(R)-2-[1-(4-aminophenyl)ethyl]-4,5,6,7-tetrafluoro-1H-isoindole-1,3-dione | 194225-53-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异吲哚及其衍生物
• 英文名称: (R)-2-[1-(4-aminophenyl)ethyl]-4,5,6,7-tetrafluoro-1H-isoindole-1,3-dione
• 英文别名: 2-[(1R)-1-(4-aminophenyl)ethyl]-4,5,6,7-tetrafluoroisoindole-1,3-dione
• CAS: 194225-53-1
• 化学式: C₁₆H₁₀F₄N₂O₂
• 分子量: 338.261
• InChiKey: GQEDPLIHBVDAHW-ZCFIWIBFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  24
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  63.4
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  乙酰氯 、 (R)-2-[1-(4-aminophenyl)ethyl]-4,5,6,7-tetrafluoro-1H-isoindole-1,3-dione 在 三乙胺 作用下， 以 氯仿 为溶剂， 以55%的产率得到(R)-2-{1-[4-(acetylamino)phenyl]ethyl}-4,5,6,7-tetrafluoro-1H-isoindole-1,3-dione
  参考文献：
  名称：

  Novel Biological Response Modifiers:  Phthalimides with Tumor Necrosis Factor-α Production-Regulating Activity

  摘要：

  Novel N-substituted phthalimides (2-substituted VI-isoindole-1,3-diones) were prepared, and their effects on tumor necrosis factor-alpha (TNF-alpha) production by human leukemia cell line HL-60 stimulated with 12-O-tetradecanoylphorbol 13-acetate (TPA) or okadaic acid (OA) were examined. A structure-activity relationship study of the N-phenylphthalimides and N-benzylphthalimides revealed that their enhancing effect on TPA-induced TNF-alpha production by HL-60 cells and their inhibiting effect on OA-induced TNF-alpha production by HL-60 cells are only partially correlated.

  DOI：

  10.1021/jm970109q
• 作为产物：
  描述：

  3,4,5,6-四氟苯酐 在 palladium on activated charcoal 氢气 作用下， 以 乙酸乙酯 为溶剂， 反应 3.0h， 生成 (R)-2-[1-(4-aminophenyl)ethyl]-4,5,6,7-tetrafluoro-1H-isoindole-1,3-dione
  参考文献：
  名称：

  Novel Biological Response Modifiers:  Phthalimides with Tumor Necrosis Factor-α Production-Regulating Activity

  摘要：

  Novel N-substituted phthalimides (2-substituted VI-isoindole-1,3-diones) were prepared, and their effects on tumor necrosis factor-alpha (TNF-alpha) production by human leukemia cell line HL-60 stimulated with 12-O-tetradecanoylphorbol 13-acetate (TPA) or okadaic acid (OA) were examined. A structure-activity relationship study of the N-phenylphthalimides and N-benzylphthalimides revealed that their enhancing effect on TPA-induced TNF-alpha production by HL-60 cells and their inhibiting effect on OA-induced TNF-alpha production by HL-60 cells are only partially correlated.

  DOI：

  10.1021/jm970109q

文献信息

• Novel Biological Response Modifiers:  Phthalimides with Tumor Necrosis Factor-α Production-Regulating Activity
  作者：Hiroyuki Miyachi、Akihiko Azuma、Asuka Ogasawara、Eiji Uchimura、Naoko Watanabe、Yoshiro Kobayashi、Fuminori Kato、Masanari Kato、Yuichi Hashimoto*

  DOI：10.1021/jm970109q

  日期：1997.8.1

  Novel N-substituted phthalimides (2-substituted VI-isoindole-1,3-diones) were prepared, and their effects on tumor necrosis factor-alpha (TNF-alpha) production by human leukemia cell line HL-60 stimulated with 12-O-tetradecanoylphorbol 13-acetate (TPA) or okadaic acid (OA) were examined. A structure-activity relationship study of the N-phenylphthalimides and N-benzylphthalimides revealed that their enhancing effect on TPA-induced TNF-alpha production by HL-60 cells and their inhibiting effect on OA-induced TNF-alpha production by HL-60 cells are only partially correlated.