phenyl 5-cyano-2-fluorobenzoate | 1609395-15-4

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 缩酚酸和缩酚酸环醚类
• 英文名称: phenyl 5-cyano-2-fluorobenzoate
• CAS: 1609395-15-4
• 化学式: C₁₄H₈FNO₂
• 分子量: 241.221
• InChiKey: DJGLSFFGLFPJLY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.92
• 重原子数：
  18.0
• 可旋转键数：
  2.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  50.09
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  phenyl 5-cyano-2-fluorobenzoate 在 sodium disulfide 作用下， 以 aq. phosphate buffer 、 乙腈 为溶剂， 反应 2.0h， 以46%的产率得到
  参考文献：
  名称：

  Rational Design and Bioimaging Applications of Highly Selective Fluorescence Probes for Hydrogen Polysulfides

  摘要：

  Reactive sulfur species have received considerable attention due to their various biological functions. Among these molecules, hydrogen polysulfides (H2Sn, n > 1) are recently suggested to be the actual signaling molecules derived from hydrogen sulfide (H2S). Hydrogen polysulfides may also have their own biosynthetic pathways. The research on H2Sn is rapidly growing. However, the detection of H2Sn is still challenging. In this work we report a H2Sn-mediated benzodithiolone formation under mild conditions. Based on this reaction, specific fluorescent probes for H2Sn are prepared and evaluated. The probe DSP-3 shows good selectivity and sensitivity for H2Sn.

  DOI：

  10.1021/ja502968x
• 作为产物：
  描述：

  5-氰基-2-氟苯甲酸 、 苯酚 在 4-二甲氨基吡啶 、 1,2-二氯乙烷 作用下， 以 二氯甲烷 为溶剂， 反应 16.0h， 以73%的产率得到phenyl 5-cyano-2-fluorobenzoate
  参考文献：
  名称：

  Rational Design and Bioimaging Applications of Highly Selective Fluorescence Probes for Hydrogen Polysulfides

  摘要：

  Reactive sulfur species have received considerable attention due to their various biological functions. Among these molecules, hydrogen polysulfides (H2Sn, n > 1) are recently suggested to be the actual signaling molecules derived from hydrogen sulfide (H2S). Hydrogen polysulfides may also have their own biosynthetic pathways. The research on H2Sn is rapidly growing. However, the detection of H2Sn is still challenging. In this work we report a H2Sn-mediated benzodithiolone formation under mild conditions. Based on this reaction, specific fluorescent probes for H2Sn are prepared and evaluated. The probe DSP-3 shows good selectivity and sensitivity for H2Sn.

  DOI：

  10.1021/ja502968x