3-[(2-methoxyethylamino)methylidene]-1-methyl-5-phenyl-7-(trifluoromethyl)-1,5-benzodiazepine-2,4-dione | 1267635-07-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯二氮卓类
• 英文名称: 3-[(2-methoxyethylamino)methylidene]-1-methyl-5-phenyl-7-(trifluoromethyl)-1,5-benzodiazepine-2,4-dione
• CAS: 1267635-07-3
• 化学式: C₂₁H₂₀F₃N₃O₃
• 分子量: 419.403
• InChiKey: ZVVPSWCRCLQQOH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.47
• 重原子数：
  30.0
• 可旋转键数：
  5.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  61.88
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为产物：
  描述：

  N~1~-甲基-4-(三氟甲基)苯-1,2-二胺 在 copper diacetate 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 生成 3-[(2-methoxyethylamino)methylidene]-1-methyl-5-phenyl-7-(trifluoromethyl)-1,5-benzodiazepine-2,4-dione
  参考文献：
  名称：

  Discovery of a 1,5-dihydrobenzo[b][1,4]diazepine-2,4-dione series of inhibitors of HIV-1 capsid assembly

  摘要：

  The discovery of a 1,5-dihydrobenzo[b][1,4]diazepine-2,4-dione series of inhibitors of HIV-1 capsid assembly is described. Synthesis of analogs of the 1,5-dihydrobenzo[b][1,4]diazepine-2,4-dione hit established structure-activity relationships. Replacement of the enamine functionality of the hit series with either an imidazole or a pyrazole ring led to compounds that inhibited both capsid assembly and reverse transcriptase. Optimization of the bicyclic benzodiazepine scaffold to include a 3-phenyl substituent led to lead compound 48, a pure capsid assembly inhibitor with improved antiviral activity. (c) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.10.131

文献信息

• Discovery of a 1,5-dihydrobenzo[b][1,4]diazepine-2,4-dione series of inhibitors of HIV-1 capsid assembly
  作者：Lee D. Fader、Richard Bethell、Pierre Bonneau、Michael Bös、Yves Bousquet、Michael G. Cordingley、René Coulombe、Patrick Deroy、Anne-Marie Faucher、Alexandre Gagnon、Nathalie Goudreau、Chantal Grand-Maître、Ingrid Guse、Oliver Hucke、Stephen H. Kawai、Jean-Eric Lacoste、Serge Landry、Christopher T. Lemke、Eric Malenfant、Stephen Mason、Sébastien Morin、Jeff O’Meara、Bruno Simoneau、Steve Titolo、Christiane Yoakim

  DOI：10.1016/j.bmcl.2010.10.131

  日期：2011.1

  The discovery of a 1,5-dihydrobenzo[b][1,4]diazepine-2,4-dione series of inhibitors of HIV-1 capsid assembly is described. Synthesis of analogs of the 1,5-dihydrobenzo[b][1,4]diazepine-2,4-dione hit established structure-activity relationships. Replacement of the enamine functionality of the hit series with either an imidazole or a pyrazole ring led to compounds that inhibited both capsid assembly and reverse transcriptase. Optimization of the bicyclic benzodiazepine scaffold to include a 3-phenyl substituent led to lead compound 48, a pure capsid assembly inhibitor with improved antiviral activity. (c) 2010 Elsevier Ltd. All rights reserved.