8-methyl-6-propylimidazo<1,5-d><1,2,4>triazin-4(3H)-one | 68283-12-5

• 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: 8-methyl-6-propylimidazo<1,5-d><1,2,4>triazin-4(3H)-one
• 英文别名: 8-methyl-6-propyl-3H-imidazo[1,5-d][1,2,4]triazin-4-one；8-Methyl-6-n-propyl-imidazo[1,5-d]-as-triazin-4(3H)-one；8-methyl-6-propyl-3H-imidazo[1,5-d][1,2,4]triazin-4-one
• CAS: 68283-12-5
• 化学式: C₉H₁₂N₄O
• 分子量: 192.22
• InChiKey: BDOAATXZVMJJTJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.44
• 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：

  8-methyl-6-propylimidazo<1,5-d><1,2,4>triazin-4(3H)-one 以37%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：

  ethyl N-[(E)-(5-methyl-2-propyl-1H-imidazol-4-yl)methylideneamino]carbamate 、 二苯醚 以92%的产率得到
  参考文献：
  名称：

  PAUL R.; MENSCHIK J., HETEROCYCL. CHEM., 1979, 16, NO 2, 277-282

  摘要：

  DOI：

文献信息

• Method for the control of undesired plant species using
  申请人：American Cyanamid Company

  公开号：US04168964A1

  公开（公告）日：1979-09-25

  This disclosure describes herbicidal methods for the pre- and postemergence control of undesired mono- and dicotyledonous plants using substituted imidazo[1,5-d]-as-triazin-4(3H)-ones and substituted imidazo[1,5-d]-as-triazine-4(3H)-thiones.

  本公开说明了使用取代的咪唑并[1,5-d]-嘧啶-4（3H）-酮和取代的咪唑并[1,5-d]-嘧啶-4（3H）-硫酮进行预发芽和后发芽控制不需要的单子叶和双子叶植物的除草方法。
• Imidazo [1,5-d]-as-triazine-4(3H)-ones and thiones
  申请人：American Cyanamid Company

  公开号：US04107307A1

  公开（公告）日：1978-08-15

  There is provided substituted imidazo[1,5-d]-as-triazine-4(3H)-ones and substituted imidazo[1,5-d]-as-triazin-4(3H)-thiones useful as inhibitors of the enzyme cyclic-AMP phosphodiesterase and as broad spectrum herbicides.

  提供了取代的咪唑并[1,5-d]-嘧啶-4(3H)-酮和取代的咪唑并[1,5-d]-嘧啶-4(3H)-硫酮，可用作环磷酸腺苷磷酸二酯酶的抑制剂和广谱除草剂。
• Substituted 3-(4-imidazolylmethylene)carbazic and thiocarbazic acid
  申请人：American Cyanamid Company

  公开号：US04124766A1

  公开（公告）日：1978-11-07

  There are provided substituted 3-(4-imidazolyl-methylene)carbazic acid esters and 3-(4-imidazolylmethylene)dithiocarbazic acid esters useful as intermediates for the preparation of compounds which inhibit the enzyme cyclic-AMP phosphodiesterase.

  提供了3-(4-咪唑亚甲基)氨基甲酸酯和3-(4-咪唑亚甲基)二硫氨基甲酸酯，用作制备抑制酶环磷酸腺苷磷酸二酯酶的化合物的中间体。
• 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。
• 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.