4-Fluor-phthalimidoessigsaeure | 19244-32-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: 4-Fluor-phthalimidoessigsaeure
• 英文别名: N,N-(4-fluoro-phthaloyl)-glycine；(5-fluoro-1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)acetic acid；2-(5-fluoro-1,3-dioxoisoindol-2-yl)acetic acid
• CAS: 19244-32-7
• 化学式: C₁₀H₆FNO₄
• 分子量: 223.16
• InChiKey: GACZBBUDEQHVNM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  74.7
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  4-Fluor-phthalimidoessigsaeure 在 1-羟基苯并三唑 、 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 作用下， 以 N-甲基吡咯烷酮 、 N,N-二甲基甲酰胺 为溶剂， 反应 3.16h， 生成 N-(2-((7-chloroquinolin-4-yl)amino)ethyl)-2-(5-morpholino-1,3-dioxoisoindolin-2-yl)acetamide
  参考文献：
  名称：

  Synthesis, anti-mycobacterial and cytotoxic evaluation of substituted isoindoline-1,3-dione-4-aminoquinolines coupled via alkyl/amide linkers

  摘要：

  一系列次烷基胺取代的异吲哚啉-1,3-二酮-4-氨基喹啉通过微波加热制备，并进行了抗分枝杆菌活性测定。

  DOI：

  10.1039/c8ra10532d
• 作为产物：
  描述：

  4-氟邻苯二甲酸酐 、 聚甘氨酸 在 三乙胺 作用下， 以 甲苯 为溶剂， 反应 6.0h， 生成 4-Fluor-phthalimidoessigsaeure
  参考文献：
  名称：

  Substituted 1,3-dioxoisoindoline-4-aminoquinolines coupled via amide linkers: Synthesis, antiplasmodial and cytotoxic evaluation

  摘要：

  Synthesis of C-5-substituted 1,3-dioxoisoindoline-4-aminoquinolines having amide group as a spacer was developed with an intent to evaluate their antiplasmodial activities. The synthesized dioxoisoindoline-aminoquinolines tethered with beta-alanine as a spacer and secondary amine as substituent displayed good anti-plasmodial activities. Compound 7j, with an optimum combination of beta-alanine and an ethyl chain length as linker along with diethylamine as the secondary amine counterpart at dioxoisoindoline proved to be most potent and noncytotoxic with IC50 of 0.097 mu M against W2 strain of P. falciparum and a selective index of > 2000.

  DOI：

  10.1016/j.bioorg.2019.04.006

文献信息

• Synthesis, anti-mycobacterial and cytotoxic evaluation of substituted isoindoline-1,3-dione-4-aminoquinolines coupled <i>via</i> alkyl/amide linkers
  作者：Anu Rani、Albertus Viljoen、Matt D. Johansen、Laurent Kremer、Vipan Kumar

  DOI：10.1039/c8ra10532d

  日期：——

  A series of secondary amine-substituted isoindoline-1,3-dione-4-aminoquinolines were prepared via microwave heating and assayed for their anti-mycobacterial activities.

  一系列次烷基胺取代的异吲哚啉-1,3-二酮-4-氨基喹啉通过微波加热制备，并进行了抗分枝杆菌活性测定。
• Substituted 1,3-dioxoisoindoline-4-aminoquinolines coupled via amide linkers: Synthesis, antiplasmodial and cytotoxic evaluation
  作者：Anu Rani、Jenny Legac、Philip J. Rosenthal、Vipan Kumar

  DOI：10.1016/j.bioorg.2019.04.006

  日期：2019.7

  Synthesis of C-5-substituted 1,3-dioxoisoindoline-4-aminoquinolines having amide group as a spacer was developed with an intent to evaluate their antiplasmodial activities. The synthesized dioxoisoindoline-aminoquinolines tethered with beta-alanine as a spacer and secondary amine as substituent displayed good anti-plasmodial activities. Compound 7j, with an optimum combination of beta-alanine and an ethyl chain length as linker along with diethylamine as the secondary amine counterpart at dioxoisoindoline proved to be most potent and noncytotoxic with IC50 of 0.097 mu M against W2 strain of P. falciparum and a selective index of > 2000.