1-allyl-5-[4-(4-fluorophenyl)piperazin-1-yl]-2,3-dihydro-1H-1,4-benzodiazepine | 710349-64-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 英文名称: 1-allyl-5-[4-(4-fluorophenyl)piperazin-1-yl]-2,3-dihydro-1H-1,4-benzodiazepine
• CAS: 710349-64-7
• 化学式: C₂₂H₂₅FN₄
• 分子量: 364.466
• InChiKey: BYAPQBALUWNJJL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  27.0
• 可旋转键数：
  3.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  22.08
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  1-allyl-5-[4-(4-fluorophenyl)piperazin-1-yl]-2,3-dihydro-1H-1,4-benzodiazepine 在 palladium on activated charcoal 甲烷磺酸 作用下， 以 乙醇 为溶剂， 反应 2.0h， 以69%的产率得到5-[4-(4-fluorophenyl)piperazin-1-yl]-2,3-dihydro-1H-1,4-benzodiazepine
  参考文献：
  名称：

  Clozapine derived 2,3-dihydro-1H-1,4- and 1,5-benzodiazepines with D4 receptor selectivity: synthesis and biological testing

  摘要：

  Novel 4-arylpiperazin-l-yl-substituted 2,3-dihydro-1H-1,4- and 1H-1,5-benzodiazepines and their aza-analogues were synthesized as debenzoclozapine derivatives for evaluation as potential D4-ligands. While K-i values of some of the title compounds came within the range of clozapine, they showed an impressively greater selectivity over other dopamine receptor subtypes, especially D2. For the most promising compounds, intrinsic activity and binding properties to serotonin 5-HT1(A) and 5-HT2 were also determined. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2004.03.023
• 作为产物：
  描述：

  1,2,3,4-四氢苯并(e)(1,4)二氮杂革-5-酮 在 吡啶 、 tetraphosphorus decasulfide 、 sodium ethanolate 、 溶剂黄146 、 三乙胺 作用下， 以 乙醇 、 苯 为溶剂， 反应 18.5h， 生成 1-allyl-5-[4-(4-fluorophenyl)piperazin-1-yl]-2,3-dihydro-1H-1,4-benzodiazepine
  参考文献：
  名称：

  Clozapine derived 2,3-dihydro-1H-1,4- and 1,5-benzodiazepines with D4 receptor selectivity: synthesis and biological testing

  摘要：

  Novel 4-arylpiperazin-l-yl-substituted 2,3-dihydro-1H-1,4- and 1H-1,5-benzodiazepines and their aza-analogues were synthesized as debenzoclozapine derivatives for evaluation as potential D4-ligands. While K-i values of some of the title compounds came within the range of clozapine, they showed an impressively greater selectivity over other dopamine receptor subtypes, especially D2. For the most promising compounds, intrinsic activity and binding properties to serotonin 5-HT1(A) and 5-HT2 were also determined. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2004.03.023