(8-Methyl-6-propyl-imidazo[1,5-d][1,2,4]triazin-4-ylsulfanyl)-acetic acid ethyl ester | 97751-07-0

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: (8-Methyl-6-propyl-imidazo[1,5-d][1,2,4]triazin-4-ylsulfanyl)-acetic acid ethyl ester
• 英文别名: Ethyl 2-(8-methyl-6-propylimidazo[1,5-d][1,2,4]triazin-4-yl)sulfanylacetate
• CAS: 97751-07-0
• 化学式: C₁₃H₁₈N₄O₂S
• 分子量: 294.378
• InChiKey: PPMMIBCUAJFORI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  20
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  94.7
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  8-methyl-6-phenyl-3H-imidazo[1,5-d][1,2,4]triazine-4-thione 、 溴乙酸乙酯 以20%的产率得到
  参考文献：
  名称：

  PAUL, R.;BROCKMAN, J. A.;HALLETT, W. A.;HANIFIN, J. W.;TARRANT, M. E.;TOR+, J. MED. CHEM., 1985, 28, N 11, 1704-1716

  摘要：

  DOI：

文献信息

• Imidazo[1,5-d][1,2,4]triazines as potential antiasthma agents
  作者：Rolf Paul、John A. Brockman、W. A. Hallett、John W. Hanifin、M. Ernestine Tarrant、Lawrence W. Torley、Francis M. Callahan、Paul F. Fabio、Bernard D. Johnson

  DOI：10.1021/jm00149a029

  日期：1985.11

  By using inhibition of histamine release from antigen-challenged, sensitized human basophils as a means of identifying a potentially prophylactic drug for the treatment of asthma, a series of substituted imidazo[1,5-d][1,2,4]triazines were found, which were active. These compounds were prepared by treating imidazolecarboxaldehydes with excess Grignard agent and then oxidizing the resulting alcohols to ketones with Jones reagent. Pyrolysis of a mixture of ketone and methyl carbazate at 200 degrees C in diphenyl ether produced the desired imidazo[1,5-d][1,2,4]triazines. Those compounds with the greatest basophil activity were tested for in vivo activity in the mouse passive cutaneous anaphylaxis (PCA) and the guinea pig passive anaphylaxis tests. The best compounds, 1-ethyl-8-methyl-6-propylimidazo[1,5-d][1,2,4]triazin-4(3H)- one (4-17) and 1,8-dimethyl-6-propylimidazo[1,5-d][1,2,4]triazin-4-(3H)-one (4-16) were chosen for further study.
• PAUL, R.;BROCKMAN, J. A.;HALLETT, W. A.;HANIFIN, J. W.;TARRANT, M. E.;TOR+, J. MED. CHEM., 1985, 28, N 11, 1704-1716
  作者：PAUL, R.、BROCKMAN, J. A.、HALLETT, W. A.、HANIFIN, J. W.、TARRANT, M. E.、TOR+

  DOI：——

  日期：——