5-chloro-1-(2-{4-[4-(3-ferrocenylacryloyl)phenoxymethyl][1,2,3]triazol-1-yl}propyl)-1H-indole-2,3-dione | 1428148-60-0

• 英文名称: 5-chloro-1-(2-{4-[4-(3-ferrocenylacryloyl)phenoxymethyl][1,2,3]triazol-1-yl}propyl)-1H-indole-2,3-dione
• CAS: 1428148-60-0
• 化学式: C₃₃H₂₇ClFeN₄O₄
• 分子量: 634.902
• InChiKey: YTVCVVYGINNYFL-UHFFFAOYSA-N

计算性质

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

反应信息

• 作为产物：
  描述：

  、 1-(3-Azidopropyl)-5-chloroindole-2,3-dione 在 copper(ll) sulfate pentahydrate 、 sodium ascorbate 作用下， 以 乙醇 、 水 为溶剂， 以88%的产率得到5-chloro-1-(2-{4-[4-(3-ferrocenylacryloyl)phenoxymethyl][1,2,3]triazol-1-yl}propyl)-1H-indole-2,3-dione
  参考文献：
  名称：

  1H-1,2,3-Triazole-Tethered Isatin–Ferrocene and Isatin–Ferrocenylchalcone Conjugates: Synthesis and in Vitro Antitubercular Evaluation

  摘要：

  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.

  DOI：

  10.1021/om301157z