4-[(4-fluorobenzyl)oxy]-2-methyl-1-nitrobenzene | 1202160-58-4

• 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: 4-[(4-fluorobenzyl)oxy]-2-methyl-1-nitrobenzene
• 英文别名: 1-nitro-2-methyl-4-(4-fluorobenzyloxy)-benzene；4-[(4-fluorophenyl)methoxy]-2-methyl-1-nitrobenzene
• CAS: 1202160-58-4
• 化学式: C₁₄H₁₂FNO₃
• 分子量: 261.253
• InChiKey: YZDWHXOMTYPWGM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  55
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-[(4-fluorobenzyl)oxy]-2-methyl-1-nitrobenzene 在 iron(III) chloride hexahydrate 、 甲烷 、 一水合肼 作用下， 以 N,N-二甲基甲酰胺 、 异丙醇 为溶剂， 反应 16.0h， 生成 5-((4-fluorobenzyl)oxy)-1H-indole
  参考文献：
  名称：

  Convenient modification of the Leimgruber-Batcho indole synthesis: reduction of 2-nitro-β-pyrrolidinostyrenes by the FeCl3–activated carbon–N2H4∙H2O system

  摘要：

  A new catalytic system containing ferric chloride, activated carbon, and hydrazine has been proposed for the reductive cyclization of beta-dialkylamino-2-nitrostyrenes to give the corresponding indoles (Leimgruber-Batcho synthesis). Various substituted indoles may be obtained in high yield under these conditions.

  DOI：

  10.1007/s10593-011-0776-2
• 作为产物：
  描述：

  4-硝基间甲苯酚 、 4-氟氯苄 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以84%的产率得到4-[(4-fluorobenzyl)oxy]-2-methyl-1-nitrobenzene
  参考文献：
  名称：

  Convenient modification of the Leimgruber-Batcho indole synthesis: reduction of 2-nitro-β-pyrrolidinostyrenes by the FeCl3–activated carbon–N2H4∙H2O system

  摘要：

  A new catalytic system containing ferric chloride, activated carbon, and hydrazine has been proposed for the reductive cyclization of beta-dialkylamino-2-nitrostyrenes to give the corresponding indoles (Leimgruber-Batcho synthesis). Various substituted indoles may be obtained in high yield under these conditions.

  DOI：

  10.1007/s10593-011-0776-2

文献信息

• BENZYLOXY ANILIDE DERIVATIVES USEFUL AS POTASSIUM CHANNEL MODULATORS
  申请人：Wu Jim Zhen

  公开号：US20090326059A1

  公开（公告）日：2009-12-31

  The present invention relates to benzyloxyanilide derivatives having the following structural formula: The compounds of the present invention are useful for the treatment and prevention of diseases and disorders which are affected by activation or modulation of potassium ion channels. One such condition is seizure disorders.

  本发明涉及具有以下结构式的苯甲氧基苯胺衍生物：本发明的化合物可用于治疗和预防受钾离子通道激活或调节影响的疾病和疾病。其中一种病症是癫痫症。
• US8188314B2
  申请人：——

  公开号：US8188314B2

  公开（公告）日：2012-05-29
• US8492588B2
  申请人：——

  公开号：US8492588B2

  公开（公告）日：2013-07-23
• [EN] BENZYLOXY ANILIDE DERIVATIVES USEFUL AS POTASSIUM CHANNEL MODULATORS<br/>[FR] DÉRIVÉS DE BENZYLOXY ANILIDE UTILES EN TANT QUE MODULATEURS DU CANAL POTASSIQUE
  申请人：VALEANT PHARMACEUTICALS INT

  公开号：WO2010008894A1

  公开（公告）日：2010-01-21

  The present invention relates to benzyloxyanilide derivatives having the following structural formula (I): The compounds of the present invention are useful for the treatment and prevention of diseases and disorders which are affected by activation or modulation of potassium ion channels. One such condition is seizure disorders.
• Convenient modification of the Leimgruber-Batcho indole synthesis: reduction of 2-nitro-β-pyrrolidinostyrenes by the FeCl3–activated carbon–N2H4∙H2O system
  作者：I. V. Taydakov、T. Ya. Dutova、E. N. Sidorenko、S. S. Krasnoselsky

  DOI：10.1007/s10593-011-0776-2

  日期：2011.7

  A new catalytic system containing ferric chloride, activated carbon, and hydrazine has been proposed for the reductive cyclization of beta-dialkylamino-2-nitrostyrenes to give the corresponding indoles (Leimgruber-Batcho synthesis). Various substituted indoles may be obtained in high yield under these conditions.