7-chloro-1-methyl-1,5-dihydro-benzo[b][1,4]diazepine-2,4-dione | 23954-52-1

• 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: 7-chloro-1-methyl-1,5-dihydro-benzo[b][1,4]diazepine-2,4-dione
• 英文别名: 1-methyl 7-chloro 1,2,4,5-tetrahydro 2,4-dioxo 3H-1,5-benzodiazepine；7-chloro-1-methyl-1H-1,5-benzodiazepine-2,4-(3H,5H)-dione；7-Chlor-1-methyl-1H-1,5-benzodiazepin-2,4-dion；7-chloro-1-methyl-5H-1,5-benzodiazepine-2,4-dione
• CAS: 23954-52-1
• 化学式: C₁₀H₉ClN₂O₂
• 分子量: 224.647
• InChiKey: FAABUFPQMCQQOT-UHFFFAOYSA-N

物化性质

• 熔点：
  215-217 °C
• 沸点：
  528.5±50.0 °C(Predicted)
• 密度：
  1.352±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  15
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  49.4
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  7-chloro-1-methyl-1,5-dihydro-benzo[b][1,4]diazepine-2,4-dione 在 copper diacetate 作用下， 以 二氯甲烷 为溶剂， 生成 7-chloro-3-[(2-methoxyethylamino)methylidene]-1-methyl-5-phenyl-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：

  4-氯-N-甲基-2-硝基苯胺 以 四氢呋喃 为溶剂， 生成 7-chloro-1-methyl-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

文献信息

• US3984398A
  申请人：——

  公开号：US3984398A

  公开（公告）日：1976-10-05
• US4001408A
  申请人：——

  公开号：US4001408A

  公开（公告）日：1977-01-04
• US4138572A
  申请人：——

  公开号：US4138572A

  公开（公告）日：1979-02-06
• USRE28972E
  申请人：——

  公开号：USRE28972E

  公开（公告）日：1976-09-21