N-[(2-hydroxy-3-methoxyphenyl)methylideneamino]-4-methylbenzamide | 131536-66-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: N-[(2-hydroxy-3-methoxyphenyl)methylideneamino]-4-methylbenzamide
• CAS: 131536-66-8
• 化学式: C₁₆H₁₆N₂O₃
• 分子量: 284.315
• InChiKey: DTIBYUZHZWFXKF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  70.9
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  vanadium(II) oxide 、 N-[(2-hydroxy-3-methoxyphenyl)methylideneamino]-4-methylbenzamide 、 对甲苯甲酰肼 以 甲醇 、 水 为溶剂， 反应 6.0h， 生成
  参考文献：
  名称：

  某些新型席夫碱配体及其钒（IV）金属配合物的合成，结构表征和抗菌活性

  摘要：

  通过多种物理化学方法合成并表征了新颖的席夫碱配体，如OVPTH（对-邻苯二甲酰肼和邻-凡尼林席夫碱）和OHAPPTH（对-邻苯二甲酰肼和邻羟基苯乙酮席夫碱）及其钒金属配合物。 。FT-IR，H 1 -NMR，UV-可见，ESR，VSM，摩尔电导，XRD和微量分析数据，发现具有抗菌活性。

  DOI：

  10.13005/ojc/280417
• 作为产物：
  描述：

  邻香草醛 、 对甲苯甲酰肼 在 三乙胺 作用下， 以 甲醇 为溶剂， 反应 1.5h， 以85%的产率得到N-[(2-hydroxy-3-methoxyphenyl)methylideneamino]-4-methylbenzamide
  参考文献：
  名称：

  某些新型席夫碱配体及其钒（IV）金属配合物的合成，结构表征和抗菌活性

  摘要：

  通过多种物理化学方法合成并表征了新颖的席夫碱配体，如OVPTH（对-邻苯二甲酰肼和邻-凡尼林席夫碱）和OHAPPTH（对-邻苯二甲酰肼和邻羟基苯乙酮席夫碱）及其钒金属配合物。 。FT-IR，H 1 -NMR，UV-可见，ESR，VSM，摩尔电导，XRD和微量分析数据，发现具有抗菌活性。

  DOI：

  10.13005/ojc/280417

文献信息

• Diarylacylhydrazones: Clostridium-selective antibacterials with activity against stationary-phase cells
  作者：Chao Chen、Naveen K. Dolla、Gabriele Casadei、John B. Bremner、Kim Lewis、Michael J. Kelso

  DOI：10.1016/j.bmcl.2013.12.015

  日期：2014.1

  Current antibiotics for treating Clostridium difficile infections (CDI), that is, metronidazole, vancomycin and more recently fidaxomicin, are mostly effective but treatment failure and disease relapse remain as significant clinical problems. The shortcomings of these agents are attributed to their low selectivity for C. difficile over normal gut microflora and their ineffectiveness against C. difficile spores. This Letter reports that certain diarylacylhydrazones identified during a high-throughput screening/counter-screening campaign show selective activity against two Clostridium species (C. difficile and Clostridium perfringens) over common gut commensals. Representative examples are shown to possess activity similar to vancomycin against clinical C. difficile strains and to kill stationary-phase C. difficile cells, which are responsible for spore production. Structure-activity relationships with additional synthesised analogues suggested a protonophoric mechanism may play a role in the observed activity/selectivity and this was supported by the well-known protonophore carbonyl cyanide m-chlorophenyl hydrazone (CCCP) showing selective anti-Clostridium effects and activity similar to diarylacylhydrazones against stationary-phase C. difficile cells. Two diarylacylhydrazones were shown to be non-toxic towards human FaDu and Hep G2 cells indicating that further studies with the class are warranted towards new drugs for CDI. (C) 2013 Elsevier Ltd. All rights reserved.
• Synthesis, Structural Characterization and Anti-bacterial Activity of some Novel Schiff base Ligands and their Vanadium (IV) Metal Complexes
  作者：G.N. RAJA REDDY、S. KONDAIAH、K.NAGARAJA SETTY、R. MALLIKARJUNA RAO、J. SREE RAMULU

  DOI：10.13005/ojc/280417

  日期：2012.12.22

  A novel Schiff base ligands like OVPTH (p-Toulic Hydrazide and o-Vanilin Schiff base), andOHAPPTH (p-Toulic Hydrazide and o-Hydroxy acetophenone Schiff base) and its vanadium metal complexes have been synthesized and characterized by various physio chemical methods viz. FT-IR, H 1 -NMR, UV-Visible, ESR, VSM, Molar conductance, XRD and micro analytical data and found to be anti bacterial activity.

  通过多种物理化学方法合成并表征了新颖的席夫碱配体，如OVPTH（对-邻苯二甲酰肼和邻-凡尼林席夫碱）和OHAPPTH（对-邻苯二甲酰肼和邻羟基苯乙酮席夫碱）及其钒金属配合物。 。FT-IR，H 1 -NMR，UV-可见，ESR，VSM，摩尔电导，XRD和微量分析数据，发现具有抗菌活性。