Methyl-2-(4-chlor-benzyloxy)benzoat | 52803-82-4

• 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: Methyl-2-(4-chlor-benzyloxy)benzoat
• 英文别名: Methyl 2-[(4-chlorophenyl)methoxy]benzoate
• CAS: 52803-82-4
• 化学式: C₁₅H₁₃ClO₃
• 分子量: 276.719
• InChiKey: GCSGESIMIISVRA-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：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  Methyl-2-(4-chlor-benzyloxy)benzoat 在 氢氧化钾 作用下， 以 甲醇 为溶剂， 生成 2-(4-氯苄氧基)-苯甲酸
  参考文献：
  名称：

  DE2252818

  摘要：

  公开号：
• 作为产物：
  描述：

  4-氯苄溴 、 水杨酸甲酯 在 potassium carbonate 作用下， 以 丙酮 为溶剂， 生成 Methyl-2-(4-chlor-benzyloxy)benzoat
  参考文献：
  名称：

  Design, synthesis and molecular docking of salicylic acid derivatives containing metronidazole as a new class of antimicrobial agents

  摘要：

  A series of novel salicylic acid derivatives containing metronidazole as Staphylococcus aureus Tyrosyl-tRNA synthetase (TyrRS) inhibitors have been synthesized and evaluated their biology activities as potential antibacterial agents. Among these compounds, compound 5r exhibited the most potent antibacterial activity against Gram-positive (S. aureus ATCC 6538 and Bacillus subtilis ATCC 6633) and Gram-negative (Escherichia coli ATCC 35218 and Pseudomonas aeruginosa ATCC 13525) with MICs of 0.39-1.57 mu g/mL and showed the most potent S. aureus Tyrosyl-tRNA synthetase inhibitory with 2.3 mu M. Docking simulation was performed to insert compound 5r into the crystal structure of S. aureus Tyrosyl-tRNA synthetase active site to determine the probable binding model. These results suggested that compound 5r may be a promising antibacterial agent. (c) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2015.07.075

文献信息

• Target β-catenin/CD44/Nanog axis in colon cancer cells by certain N′-(2-oxoindolin-3-ylidene)-2-(benzyloxy)benzohydrazides
  作者：Awwad A. Radwan、F. Al-Mohanna、Fares K. Alanazi、P.S. Manogaran、Abdullah Al-Dhfyan

  DOI：10.1016/j.bmcl.2016.02.064

  日期：2016.4

  functional level, however chemical inhibition approach of CD44 to targets CSCs is poorly studied. Herein, we report the discovery of certain N′-(2-oxoindolin-3-ylidene)-2-(benzyloxy)benzohydrazides as a novel inhibitor of CD44. Molecular docking study showed interference of the scaffold of these compounds with β-catenin/TCF-4 complex, building a direct relationship between CD44 inhibition and observed

  细胞表面分子CD44在表型和功能水平上对癌症干细胞CSC的调节均起着主要作用，但是对CD44靶向CSCs的化学抑制方法研究很少。在此，我们报告发现某些N '-（2-氧代吲哚-3-亚基）-2-（苄氧基）苯并酰肼作为CD44的新型抑制剂的发现。分子对接研究表明，这些化合物的支架受到β-catenin/ TCF-4复合物的干扰，建立了CD44抑制与观察到的合适结合域之间的直接关系。化合物11a，最有力的成员引发对TCF / LEF报告基因活性的抑制作用，符合Wnt途径抑制的作用机制。此外，上述化合物的治疗可导致抑制胚胎转录因子Nanog，但不能抑制Sox2或Oct-4的特异性靶向作用。而且，该系列的细胞毒性和细胞周期效应似乎取决于CD44表达。
• Synthesis and anticonvulsant activity of new 2-substituted-5-(2-benzyloxyphenyl)-1,3,4-oxadiazoles
  作者：Afshin Zarghi、Sayyed A. Tabatabai、Mehrdad Faizi、Avideh Ahadian、Parisa Navabi、Vahideh Zanganeh、Abbas Shafiee

  DOI：10.1016/j.bmcl.2005.02.014

  日期：2005.4

  A series of new 2-substituted-5-(2-benzyloxyphenyl)-1,3,4-oxadiazoles have been synthesized and evaluated as anticonvulsant agents. Compound 4b shows considerable anticonvulsant activity both in PTZ and MES models. It seems this effect is mediated through benzodiazepine receptors mechanism. (c) 2005 Elsevier Ltd. All rights reserved.
• Ginger and Its Bioactive Component Inhibit Enterotoxigenic <i>Escherichia coli</i> Heat-Labile Enterotoxin-Induced Diarrhea in Mice
  作者：Jaw-Chyun Chen、Li-Jiau Huang、Shih-Lu Wu、Sheng-Chu Kuo、Tin-Yun Ho、Chien-Yun Hsiang

  DOI：10.1021/jf071460f

  日期：2007.10.1

  Ginger is one of the most commonly used fresh herbs and spices. Enterotoxigenic Escherichia coli heat-labile enterotoxin (LT)-induced diarrhea is the leading cause of infant death in developing countries. In this study, we demonstrated that ginger significantly blocked the binding of LT to cell-surface receptor G(M1), resulting in the inhibition of fluid accumulation in the closed ileal loops of mice. Biological-activity-guided searching for active components showed that zingerone (vanillylacetone) was the likely active constituent responsible for the antidiarrheal efficacy of ginger. Further analysis of chemically synthesized zingerone derivatives revealed that compound 31 (2-[(4-methoxybenzyl)oxy]benzoic acid) significantly suppressed LT-induced diarrhea in mice via an excellent surface complementarity with the B subunits of LT. In conclusion, our findings provide evidence that ginger and its derivatives may be effective herbal supplements for the clinical treatment of enterotoxigenic Escherichia coli diarrhea.
• FR2204351
  申请人：——

  公开号：——

  公开（公告）日：——
• Design, synthesis and molecular docking of salicylic acid derivatives containing metronidazole as a new class of antimicrobial agents
  作者：Zhi-Hua Guo、Yong Yin、Cong Wang、Peng-Fei Wang、Xing-Tao Zhang、Zhong-Chang Wang、Hai-Liang Zhu

  DOI：10.1016/j.bmc.2015.07.075

  日期：2015.9

  A series of novel salicylic acid derivatives containing metronidazole as Staphylococcus aureus Tyrosyl-tRNA synthetase (TyrRS) inhibitors have been synthesized and evaluated their biology activities as potential antibacterial agents. Among these compounds, compound 5r exhibited the most potent antibacterial activity against Gram-positive (S. aureus ATCC 6538 and Bacillus subtilis ATCC 6633) and Gram-negative (Escherichia coli ATCC 35218 and Pseudomonas aeruginosa ATCC 13525) with MICs of 0.39-1.57 mu g/mL and showed the most potent S. aureus Tyrosyl-tRNA synthetase inhibitory with 2.3 mu M. Docking simulation was performed to insert compound 5r into the crystal structure of S. aureus Tyrosyl-tRNA synthetase active site to determine the probable binding model. These results suggested that compound 5r may be a promising antibacterial agent. (c) 2015 Elsevier Ltd. All rights reserved.