1-(3-methylsulfanyl-1,2,4-triazin-5-yl)butan-1-one | 188251-35-6

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 1-(3-methylsulfanyl-1,2,4-triazin-5-yl)butan-1-one
• 英文别名: 5-butanoyl-3-methylsulfanyl-1,2,4-triazine；Propyl 3-(methylthio)-1,2,4-triazin-5-yl ketone
• CAS: 188251-35-6
• 化学式: C₈H₁₁N₃OS
• 分子量: 197.261
• InChiKey: UYVAIYVXKKJSGM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  13
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  81
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  1-(3-methylsulfanyl-1,2,4-triazin-5-yl)butan-1-one 在 盐酸 作用下， 以 1,4-二氧六环 、 乙醇 为溶剂， 反应 2.08h， 生成 1-(4-Chloro-phenyl)-5-methylsulfanyl-3-propyl-1H-pyrazolo[4,3-e][1,2,4]triazine
  参考文献：
  名称：

  5-Acyl-1,2,4-三嗪苯腙酸促进闭环合成吡唑并[4,3-e][1,2,4]三嗪

  摘要：

  The reaction of various substituted phenylhydrazones of 5-acyl-1,2,4-triazines in the presence of 1.1 equivalent of HCl in boiling ethanol-dioxane mixture has been studied. In all reactions the formation of the corresponding pyrazolo[4,3-e][1,2,4]triazines (3a-r) takes place in good yield. The structures of 3a-r were unequivocally established by spectroscopic methods as well as by X-Ray analysis of selected 5-methyl-3-phenyl-7-(p-tolyl)pyrazolo[4,3-e] [1,2,4]triazine (3a).

  DOI：

  10.3987/com-00-8972
• 作为产物：
  描述：

  1-(3-methylsulfanyl-1,2,4-triazin-5-yl)butan-1-oneoxime 在 sodium dithionite 、 水 作用下， 以 1,4-二氧六环 为溶剂， 反应 24.0h， 以55%的产率得到1-(3-methylsulfanyl-1,2,4-triazin-5-yl)butan-1-one
  参考文献：
  名称：

  Relaxant effects of selected sildenafil analogues in the rat aorta

  摘要：

  A new series of sulfonamide derivatives of pyrazolo[4,3-e][1,2,4]triazine with chiral amino group has been synthesized and characterized. The compounds were tested for their relaxant effects in the rat aorta. Evaluation of prepared derivatives demonstrated that compound (8a) is probably a non-selective phosphodiesterase (PDE) inhibitor, as it induced aortic relaxation through endothelium-independent mechanism.

  DOI：

  10.3109/14756366.2015.1024674

文献信息

• Transformations of phenylhydrazones of 5-acyl-1,2,4-triazines to pyrazolo[4,3-<i>e</i>][1,2,4]triazines or 4-cyanopyrazole
  作者：Mariusz Mojzych、Andrzej Rykowski

  DOI：10.1002/jhet.5570440504

  日期：2007.9

  A simple and high yielding preparation of pyrazolo[4,3-e][1,2,4]triazines and 4-cyano-3-methyl-1-phenylpyrazole derivatives from corresponding phenylhydrazones of 5-acyl-1,2,4-triazines by melt under acidic medium and by thermal heating, respectively.

  由5-酰基-1,2,4-的相应苯hydr类化合物简单高效地制备吡唑并[4,3- e ] [1,2,4]三嗪和4-氰基-3-甲基-1-苯基吡唑衍生物通过在酸性介质下熔融和通过热加热分别形成三嗪。
• Palladium-catalyzed cross-coupling of 5-acyl and 5-formyl-1,2,4-triazines and their derivatives with heteroaromatic tin compounds
  作者：Danuta Branowska、Ewa Olender、Andrzej Rykowski

  DOI：10.1016/j.tet.2014.04.094

  日期：2014.8

  mono- and di(substituted)-1,2,4-triazine derivatives containing thiophene and furan rings are described. Heteroaromatic rings were provided using palladium-catalyzed cross-coupling reaction between 3-alkylsulfanyl-5-acyl-1,2,4-triazines or 5-cyano-3-alkylsulfanyl-1,2,4-triazines and heteroaromatic tin compounds. New compounds bearing masked acyl groups were also obtained. These reactions were optimized

  描述了含有噻吩和呋喃环的新型单和二（取代）-1,2,4-三嗪衍生物的合成。使用3-烷基硫烷基-5-酰基-1，2，4-三嗪或5-氰基-3-烷基硫烷基-1，2，4-三嗪与杂芳族锡化合物之间的钯催化交叉偶联反应提供杂芳族环。还获得了带有掩蔽酰基的新化合物。这些反应经过优化以确定该方法的范围和局限性，并用于制备带有末端杂环的寡聚噻吩。
• Rykowski; Lipinska, Polish Journal of Chemistry, 1997, vol. 71, # 1, p. 83 - 90
  作者：Rykowski、Lipinska

  DOI：——

  日期：——
• An unusual transformation of 5-acyl-1,2,4-triazines into 3-pyridyl-1,2,4-triazines via tandem Stille cross-coupling/aza Diels–Alder reaction
  作者：Danuta Branowska、Olga Siuchta、Zbigniew Karczmarzyk、Waldemar Wysocki、Ewa Wolińska、Mariusz Mojzych、Robert Kawęcki

  DOI：10.1016/j.tetlet.2011.10.034

  日期：2011.12

  A new route to 3-heteroaryl-1,2,4-triazines possessing a keto substituent at C-5 of the 1,2,4-triazine core using a Stille cross-coupling procedure and their unexpected ring transformation into pyridyltriazines as a result of enolization of an acyl group catalyzed by metal ions, are reported. (C) 2011 Elsevier Ltd. All rights reserved.
• Mojzych, Mariusz; Sebela, Marek, Journal of the Chemical Society of Pakistan, 2015, vol. 37, # 2, p. 300 - 305
  作者：Mojzych, Mariusz、Sebela, Marek

  DOI：——

  日期：——