5-benzyl-3-methyl-4-oxo-8-thioxo-4,5,7,8-tetrahydrothieno[3,2-e][1,2,4]triazolo[4,3-a]pyrimidine-2-carboxamide | 1400635-21-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 三唑并嘧啶类
• 英文名称: 5-benzyl-3-methyl-4-oxo-8-thioxo-4,5,7,8-tetrahydrothieno[3,2-e][1,2,4]triazolo[4,3-a]pyrimidine-2-carboxamide
• 英文别名: 8-Benzyl-5-methyl-7-oxo-12-sulfanylidene-3-thia-1,8,10,11-tetrazatricyclo[7.3.0.02,6]dodeca-2(6),4,9-triene-4-carboxamide
• CAS: 1400635-21-3
• 化学式: C₁₆H₁₃N₅O₂S₂
• 分子量: 371.444
• InChiKey: VTPIGRYJEMQGAE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  25
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  151
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  5-benzyl-3-methyl-4-oxo-8-thioxo-4,5,7,8-tetrahydrothieno[3,2-e][1,2,4]triazolo[4,3-a]pyrimidine-2-carboxamide 、 溴乙酸乙酯 在 sodium acetate 作用下， 以 乙醇 为溶剂， 反应 9.5h， 以82%的产率得到ethyl [(5-benzyl-2-carbamoyl-3-methyl-4-oxo-4,5-dihydrothieno[3,2-e][1,2,4]triazolo[4,3-a]pyrimidin-8-yl)sulfanyl]acetate
  参考文献：
  名称：

  Design, synthesis and biological evaluation of some novel thienopyrimidines and fused thienopyrimidines as anti-inflammatory agents

  摘要：

  Some new substituted thienopyrimidine derivatives comprising thioxo, thioalkyl and pyrazolyl derivatives as well as fused thienotriazolopyrimidine and thienopyrimidinotriazine ring systems were prepared from 3-benzyl-2-hydrazino-5-methyl-4-oxo-3,4-dihydrothieno[2,3-d]pyrimidine-6-carboxamide 4. The designed compounds were evaluated for their anti-inflammatory activity. Compounds 4, 9, 10 and 13 showed the highest anti-inflammatory effect compared with the reference drug diclofenac sodium. (C) 2012 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2012.07.007
• 作为产物：
  描述：

  2-氨在-5-氨基羰基-4-甲基-3-噻吩羧酸乙酯 在 sodium acetate 、 potassium carbonate 、 一水合肼 、 potassium hydroxide 作用下， 以 乙醇 、 丙酮 、 乙腈 为溶剂， 反应 34.0h， 生成 5-benzyl-3-methyl-4-oxo-8-thioxo-4,5,7,8-tetrahydrothieno[3,2-e][1,2,4]triazolo[4,3-a]pyrimidine-2-carboxamide
  参考文献：
  名称：

  Design, synthesis and biological evaluation of some novel thienopyrimidines and fused thienopyrimidines as anti-inflammatory agents

  摘要：

  Some new substituted thienopyrimidine derivatives comprising thioxo, thioalkyl and pyrazolyl derivatives as well as fused thienotriazolopyrimidine and thienopyrimidinotriazine ring systems were prepared from 3-benzyl-2-hydrazino-5-methyl-4-oxo-3,4-dihydrothieno[2,3-d]pyrimidine-6-carboxamide 4. The designed compounds were evaluated for their anti-inflammatory activity. Compounds 4, 9, 10 and 13 showed the highest anti-inflammatory effect compared with the reference drug diclofenac sodium. (C) 2012 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2012.07.007

文献信息

• Design, synthesis and biological evaluation of some novel thienopyrimidines and fused thienopyrimidines as anti-inflammatory agents
  作者：Ola H. Rizk、Omaima G. Shaaban、Ibrahim M. El-Ashmawy

  DOI：10.1016/j.ejmech.2012.07.007

  日期：2012.9

  Some new substituted thienopyrimidine derivatives comprising thioxo, thioalkyl and pyrazolyl derivatives as well as fused thienotriazolopyrimidine and thienopyrimidinotriazine ring systems were prepared from 3-benzyl-2-hydrazino-5-methyl-4-oxo-3,4-dihydrothieno[2,3-d]pyrimidine-6-carboxamide 4. The designed compounds were evaluated for their anti-inflammatory activity. Compounds 4, 9, 10 and 13 showed the highest anti-inflammatory effect compared with the reference drug diclofenac sodium. (C) 2012 Elsevier Masson SAS. All rights reserved.