
• CAS: 152306-07-5
• 化学式: C₁₄H₁₁Br₂NO₂
• 分子量: 385.055
• InChiKey: SDOJEVDHWSBMOS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  41.8
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3,5-dibromosalicylidene-p-anisidine 在 sodium tetrahydroborate 作用下， 以 乙醇 为溶剂， 以78%的产率得到2,4-dibromo-6-(((4-methoxyphenyl)amino)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：

  3,5-二溴水杨醛 、 甲氧苯胺 以 乙醇 为溶剂， 生成 3,5-dibromosalicylidene-p-anisidine
  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

文献信息

• 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.
• Preparation, Characterization, and Antimicrobial Activities of Some Mixed‐Ligand Complexes of Mn(II), Co(II), Ni(II), Cu(II), and Cd(II) with Monobasic Bidentate (ON) Schiff Base and Neutral Bidentate (NN) Ligands
  作者：Prakash P. Dholakiya、M. N. Patel

  DOI：10.1081/sim-120028308

  日期：2004.3.1

  Complexes of Mn(II), Co(II), Ni(II), Cu(II), and Cd(II) with 3,5-dibromosalicylidene-p-anisidene (HSB) and 2,2'-bipyridylamine (bipyamine) or bis(benzylidene)ethylenediamine (benen) or bis(acelophenone) ethylenediamine (acphen) have been prepared. They were characterized by elemental analyses, magnetic measurements, electronic and infrared spectra. All the ligands, metal salts, and their complexes were screened for their antimicrobial activities against bacteria, yeast, and fungi and the results are discussed.
• 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.