1-benzo[b]thiophen-3-yl-3-[4-(4-nitro-2-trifluoromethylphenyl)-[1,4]-diazepan-1-yl]propan-1-one | 1291057-74-3

• 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: 1-benzo[b]thiophen-3-yl-3-[4-(4-nitro-2-trifluoromethylphenyl)-[1,4]-diazepan-1-yl]propan-1-one
• 英文别名: 1-(1-Benzothiophen-3-yl)-3-[4-[4-nitro-2-(trifluoromethyl)phenyl]-1,4-diazepan-1-yl]propan-1-one
• CAS: 1291057-74-3
• 化学式: C₂₃H₂₂F₃N₃O₃S
• 分子量: 477.507
• InChiKey: YNHUGQBAOKBGHE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  33
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  97.6
• 氢给体数：
  0
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  1-benzo[b]thiophen-3-yl-3-[4-(4-nitro-2-trifluoromethylphenyl)-[1,4]-diazepan-1-yl]propan-1-one 在 sodium tetrahydroborate 作用下， 以 甲醇 为溶剂， 反应 1.5h， 以50%的产率得到1-benzo[b]thiophen-3-yl-3-[4-(4-nitro-2-trifluoromethylphenyl)-[1,4]-diazepan-1-y]propan-1-ol
  参考文献：
  名称：

  Novel Benzo[b]thiophene Derivatives as New Potential Antidepressants with Rapid Onset of Action

  摘要：

  We report benzo[b]thiophene derivatives synthesized according 10 a dual strategy. 8j, 9c, and 9e with affinity values toward 5-HT(7)R and 5-HTT were selected to probe their antidepressant activity in vivo using the forced swimming text (FST). The results slowed significant antidepressant activity after chronic treatment. 9c was effective in reducing the immobility time in FST even after acute treatment. These findings identify these compounds as a new class of antidepressants with a rapid onset of action.

  DOI：

  10.1021/jm2000773
• 作为产物：
  描述：

  2-氟-5-硝基三氟甲苯 在 盐酸 、 potassium carbonate 、 溶剂黄146 作用下， 以 四氢呋喃 、 水 、 乙腈 为溶剂， 反应 122.0h， 生成 1-benzo[b]thiophen-3-yl-3-[4-(4-nitro-2-trifluoromethylphenyl)-[1,4]-diazepan-1-yl]propan-1-one
  参考文献：
  名称：

  Novel Benzo[b]thiophene Derivatives as New Potential Antidepressants with Rapid Onset of Action

  摘要：

  We report benzo[b]thiophene derivatives synthesized according 10 a dual strategy. 8j, 9c, and 9e with affinity values toward 5-HT(7)R and 5-HTT were selected to probe their antidepressant activity in vivo using the forced swimming text (FST). The results slowed significant antidepressant activity after chronic treatment. 9c was effective in reducing the immobility time in FST even after acute treatment. These findings identify these compounds as a new class of antidepressants with a rapid onset of action.

  DOI：

  10.1021/jm2000773

文献信息

• Novel Benzo[<i>b</i>]thiophene Derivatives as New Potential Antidepressants with Rapid Onset of Action
  作者：Luis Berrade、Bárbara Aisa、María J. Ramirez、Silvia Galiano、Salvatore Guccione、Lise Román Moltzau、Finn Olav Levy、Ferdinando Nicoletti、Giuseppe Battaglia、Gemma Molinaro、Ignacio Aldana、Antonio Monge、Silvia Perez-Silanes

  DOI：10.1021/jm2000773

  日期：2011.4.28

  We report benzo[b]thiophene derivatives synthesized according 10 a dual strategy. 8j, 9c, and 9e with affinity values toward 5-HT(7)R and 5-HTT were selected to probe their antidepressant activity in vivo using the forced swimming text (FST). The results slowed significant antidepressant activity after chronic treatment. 9c was effective in reducing the immobility time in FST even after acute treatment. These findings identify these compounds as a new class of antidepressants with a rapid onset of action.