4H-thieno<2,3-b><1,4>diazepine-5,7(6H,8H)-dione | 186808-50-4

• 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: 4H-thieno<2,3-b><1,4>diazepine-5,7(6H,8H)-dione
• 英文别名: 4,8-Dihydrothieno[2,3-b][1,4]diazepine-5,7-dione
• CAS: 186808-50-4
• 化学式: C₇H₆N₂O₂S
• 分子量: 182.203
• InChiKey: IZKQIVNJFAZCQL-UHFFFAOYSA-N

物化性质

• 沸点：
  501.1±45.0 °C(Predicted)
• 密度：
  1.417±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.2
• 重原子数：
  12
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  86.4
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4H-thieno<2,3-b><1,4>diazepine-5,7(6H,8H)-dione 在 platinum(IV) oxide lithium aluminium tetrahydride 、 氢气 、 三乙胺 、 potassium iodide 作用下， 以 四氢呋喃 、 二氯甲烷 、 乙腈 为溶剂， 反应 51.0h， 生成 N-(4-(8-(4-methyl-hexahydro-1H-<1,4>diazepin-1-yl)acetyl-5,6,7,8-tetrahydro-4H-thieno<2,3-b><1,4>diazepin-4-yl)carbonyl)phenyl-2-phenylbenzamide
  参考文献：
  名称：

  Synthesis of Novel 5,6,7,8-Tetrahydro-4H-thieno[2,3-b][1,4]diazepine Derivatives

  摘要：

  Unsubstituted 5,6,7, 8-tetrahydro-4H-thieno[2, 3-b][1,4]diazepine (1) and 4H-thieno[2,3-b][1,4]diazepine-5,7(6H,8H)-dione (2) were newly synthesized. Benzoylation of 1 regioselectively afforded thienodiazepine (13) substituted with a benzoyl group nl position 4. Alternatively, novel synthetic procedures were devised to yield thienodiazepine (22) substituted with an alkyl group or compound (14) with an aralkyl group at position 8. Thus, the ingenious introduction of functional groups at the N-4 or 8 position of a thienodiazepine skeleton was achieved and then a variety of 5,6,7,8-tetrahydro-4H-thieno[2,3-b][1,4]diazepines (5)-(9), and (27), some of which exhibited potent arginine vasopressin antagonistic activity, were obtained using the key intermediates and (1), (13), (14) and (22).

  DOI：

  10.3987/com-98-8179
• 作为产物：
  描述：

  8-benzyl-4H-thieno<2,3-b><1,4>diazepine-5,7(6H,8H)-dione 在 氨 、 sodium 作用下， 反应 1.0h， 以93.6%的产率得到4H-thieno<2,3-b><1,4>diazepine-5,7(6H,8H)-dione
  参考文献：
  名称：

  Synthesis of Novel 5,6,7,8-Tetrahydro-4H-thieno[2,3-b][1,4]diazepine Derivatives

  摘要：

  Unsubstituted 5,6,7, 8-tetrahydro-4H-thieno[2, 3-b][1,4]diazepine (1) and 4H-thieno[2,3-b][1,4]diazepine-5,7(6H,8H)-dione (2) were newly synthesized. Benzoylation of 1 regioselectively afforded thienodiazepine (13) substituted with a benzoyl group nl position 4. Alternatively, novel synthetic procedures were devised to yield thienodiazepine (22) substituted with an alkyl group or compound (14) with an aralkyl group at position 8. Thus, the ingenious introduction of functional groups at the N-4 or 8 position of a thienodiazepine skeleton was achieved and then a variety of 5,6,7,8-tetrahydro-4H-thieno[2,3-b][1,4]diazepines (5)-(9), and (27), some of which exhibited potent arginine vasopressin antagonistic activity, were obtained using the key intermediates and (1), (13), (14) and (22).

  DOI：

  10.3987/com-98-8179