4-ethoxycarbonyl-7,8-dimethoxy-1-(4-trifluoromethylphenyl)-2,3-benzodiazepin-5-one | 1131426-78-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 4-ethoxycarbonyl-7,8-dimethoxy-1-(4-trifluoromethylphenyl)-2,3-benzodiazepin-5-one
• 英文别名: Ethyl 7,8-dimethoxy-5-oxo-1-[4-(trifluoromethyl)phenyl]-2,3-benzodiazepine-4-carboxylate
• CAS: 1131426-78-2
• 化学式: C₂₁H₁₇F₃N₂O₅
• 分子量: 434.372
• InChiKey: UQWSANRYYLJMKJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  31
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  86.6
• 氢给体数：
  0
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  4-ethoxycarbonyl-7,8-dimethoxy-1-(4-trifluoromethylphenyl)-2,3-benzodiazepin-5-one 在 苄胺 作用下， 以 乙醇 为溶剂， 反应 1.0h， 以100%的产率得到2-ethoxycarbonyl-5,6-dimethoxy-3-(4-trifluoromethylphenyl)-1-indenone
  参考文献：
  名称：

  Novel 3,4-Diazabenzotropone Compounds (2,3-Benzodiazepin-5-ones): Synthesis, Unique Reactivity, and Biological Evaluation

  摘要：

  Efficient synthesis of 3,4-diazabenzo[b]tropone was first achieved utilizing 4 pi-8 pi sequential electrocyclic reactions of functionalized benzocyclobutenone derivatives. These compounds are highly electron deficient and readily form amine adducts at ambient temperature. Furthermore, gentle heating resulted in quantitative nitrogen extrusion to produce indenone derivatives. These diazabenzotropones were found to exhibit potent apoptosis-inducing activity against human lymphoma cells. Thus, novel amine-catalyzed nitrogen extrusion reactions and interesting bioactivities were found to be characteristic of these novel diazabenzotropone compounds.

  DOI：

  10.1021/ol900154x
• 作为产物：
  描述：

  4-ethoxycarbonyl-1,2-dihydro-7,8-dimethoxy-1-(4-trifluoromethylphenyl)-1-trimethylsilyloxy-2,3-benzodiazepin-5-one 在 camphor-10-sulfonic acid 作用下， 以 二氯甲烷 为溶剂， 以95%的产率得到4-ethoxycarbonyl-7,8-dimethoxy-1-(4-trifluoromethylphenyl)-2,3-benzodiazepin-5-one
  参考文献：
  名称：

  Novel 3,4-Diazabenzotropone Compounds (2,3-Benzodiazepin-5-ones): Synthesis, Unique Reactivity, and Biological Evaluation

  摘要：

  Efficient synthesis of 3,4-diazabenzo[b]tropone was first achieved utilizing 4 pi-8 pi sequential electrocyclic reactions of functionalized benzocyclobutenone derivatives. These compounds are highly electron deficient and readily form amine adducts at ambient temperature. Furthermore, gentle heating resulted in quantitative nitrogen extrusion to produce indenone derivatives. These diazabenzotropones were found to exhibit potent apoptosis-inducing activity against human lymphoma cells. Thus, novel amine-catalyzed nitrogen extrusion reactions and interesting bioactivities were found to be characteristic of these novel diazabenzotropone compounds.

  DOI：

  10.1021/ol900154x