5-chloro-3-methoxy-6-chloromethyl-1-phenyl-pyrazin-2(1H)-one | 1186050-62-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 5-chloro-3-methoxy-6-chloromethyl-1-phenyl-pyrazin-2(1H)-one
• 英文别名: 5-Chloro-6-(chloromethyl)-3-methoxy-1-phenylpyrazin-2-one
• CAS: 1186050-62-3
• 化学式: C₁₂H₁₀Cl₂N₂O₂
• 分子量: 285.13
• InChiKey: NVDSFLVCZFKFJK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  41.9
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  5-chloro-3-methoxy-6-methyl-1-phenyl-pyrazin-2(1H)-one 在 N-氯代丁二酰亚胺 、 偶氮二异丁腈 作用下， 以 四氯化碳 为溶剂， 反应 6.0h， 以62%的产率得到5-chloro-3-methoxy-6-chloromethyl-1-phenyl-pyrazin-2(1H)-one
  参考文献：
  名称：

  Synthesis and fungicidal activity of 3,5-dichloropyrazin-2(1H)-one derivatives

  摘要：

  We synthesized a family of 3,5-dichloropyrazin-2(1H)-one derivatives and assessed their in vitro fungicidal activity against Candida albicans. Compounds 11 and 20 were most active against C. albicans and induced accumulation of reactive oxygen species in this pathogen. Using a genome-wide approach in the yeast Saccharomyces cerevisiae, we demonstrated that genes involved in vacuolar functionality and DNA-related functions play an important role in cellular mechanisms underlying the fungicidal activity of these compounds. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.06.024

文献信息

• Synthesis and fungicidal activity of 3,5-dichloropyrazin-2(1H)-one derivatives
  作者：Isabelle E.J.A. François、Bruno P.A. Cammue、Sara Bresseleers、Hein Fleuren、Georges Hoornaert、Vaibhav P. Mehta、Sachin G. Modha、Erik V. Van der Eycken、Karin Thevissen

  DOI：10.1016/j.bmcl.2009.06.024

  日期：2009.8

  We synthesized a family of 3,5-dichloropyrazin-2(1H)-one derivatives and assessed their in vitro fungicidal activity against Candida albicans. Compounds 11 and 20 were most active against C. albicans and induced accumulation of reactive oxygen species in this pathogen. Using a genome-wide approach in the yeast Saccharomyces cerevisiae, we demonstrated that genes involved in vacuolar functionality and DNA-related functions play an important role in cellular mechanisms underlying the fungicidal activity of these compounds. (C) 2009 Elsevier Ltd. All rights reserved.