4-methyl-7-((7-nitrobenzo[c][1,2,5]oxadiazol-4-yl)thio)-2H-chromen-2-one | 1558669-86-5

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 香豆素及其衍生物
• 英文名称: 4-methyl-7-((7-nitrobenzo[c][1,2,5]oxadiazol-4-yl)thio)-2H-chromen-2-one
• CAS: 1558669-86-5
• 化学式: C₁₆H₉N₃O₅S
• 分子量: 355.331
• InChiKey: URZPCBLYIUJPBQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  25.0
• 可旋转键数：
  3.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  112.27
• 氢给体数：
  0.0
• 氢受体数：
  8.0

反应信息

• 作为产物：
  描述：

  4-氯-7-硝基苯并-2-氧杂-1,3-二唑 、 7-疏基-4-甲基香豆素 在 三乙胺 作用下， 以 乙醇 为溶剂， 以86%的产率得到4-methyl-7-((7-nitrobenzo[c][1,2,5]oxadiazol-4-yl)thio)-2H-chromen-2-one
  参考文献：
  名称：

  Reaction-based colorimetric and fluorogenic signaling of hydrogen sulfide using a 7-nitro-2,1,3-benzoxadiazole–coumarin conjugate

  摘要：

  A novel reaction-based probe for the dual signaling of hydrogen sulfide (H2S) was investigated. The selective H2S-induced cleavage of the ether linkage of the 7-nitro-2,1,3-benzoxadiazole (NBD) and 7-hydroxycoumarin conjugate resulted in a dual signaling behavior. The colorimetric and fluorogenic signaling behaviors were attributed to the H2S-induced generation of 7-nitrobenzo-2,1,3-oxadiazole-4-thiol (NBD-SH) and 7-hydroxycoumarin, respectively. The signaling behavior was analyzed by ratiometry. The selective signaling of H2S over other common metal ions and anions was possible with a detection limit of 1.6 x 10(-6) M in an aqueous DMSO solution. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.12.109