1-(5-fluoro-2-methoxyphenyl)-4,5,6,7-tetrahydro-2H-isoindole | 1269818-16-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: 1-(5-fluoro-2-methoxyphenyl)-4,5,6,7-tetrahydro-2H-isoindole
• CAS: 1269818-16-7
• 化学式: C₁₅H₁₆FNO
• 分子量: 245.297
• InChiKey: VDWMCPXPFYXXSH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.71
• 重原子数：
  18.0
• 可旋转键数：
  2.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  25.02
• 氢给体数：
  1.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  1-(5-fluoro-2-methoxyphenyl)-4,5,6,7-tetrahydro-2H-isoindole 在 三溴化硼 、 四氯苯醌 、 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 1.17h， 生成
  参考文献：
  名称：

  Manganese(III) Complexes of Bis(hydroxyphenyl)dipyrromethenes Are Potent Orally Active Peroxynitrite Scavengers

  摘要：

  We report a new series of biscyclohexanofused Mn(III) complexes of bis(hydroxyphenyl)dipyrromethenes, 4a-c, as potent and orally active peroxynitrite scavengers. Complexes 4a-c are shown to reduce peroxynitrite through a two-electron mechanism, thereby forming the corresponding Mn(V)O species, which were characterized by UV, NMR, and LC-MS methods. Mn(III) complex 4b and its strained BODIPY analogue 9b were analyzed by X-ray crystallography. Finally, complex 4a is shown to be an orally active and potent analgesic in a model carrageenan-induced hyperalgesia known to be driven by the overproduction of peroxynitrite.

  DOI：

  10.1021/ja110427e
• 作为产物：
  描述：

  4,5,6,7-四氢异吲哚-1-羧酸乙酯 在 4-二甲氨基吡啶 、 N-溴代丁二酰亚胺(NBS) 、 四(三苯基膦)钯 、 sodium carbonate 、 potassium hydroxide 作用下， 以 四氢呋喃 、 甲醇 、 水 、 乙二醇 、 甲苯 、 乙腈 为溶剂， 反应 33.0h， 生成 1-(5-fluoro-2-methoxyphenyl)-4,5,6,7-tetrahydro-2H-isoindole
  参考文献：
  名称：

  Manganese(III) Complexes of Bis(hydroxyphenyl)dipyrromethenes Are Potent Orally Active Peroxynitrite Scavengers

  摘要：

  We report a new series of biscyclohexanofused Mn(III) complexes of bis(hydroxyphenyl)dipyrromethenes, 4a-c, as potent and orally active peroxynitrite scavengers. Complexes 4a-c are shown to reduce peroxynitrite through a two-electron mechanism, thereby forming the corresponding Mn(V)O species, which were characterized by UV, NMR, and LC-MS methods. Mn(III) complex 4b and its strained BODIPY analogue 9b were analyzed by X-ray crystallography. Finally, complex 4a is shown to be an orally active and potent analgesic in a model carrageenan-induced hyperalgesia known to be driven by the overproduction of peroxynitrite.

  DOI：

  10.1021/ja110427e