methyl 2-[(4-fluorobenzyl)oxy]benzoate | 851664-22-7

• 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-fluorobenzyl)oxy]benzoate
• 英文别名: Methyl 2-[(4-fluorophenyl)methoxy]benzoate
• CAS: 851664-22-7
• 化学式: C₁₅H₁₃FO₃
• 分子量: 260.265
• InChiKey: YUGQQCIXZCZTBJ-UHFFFAOYSA-N

物化性质

• 沸点：
  369.2±22.0 °C(Predicted)
• 密度：
  1.203±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 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：
  4

反应信息

• 作为反应物：
  描述：

  methyl 2-[(4-fluorobenzyl)oxy]benzoate 在 水 、 sodium hydroxide 作用下， 以 甲醇 、 乙腈 为溶剂， 反应 3.0h， 生成 1-[2-(4-fluorobenzyloxy)-benzoyl]-3-(3-nitrophenyl)thiourea
  参考文献：
  名称：

  Synthesis and Bio-Evaluation of Novel Salicylic Acid-Oriented Thiourea Derivatives with Potential Applications in Agriculture

  摘要：

  通过多步反应方便地合成了一系列水杨酸导向的硫脲衍生物，主要包括烷基化、氯化、亲核取代和加成反应。通过红外光谱、氢核磁共振谱和质谱确认和表征了所有这些新合成衍生物的结构。初步的生物测定表明，这些新化合物对测试植物具有一定的除草活性或植物生长调节活性。

  DOI：

  10.2174/15701808113109990045
• 作为产物：
  描述：

  水杨酸 在 硫酸 、 potassium carbonate 作用下， 以 乙腈 为溶剂， 生成 methyl 2-[(4-fluorobenzyl)oxy]benzoate
  参考文献：
  名称：

  Synthesis and Bio-Evaluation of Novel Salicylic Acid-Oriented Thiourea Derivatives with Potential Applications in Agriculture

  摘要：

  通过多步反应方便地合成了一系列水杨酸导向的硫脲衍生物，主要包括烷基化、氯化、亲核取代和加成反应。通过红外光谱、氢核磁共振谱和质谱确认和表征了所有这些新合成衍生物的结构。初步的生物测定表明，这些新化合物对测试植物具有一定的除草活性或植物生长调节活性。

  DOI：

  10.2174/15701808113109990045

文献信息

• 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.
• 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.
• WO2007/17093
  申请人：——

  公开号：——

  公开（公告）日：——
• Novel salicylic acid-oriented thiourea-type receptors as colorimetric chemosensor: Synthesis, characterizations and selective naked-eye recognition properties
  作者：Shaowei Li、Xiufang Cao、Changshui Chen、Shaoyong Ke

  DOI：10.1016/j.saa.2012.04.102

  日期：2012.10

  Based on the salicylic acid backbone, three highly sensitive and selective colorimetric chemosensors with an acylthiourea binding unit have been designed, synthesized and characterized. These chemosensors have been utilized for selective recognition of fluoride anions in dry DMSO solution by typical spectroscopic titration techniques. Furthermore, the obtained chemosensors AR1-3 have shown naked-eye sensitivity for detection of biologically important fluoride ion over other anions in solution. (C) 2012 Elsevier B.V. All rights reserved.
• [EN] SUBSTITUTED 2-BENZYLOXY-BENZOIC ACID AMIDE DERIVATIVES TECHNICAL FIELD OF THE INVENTION<br/>[FR] DERIVES AMIDES D'ACIDE 2-BENZYLOXY-BENZOIQUE SUBSTITUE
  申请人：BAYER HEALTHCARE AG

  公开号：WO2007017093A1

  公开（公告）日：2007-02-15

  [EN] The present invention relates to novel substituted 2-benzyloxy-benzoic acid amide derivatives, processes for their preparation, and their use in medicaments, especially for the prophylaxis and treatment of diseases associated with Cold Menthol Receptor 1 (CMR-1) activity, in particular for the treatment of urological diseases or disorders, such as detrusor overactivity (overactive bladder), urinary incontinence, neurogenic detrusor oeractivity (detrusor hyperflexia), idiopathic detrusor overactivity (detrusor instability), benign prostatic hyperplasia, and lower urinary tract symptoms; chronic pain, neuropathic pain, postoperative pain, rheumatoid arthritic pain, neuralgia, neuropathies, algesia, nerve injury, ischaemia, neurodegeneration, stroke, and inflammatory disorders such as asthma and chronic obstructive pulmonary (or airways) disease (COPD).
  [FR] La présente invention concerne de nouveaux dérivés amides d'acide 4-benzyloxy-benzoïque substitué, leurs méthodes de préparation, et leur utilisation dans des médicaments, notamment pour la prophylaxie et le traitement de maladies associées à l'activité du récepteur au froid et au menthol 1 (CMR-1), en particulier pour le traitement de maladies ou de troubles urologiques, tels que l'hyperactivité du détrusor (vessie hyperactive), l'incontinence urinaire, l'hyperactivité neurogène du détrusor (hyperflexie du détrusor), l'hyperactivité idiopathique du détrusor (instabilité du détrusor), l'hyperplasie prostatique bénigne et les symptômes des voies urinaires inférieures, la douleur chronique, la douleur neuropathique, la douleur postopératoire, la douleur arthritique rhumatoïde, la névralgie, les neuropathies, l'algésie, la lésion nerveuse, l'ischémie, la neurodégénérescence, l'accident vasculaire cérébral, et des troubles inflammatoires, tels que l'asthme et la bronchopneumopathie chronique obstructive (obstruction des voies aériennes) (BPCO).