7,13-dioxo-8-phenyl-N-(propan-2-ylideneamino)-6,8,10,12-tetrazatricyclo[7.4.0.02,6]trideca-1(9),10-diene-11-carboxamide | 1400701-04-3

• 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: 7,13-dioxo-8-phenyl-N-(propan-2-ylideneamino)-6,8,10,12-tetrazatricyclo[7.4.0.02,6]trideca-1(9),10-diene-11-carboxamide
• CAS: 1400701-04-3
• 化学式: C₁₉H₂₀N₆O₃
• 分子量: 380.406
• InChiKey: YRJUEGWRWNXTGM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  28
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  107
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  异氰酸苯酯 在 sodium tetrahydroborate 、 一水合肼 、 溶剂黄146 作用下， 以 乙醇 、 二氯甲烷 、 苯 为溶剂， 反应 15.0h， 生成 7,13-dioxo-8-phenyl-N-(propan-2-ylideneamino)-6,8,10,12-tetrazatricyclo[7.4.0.02,6]trideca-1(9),10-diene-11-carboxamide
  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

文献信息

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

  DOI：10.1016/j.ejmech.2012.06.048

  日期：2012.9

  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.