1-[2-(4-ferrocenyl-[1,2,3]triazol-1-yl)ethyl]-5-methyl-1H-indole-2,3-dione | 1428148-46-2

• 英文名称: 1-[2-(4-ferrocenyl-[1,2,3]triazol-1-yl)ethyl]-5-methyl-1H-indole-2,3-dione
• CAS: 1428148-46-2
• 化学式: C₂₃H₂₀FeN₄O₂
• 分子量: 440.284
• InChiKey: ZVKVSLKUDIVEEZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  None
• 重原子数：
  None
• 可旋转键数：
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• 环数：
  None
• sp3杂化的碳原子比例：
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• 拓扑面积：
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• 氢给体数：
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• 氢受体数：
  None

反应信息

• 作为产物：
  描述：

  二茂铁乙炔 、 1-(2-Azidoethyl)-5-methylindole-2,3-dione 在 copper(II) sulfate 、 sodium ascorbate 作用下， 以 乙醇 、 水 为溶剂， 以79%的产率得到1-[2-(4-ferrocenyl-[1,2,3]triazol-1-yl)ethyl]-5-methyl-1H-indole-2,3-dione
  参考文献：
  名称：

  1H-1,2,3-triazole tethered isatin-ferrocene conjugates: Synthesis and in vitro antimalarial evaluation

  摘要：

  1H-1,2,3-triazole tethered isatin-ferrocene conjugates were synthesized and evaluated for their anti-plasmodial activities against chloroquine-susceptible (3D7) and chloroquine-resistant (W2) strains of Plasmodium falciparum. The conjugates 5f and 5h with an optimum combination of electron-withdrawing halogen substituent at C-5 position of isatin ring and a propyl chain, introduced as linker, proved to be most potent and non-cytotoxic among the series with IC50 values of 3.76 and 4.58 mu M against 3D7 and W2 strains, respectively. (c) 2014 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2014.10.024

文献信息

• 1<i>H</i>-1,2,3-Triazole-Tethered Isatin–Ferrocene and Isatin–Ferrocenylchalcone Conjugates: Synthesis and in Vitro Antitubercular Evaluation
  作者：Kewal Kumar、Séverine Carrère-Kremer、Laurent Kremer、Yann Guérardel、Christophe Biot、Vipan Kumar

  DOI：10.1021/om301157z

  日期：2013.10.28

  A Cu-mediated azide-alkyne cycloaddition protocol has been employed for the synthesis of 16 different triazoles to probe the antitubercular structure activity relationships within the isatin-ferrocene-triazole conjugate family. The antitubercular evaluation studies revealed a marked improvement in activity with the introduction of ferrocene nucleus among precursors N-alkylazido isatins with a prefernce for halogen (F, Cl) substituent at C-S position of isatin as well as propyl chain length as a spacer. The induction of a chalcone nucleus resulted in the enhanced antimycobacterial efficacy irrespective of the subtituent and alkyl chain length as evidenced by the isatin-ferrocenylchalcone hybrids. The described protocol is the first successful attempt of the amalgamation of ferrocene isatin nuclei tethered via a triazole linker.