8-chloro-3-(dimethylamino-methylene)-1-phenyl-1,5-dihydro-benzo[b][1,4]diazepine-2,4-dione | 36985-18-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: 8-chloro-3-(dimethylamino-methylene)-1-phenyl-1,5-dihydro-benzo[b][1,4]diazepine-2,4-dione
• 英文别名: 7-Chlor-3-dimethylaminomethyliden-5-phenyl-1H-1,5-benzodiazepin-2,4-(3H,5H)-dion
• CAS: 36985-18-9
• 化学式: C₁₈H₁₆ClN₃O₂
• 分子量: 341.797
• InChiKey: WRERBOQJEARREX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  24.0
• 可旋转键数：
  2.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  52.65
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  2-甲氧基乙胺 、 8-chloro-3-(dimethylamino-methylene)-1-phenyl-1,5-dihydro-benzo[b][1,4]diazepine-2,4-dione 生成 7-chloro-3-[(2-methoxyethylamino)methylidene]-5-phenyl-1H-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
• 作为产物：
  描述：

  7-chloro-1H-1,5-benzodiazepine-2,4(3H,5H)-dione 在 copper diacetate 作用下， 以 二氯甲烷 为溶剂， 生成 8-chloro-3-(dimethylamino-methylene)-1-phenyl-1,5-dihydro-benzo[b][1,4]diazepine-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