4-[4-(7-nitrobenzo[1,2,5]oxadiazol-4-yl)piperazin-1-yl]-4-oxobutyric acid pentafluorophenyl ester | 1269638-06-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 英文名称: 4-[4-(7-nitrobenzo[1,2,5]oxadiazol-4-yl)piperazin-1-yl]-4-oxobutyric acid pentafluorophenyl ester
• 英文别名: (2,3,4,5,6-Pentafluorophenyl) 4-[4-(4-nitro-2,1,3-benzoxadiazol-7-yl)piperazin-1-yl]-4-oxobutanoate；(2,3,4,5,6-pentafluorophenyl) 4-[4-(4-nitro-2,1,3-benzoxadiazol-7-yl)piperazin-1-yl]-4-oxobutanoate
• CAS: 1269638-06-3
• 化学式: C₂₀H₁₄F₅N₅O₆
• 分子量: 515.353
• InChiKey: BSMAXGJNSLQILK-UHFFFAOYSA-N

物化性质

• 沸点：
  675.0±65.0 °C(predicted)
• 密度：
  1.616±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  36
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  135
• 氢给体数：
  0
• 氢受体数：
  14

反应信息

• 作为反应物：
  描述：

  、 4-[4-(7-nitrobenzo[1,2,5]oxadiazol-4-yl)piperazin-1-yl]-4-oxobutyric acid pentafluorophenyl ester 在 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 12.0h， 以41%的产率得到
  参考文献：
  名称：

  Synthesis of Fluorescent Probes Based on the Pyochelin Siderophore Scaffold

  摘要：

  Pyochelin is a siderophore common to several pathogenic bacterial strains. Two conjugates, 1 and 2, between the NBD (4-nitro-benzo[1,2,5]oxadiazole) fluorophore and an N3 ''-functionalized pyochelin were synthesized. These fluorescent probes unexpectedly increased their fluorescence in an aqueous medium in the presence of iron(III) and were transported into bacterial cells.

  DOI：

  10.1021/ol1028173
• 作为产物：
  描述：

  4-硝基-7-哌嗪苯并氧杂噁二唑 在 sodium sulfate 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 N,N-二异丙基乙胺 、 三氟乙酸 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 10.0h， 生成 4-[4-(7-nitrobenzo[1,2,5]oxadiazol-4-yl)piperazin-1-yl]-4-oxobutyric acid pentafluorophenyl ester
  参考文献：
  名称：

  Synthesis of Fluorescent Probes Based on the Pyochelin Siderophore Scaffold

  摘要：

  Pyochelin is a siderophore common to several pathogenic bacterial strains. Two conjugates, 1 and 2, between the NBD (4-nitro-benzo[1,2,5]oxadiazole) fluorophore and an N3 ''-functionalized pyochelin were synthesized. These fluorescent probes unexpectedly increased their fluorescence in an aqueous medium in the presence of iron(III) and were transported into bacterial cells.

  DOI：

  10.1021/ol1028173