8-methyl-4-methylsulfanyl-imidazo[1,5-d][1,2,4]triazine | 69195-41-1

• 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-4-methylsulfanyl-imidazo[1,5-d][1,2,4]triazine
• 英文别名: 8-methyl-4-(methylthio)-imidazo[1,5-d]-as-triazine；8-methyl-4-methylsulfanylimidazo[1,5-d][1,2,4]triazine
• CAS: 69195-41-1
• 化学式: C₇H₈N₄S
• 分子量: 180.233
• InChiKey: AWKAUUNKIBXHKC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  68.4
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  8-methyl-4-methylsulfanyl-imidazo[1,5-d][1,2,4]triazine 以 水 为溶剂， 反应 9.0h， 生成 N-(8-Methyl-imidazo[1,5-d][1,2,4]triazin-4-yl)-N-(1H-pyrazol-3-yl)-acetamide
  参考文献：
  名称：

  Imidazo[1,5-d][1,2,4]triazines as potential antiasthma agents

  摘要：

  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.

  DOI：

  10.1021/jm00149a029
• 作为产物：
  描述：

  3-(5-methyl-4-imidazolylmethylene)dithiocarbazic acid methyl ester 在 sodium 作用下， 以 甲醇 、 二苯醚 为溶剂， 生成 8-methyl-4-methylsulfanyl-imidazo[1,5-d][1,2,4]triazine
  参考文献：
  名称：

  Imidazo[1,5-d]-as-triazines

  摘要：

  提供了一种新型的取代咪唑-[1,5-d]-三嗪类化合物，可用作降压药物，同时具有除草活性。

  公开号：

  US04107308A1

文献信息

• 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：——
• US4107308A
  申请人：——

  公开号：US4107308A

  公开（公告）日：1978-08-15
• 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.
• Imidazo[1,5-d]-as-triazines
  申请人：American Cyanamid Company

  公开号：US04107308A1

  公开（公告）日：1978-08-15

  There are provided novel substituted imidazo-[1,5-d]-as-triazines useful as hypotensive agents as well as exhibiting herbicidal activity.

  提供了一种新型的取代咪唑-[1,5-d]-三嗪类化合物，可用作降压药物，同时具有除草活性。