[2-(4-Fluoro-benzoyl)-4,5-dimethoxy-phenyl]-acetic acid | 395057-16-6

• 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: [2-(4-Fluoro-benzoyl)-4,5-dimethoxy-phenyl]-acetic acid
• 英文别名: 2-[2-(4-fluorobenzoyl)-4,5-dimethoxyphenyl]acetic acid
• CAS: 395057-16-6
• 化学式: C₁₇H₁₅FO₅
• 分子量: 318.302
• InChiKey: OEJKKCVKCQYDDG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  23.0
• 可旋转键数：
  6.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  72.83
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  [2-(4-Fluoro-benzoyl)-4,5-dimethoxy-phenyl]-acetic acid 在 劳森试剂 、 一水合肼 作用下， 以 乙醇 、 甲苯 、 正丁醇 为溶剂， 生成 6-(4-Fluorophenyl)-8,9-dimethoxy-2,11-dihydro-[1,2,4]triazolo[4,3-c][2,3]benzodiazepin-3-one
  参考文献：
  名称：

  Design and development of 2,3-benzodiazepine (CFM) noncompetitive AMPA receptor antagonists

  摘要：

  2,3-Benzodiazepines represent a class of heterocyclic compounds that interact with AMPA-type glutamate receptors in a noncompetitive manner. These compounds have attracted great interest for their pharmacological effects against acute and chronic neurodegenerative diseases, such as ischemia and epilepsy. We synthesized a large number of 2,3-benzodiazepine derivatives, which showed anticonvulsant properties in different seizure models and a noncompetitive blockade of AMPA receptor. This article will briefly mention our work in this field and the main SAR considerations. (C) 2002 Editions scientifiques et medicales Elsevier SAS. All rights reserved.

  DOI：

  10.1016/s0014-827x(01)01186-7
• 作为产物：
  描述：

  1-(4-fluorophenyl)-6,7-dimethoxyisochroman 在 chromium(VI) oxide 、 硫酸 作用下， 以 水 、 丙酮 为溶剂， 生成 [2-(4-Fluoro-benzoyl)-4,5-dimethoxy-phenyl]-acetic acid
  参考文献：
  名称：

  Design and development of 2,3-benzodiazepine (CFM) noncompetitive AMPA receptor antagonists

  摘要：

  2,3-Benzodiazepines represent a class of heterocyclic compounds that interact with AMPA-type glutamate receptors in a noncompetitive manner. These compounds have attracted great interest for their pharmacological effects against acute and chronic neurodegenerative diseases, such as ischemia and epilepsy. We synthesized a large number of 2,3-benzodiazepine derivatives, which showed anticonvulsant properties in different seizure models and a noncompetitive blockade of AMPA receptor. This article will briefly mention our work in this field and the main SAR considerations. (C) 2002 Editions scientifiques et medicales Elsevier SAS. All rights reserved.

  DOI：

  10.1016/s0014-827x(01)01186-7

文献信息

• Solid-phase Friedel–Crafts acylation on polystyrene resins-synthesis of antiepiletic 1-aryl-3,5-dihydro-4 H -2,3-benzodiazepin-4-ones
  作者：Francesca Bevacqua、Andrea Basso、Rosaria Gitto、Mark Bradley、Alba Chimirri

  DOI：10.1016/s0040-4039(01)01602-1

  日期：2001.10

  Friedel-Crafts acylation with various acyl chlorides of resin-bound 3,4-dimethoxyphenylacetate afforded resin bound ketones which, following treatment with hydrazine, were converted into the corresponding 2,3-benzodiazepines in good yields and purities. (C) 2001 Published by Elsevier Science Ltd.