3-(5-methyl-3-phenyl-1H-pyrazole-1-carbonyl)-5-phenyl-8,9,10,10a-tetrahydropyrimido[5,4-e]pyrrolo-[1,2-c]pyrimidine-1,6(2H,5H)-dione | 1400701-16-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 3-(5-methyl-3-phenyl-1H-pyrazole-1-carbonyl)-5-phenyl-8,9,10,10a-tetrahydropyrimido[5,4-e]pyrrolo-[1,2-c]pyrimidine-1,6(2H,5H)-dione
• 英文别名: 11-(5-Methyl-3-phenylpyrazole-1-carbonyl)-8-phenyl-6,8,10,12-tetrazatricyclo[7.4.0.02,6]trideca-1(9),10-diene-7,13-dione；11-(5-methyl-3-phenylpyrazole-1-carbonyl)-8-phenyl-6,8,10,12-tetrazatricyclo[7.4.0.02,6]trideca-1(9),10-diene-7,13-dione
• CAS: 1400701-16-7
• 化学式: C₂₆H₂₂N₆O₃
• 分子量: 466.499
• InChiKey: ZOXGYHVSKBXTFZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  35
• 可旋转键数：
  3
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  99.9
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  3-Amino-1-oxo-2-phenyl-4a,5,6,7-tetrahydropyrrolo[1,2-c]pyrimidine-4-carbonitrile 在 一水合肼 作用下， 以 乙醇 、 N,N-二甲基甲酰胺 、 苯 为溶剂， 反应 18.0h， 生成 3-(5-methyl-3-phenyl-1H-pyrazole-1-carbonyl)-5-phenyl-8,9,10,10a-tetrahydropyrimido[5,4-e]pyrrolo-[1,2-c]pyrimidine-1,6(2H,5H)-dione
  参考文献：
  名称：

  New pyrimido[5,4-e]pyrrolo[1,2-c]pyrimidines: Synthesis, 2D-QSAR, anti-inflammatory, analgesic and ulcerogenicity studies

  摘要：

  New pyrimido[5,4-e]pyrrolo[1,2-c]pyrimidines were synthesized. A series of ylidene carbohydrazides 14a-i, and hydrazonate 15, were obtained from the prepared 3-carbohydrazide derivative 13. Pyrazole derivatives 12, 16a,b, 18, 19, 20, were also prepared through different reactions. The anti-inflammatory and analgesic activities of all new compounds were evaluated and most of them exerted comparable activity to indomethacin and celecoxib. Ulcer indexes for the most active compounds were calculated and most of them showed less ulcerogenic effect than the reference drugs. The most potent anti-inflammatory compound 12 showed an IC50 of 6.00 mu mol/kg and low ulcer index. COX-1/COX-2 activity ratio of compounds 12 and 16b showed almost equal inhibitory effect on both isoenzymes. 2D-QSAR studies revealed good predictive and statistically significant QSAR models. (C) 2012 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2012.06.048