5-(1-acetyl-2-(1H-indol-3-yl)-2,3-dihydro-1H-benzo[b][1,4]diazepin-4-yl)-4-hydroxy-2H-1,3-thiazine-2,6(3H)-dione | 1089176-53-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶并嘧啶类
• 英文名称: 5-(1-acetyl-2-(1H-indol-3-yl)-2,3-dihydro-1H-benzo[b][1,4]diazepin-4-yl)-4-hydroxy-2H-1,3-thiazine-2,6(3H)-dione
• CAS: 1089176-53-3
• 化学式: C₂₃H₁₈N₄O₄S
• 分子量: 446.486
• InChiKey: DAWJQCGESYYXHI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  32.0
• 可旋转键数：
  2.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  118.62
• 氢给体数：
  3.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  5-(1-acetyl-2-(1H-indol-3-yl)-2,3-dihydro-1H-benzo[b][1,4]diazepin-4-yl)-4-hydroxy-2H-1,3-thiazine-2,6(3H)-dione 以 N,N-二甲基甲酰胺 为溶剂， 以82%的产率得到
  参考文献：
  名称：

  Azines and azoles: CXXVI. First example of a novel heterocyclic system: Pyrimido[1,6-a][1,5]benzodiazepines

  摘要：

  4-Hydroxy-5-(2-R-2,3-dihydro-1H-1,5-benzodiazepin-4-yl)-2H-1,3-thiazine-2,6-diones readily undergo acylation at the N-1 atom of the benzodiazepine system by the action of acetic anhydride. Heating of the acetylated products in boiling dimethylformamide leads to the formation of 75-93% of the corresponding 7-acetyl-6-R-6,7-dihydropyrimido[1,6-a][1,5]benzodiazepine-1,3-diones that are derivatives of hitherto unknown fused heterocyclic system, pyrimido[1,6-a][1,5]benzodiazepine. 4-Hydroxy-5-(2-R-2,3-dihydro-1H1,5-benzodiazepin-4-yl)-2H-1,3-thiazine-2,6-diones are converted into 1-(2-aminophenyl)-6-(2-R-vinyl)uracils on heating in boiling DMF.

  DOI：

  10.1134/s1070363207120146
• 作为产物：
  描述：

  5-(2-(1H-indol-3-yl)-2,3-dihydro-1H-benzo[b][1,4]diazepin-4-yl)-4-hydroxy-2H-1,3-thiazine-2,6(3H)-dione 、 乙酸酐 反应 0.5h， 以85%的产率得到5-(1-acetyl-2-(1H-indol-3-yl)-2,3-dihydro-1H-benzo[b][1,4]diazepin-4-yl)-4-hydroxy-2H-1,3-thiazine-2,6(3H)-dione
  参考文献：
  名称：

  Azines and azoles: CXXVI. First example of a novel heterocyclic system: Pyrimido[1,6-a][1,5]benzodiazepines

  摘要：

  4-Hydroxy-5-(2-R-2,3-dihydro-1H-1,5-benzodiazepin-4-yl)-2H-1,3-thiazine-2,6-diones readily undergo acylation at the N-1 atom of the benzodiazepine system by the action of acetic anhydride. Heating of the acetylated products in boiling dimethylformamide leads to the formation of 75-93% of the corresponding 7-acetyl-6-R-6,7-dihydropyrimido[1,6-a][1,5]benzodiazepine-1,3-diones that are derivatives of hitherto unknown fused heterocyclic system, pyrimido[1,6-a][1,5]benzodiazepine. 4-Hydroxy-5-(2-R-2,3-dihydro-1H1,5-benzodiazepin-4-yl)-2H-1,3-thiazine-2,6-diones are converted into 1-(2-aminophenyl)-6-(2-R-vinyl)uracils on heating in boiling DMF.

  DOI：

  10.1134/s1070363207120146