6-bromo-4-chloro-3-((1H-1,2,4-triazol-1-yl)methyl)-2H-thiochromen

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 硫色烯
• 英文名称: 6-bromo-4-chloro-3-((1H-1,2,4-triazol-1-yl)methyl)-2H-thiochromen
• 英文别名: 1-[(6-bromo-4-chloro-2H-thiochromen-3-yl)methyl]-1,2,4-triazole
• 化学式: C₁₂H₉BrClN₃S
• 分子量: 342.647
• InChiKey: BLVKDQDLFVEEEC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  56
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  3-((4-溴苯基)硫代)丙酸 在 sodium tetrahydroborate 、 氯化亚砜 、 硫酸 、 potassium carbonate 、 potassium iodide 、 三氯氧磷 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 生成 6-bromo-4-chloro-3-((1H-1,2,4-triazol-1-yl)methyl)-2H-thiochromen
  参考文献：
  名称：

  Design, synthesis, and biological evaluation of 4-chloro-2H-thiochromenes featuring nitrogen-containing side chains as potent antifungal agents

  摘要：

  A series of 4-chloro-2H-thiochromenes featuring nitrogen-containing side chains were designed, synthesized and tested in vitro for their antifungal activities. The results of preliminary antifungal tests showed that most target compounds exhibited good inhibitory activities against Candida albicans, Cryptococcus neoformans, Candida tropicalis. Notably, compounds 10e and 10y showed most potent activity in vitro against a variety of fungal pathogens with low MICs. Meanwhile, low cytotoxicity on mammalian cells has been observed for compounds 10e and 10y in the tested concentrations by the MTT assay. Therefore, the 4-chloro-2H-thiochromenes with nitrogen-containing groups provide new lead structures in the search for novel antifungal agents.

  DOI：

  10.1016/j.bmcl.2018.06.035

文献信息

• Design, synthesis, and biological evaluation of 4-chloro-2H-thiochromenes featuring nitrogen-containing side chains as potent antifungal agents
  作者：Dan-Jiao Wang、Zhuang Hou、Hang Xu、Ran An、Xin Su、Chun Guo

  DOI：10.1016/j.bmcl.2018.06.035

  日期：2018.12

  A series of 4-chloro-2H-thiochromenes featuring nitrogen-containing side chains were designed, synthesized and tested in vitro for their antifungal activities. The results of preliminary antifungal tests showed that most target compounds exhibited good inhibitory activities against Candida albicans, Cryptococcus neoformans, Candida tropicalis. Notably, compounds 10e and 10y showed most potent activity in vitro against a variety of fungal pathogens with low MICs. Meanwhile, low cytotoxicity on mammalian cells has been observed for compounds 10e and 10y in the tested concentrations by the MTT assay. Therefore, the 4-chloro-2H-thiochromenes with nitrogen-containing groups provide new lead structures in the search for novel antifungal agents.