5-methyl-7-phenyl-7,8-dihydro-2H-[1,2,4]triazolo[4,3-a]pyrimidine-3-thione | 1204405-16-2

• 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-methyl-7-phenyl-7,8-dihydro-2H-[1,2,4]triazolo[4,3-a]pyrimidine-3-thione
• CAS: 1204405-16-2
• 化学式: C₁₂H₁₂N₄S
• 分子量: 244.32
• InChiKey: QFCSIJIAMWGQDI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  71.8
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  二硫化碳 、 (6-methyl-4-phenyl-1,4-dihydro-pyrimidin-2-yl)hydrazine 在 sodium hydroxide 作用下， 以 乙醇 为溶剂， 反应 10.0h， 以75%的产率得到5-methyl-7-phenyl-7,8-dihydro-2H-[1,2,4]triazolo[4,3-a]pyrimidine-3-thione
  参考文献：
  名称：

  Analgesic, anticonvulsant and anti-inflammatory activities of some synthesized benzodiazipine, triazolopyrimidine and bis-imide derivatives

  摘要：

  A series of diazipine, pyrimidine, fused triazolopyrimidine and imide derivatives were newly synthesized using 4-phenyl-but-3-en-2-one 1 as a starting material and compounds 2 and 9 are intermediates. Initially the acute toxicity of the compounds was assayed via the determination of their LD50. All the compounds were interestingly less toxic than the reference drug. The pharmacological screening showed that many of these obtained compounds have good analgesic, anticonvulsant and anti-inflammatory activities comparable to Valdecoxib (R), Carbamazepine (R) and Predensilone (R) reference drugs. Regarding the protection against Carrageenan (R) induced edema, five compounds were found more potent than Prednisolone (R). On the other hand, in searching for COX-2 inhibitor, the inhibition of plasma PGE2 for the compounds were determined and four compounds were found more potent than Prednisolone (R). The detailed synthesis, spectroscopic data, pharmacological screening and acute toxicity LD50 for the synthesized compounds were reported. (C) 2009 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2009.07.013

文献信息

• Analgesic, anticonvulsant and anti-inflammatory activities of some synthesized benzodiazipine, triazolopyrimidine and bis-imide derivatives
  作者：Said A. Said、Abd El-Galil E. Amr、Nermien M. Sabry、Mohamed M. Abdalla

  DOI：10.1016/j.ejmech.2009.07.013

  日期：2009.12

  A series of diazipine, pyrimidine, fused triazolopyrimidine and imide derivatives were newly synthesized using 4-phenyl-but-3-en-2-one 1 as a starting material and compounds 2 and 9 are intermediates. Initially the acute toxicity of the compounds was assayed via the determination of their LD50. All the compounds were interestingly less toxic than the reference drug. The pharmacological screening showed that many of these obtained compounds have good analgesic, anticonvulsant and anti-inflammatory activities comparable to Valdecoxib (R), Carbamazepine (R) and Predensilone (R) reference drugs. Regarding the protection against Carrageenan (R) induced edema, five compounds were found more potent than Prednisolone (R). On the other hand, in searching for COX-2 inhibitor, the inhibition of plasma PGE2 for the compounds were determined and four compounds were found more potent than Prednisolone (R). The detailed synthesis, spectroscopic data, pharmacological screening and acute toxicity LD50 for the synthesized compounds were reported. (C) 2009 Elsevier Masson SAS. All rights reserved.