1,6-di-n-propyl-8-methylimidazo[1,5-d]-as-triazin-4(3H)-one | 84227-39-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 三嗪类
• 英文名称: 1,6-di-n-propyl-8-methylimidazo[1,5-d]-as-triazin-4(3H)-one
• 英文别名: 8-Methyl-1,6-dipropylimidazo[1,5-d][1,2,4]triazin-4(3H)-one；8-methyl-1,6-dipropyl-3H-imidazo[1,5-d][1,2,4]triazin-4-one
• CAS: 84227-39-4
• 化学式: C₁₂H₁₈N₄O
• 分子量: 234.301
• InChiKey: GYRNWWWCIUGQRS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  59.3
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1,6-di-n-propyl-8-methylimidazo[1,5-d]-as-triazin-4(3H)-one 、 3-溴丙烯 以93%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：
• 作为产物：
  描述：

  1-(5-Methyl-2-propyl-3H-imidazol-4-yl)-butan-1-ol 在 chromium(VI) oxide 、 硫酸 、 溶剂黄146 作用下， 以 水 、 丙酮 为溶剂， 反应 6.0h， 生成 1,6-di-n-propyl-8-methylimidazo[1,5-d]-as-triazin-4(3H)-one
  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

文献信息

• Process for preparing
  申请人：American Cyanamid Co.

  公开号：US04395547A1

  公开（公告）日：1983-07-26

  This disclosure describes a novel process for the preparation of 1-(lower alkyl)substituted derivatives of 6-n-propyl-8-alkylimidazo[1,5-d]-as-triazin-4(3H)-ones which are useful as anti-asthmatic agents.

  本公开描述了一种新颖的制备1-(较低烷基)取代的6-n-丙基-8-烷基咪唑并三唑并[1,5-d]-嘧啶-4(3H)-酮衍生物的过程，这些衍生物可用作抗哮喘药物。
• Substituted-6-n-propyl-8-methylimidazo[1,5-d]-as-triazin-4-(3H)-ones
  申请人：American Cyanamid Company

  公开号：US04447603A1

  公开（公告）日：1984-05-08

  This disclosure describes new compounds and compositions of matter useful as anti-asthmatic agents and the method of meliorating asthma in mammals therewith, the novel active ingredients of said compositions of matter being certain 1-substituted-6-n-propyl-8-methylimidazo [1,5-d]-as-triazin-4(3H)-ones and/or the pharmacologically acceptable acid-addition salts thereof.

  本公开说明了一些新化合物和物质组成，这些化合物和物质组成可用作抗哮喘剂，并且使用这些化合物和物质组成的方法可以改善哺乳动物的哮喘病情。这些物质组成的新活性成分是某些1-取代-6-正丙基-8-甲基咪唑[1,5-d]-嘧啶-4(3H)-酮和/或其药理学上可接受的酸加成盐。
• 1-Substituted-6-n-propyl-8-methylimidazo(1,5-d)-as-triazin-4(3H)-ones
  申请人：AMERICAN CYANAMID COMPANY

  公开号：EP0057289A1

  公开（公告）日：1982-08-11

  This disclosure describes new compounds and compositions of matter useful as anti-asthmatic agents and the method of meliorating asthma in mammals therewith, the novel active ingredients of said compositions of matter being certain 1-substituted-6-n-propyl-8-methylimidazo [1,5-d]-as-triazin-4(3H)-ones and/or the pharmacologically acceptable acid-addition salts thereof.

  本公开描述了可用作抗哮喘药的新化合物和物质组合物，以及用其改善哺乳动物哮喘的方法，所述物质组合物的新活性成分是某些 1-取代-6-正丙基-8-甲基咪唑并[1,5-d]-异三嗪-4(3H)-酮和/或其药理上可接受的酸加成盐。
• Process for preparing 1-substituted-6-n-propyl-8-methylimidazo(1,5-d)-as-triazin-4(3H)-ones
  申请人：AMERICAN CYANAMID COMPANY

  公开号：EP0085756A1

  公开（公告）日：1983-08-17

  This disclosure describes novel processes for the preparation of 2-(n-propyll-4-methyl-5-(lower alkanoyl) imidazoles which are useful as intermediates for the preparation of anti-asthmatic agents.

  本公开介绍了制备 2-(正丙基-4-甲基-5-(低级烷酰基)咪唑的新工艺，这些咪唑可用作制备抗哮喘药物的中间体。
• US4395547A
  申请人：——

  公开号：US4395547A

  公开（公告）日：1983-07-26