N-tert-butyl-4-(cyclopropylmethyl)-2,5-dioxo-7-phenyl-1,3-dihydrothieno[2,3-e][1,4]diazepine-3-carboxamide | 1240361-25-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 噻烯杂卓类
• 英文名称: N-tert-butyl-4-(cyclopropylmethyl)-2,5-dioxo-7-phenyl-1,3-dihydrothieno[2,3-e][1,4]diazepine-3-carboxamide
• CAS: 1240361-25-4
• 化学式: C₂₂H₂₅N₃O₃S
• 分子量: 411.525
• InChiKey: VQBZSKFFHHREJQ-UHFFFAOYSA-N

物化性质

• 沸点：
  711.1±60.0 °C(predicted)
• 密度：
  1.264±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  29
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  107
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2-(Boc-amino)-5-phenylthiophene-3-carboxylic acid 在 三氟乙酸 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 48.0h， 生成 N-tert-butyl-4-(cyclopropylmethyl)-2,5-dioxo-7-phenyl-1,3-dihydrothieno[2,3-e][1,4]diazepine-3-carboxamide
  参考文献：
  名称：

  1,4-Thienodiazepine-2,5-diones via MCR (I): Synthesis, Virtual Space and p53-Mdm2 Activity

  摘要：

  1,4‐Thienodiazepine‐2,5‐diones have been synthesized via the Ugi‐Deprotection‐Cyclization (UDC) approach starting from Gewald 2‐aminothiophenes in a convergent and versatile manner. The resulting scaffold is unprecedented, cyclic, and peptidomimetic with four points of diversity introduced from readily available starting materials. In addition to eighteen synthesized and characterized compounds, a virtual compound library was generated and evaluated for chemical space distribution and drug‐like properties. A small focused compound library of 1,4‐thienodiazepine‐2,5‐diones has been screened for the activity against p53‐Mdm2 interaction. Biological evaluations demonstrated that some compounds exhibited promising antagonistic activity.

  DOI：

  10.1111/j.1747-0285.2010.00989.x

文献信息

• 1,4-Thienodiazepine-2,5-diones via MCR (I): Synthesis, Virtual Space and p53-Mdm2 Activity
  作者：Yijun Huang、Siglinde Wolf、Michal Bista、Lidio Meireles、Carlos Camacho、Tad A. Holak、Alexander Dömling

  DOI：10.1111/j.1747-0285.2010.00989.x

  日期：——

  1,4‐Thienodiazepine‐2,5‐diones have been synthesized via the Ugi‐Deprotection‐Cyclization (UDC) approach starting from Gewald 2‐aminothiophenes in a convergent and versatile manner. The resulting scaffold is unprecedented, cyclic, and peptidomimetic with four points of diversity introduced from readily available starting materials. In addition to eighteen synthesized and characterized compounds, a virtual compound library was generated and evaluated for chemical space distribution and drug‐like properties. A small focused compound library of 1,4‐thienodiazepine‐2,5‐diones has been screened for the activity against p53‐Mdm2 interaction. Biological evaluations demonstrated that some compounds exhibited promising antagonistic activity.