1-acetyl-3-[(5-(4-tolyl)-2-oxofuran-3(2H)-ylidine)]-5-chloroindolin-2-one | 1447721-70-1

• 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: 1-acetyl-3-[(5-(4-tolyl)-2-oxofuran-3(2H)-ylidine)]-5-chloroindolin-2-one
• CAS: 1447721-70-1
• 化学式: C₂₁H₁₄ClNO₄
• 分子量: 379.799
• InChiKey: UTVBSADWODBLJM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.89
• 重原子数：
  27.0
• 可旋转键数：
  1.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  63.68
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  1-acetyl-3-[(5-(4-tolyl)-2-oxofuran-3(2H)-ylidine)]-5-chloroindolin-2-one 在 盐酸 作用下， 以 水 为溶剂， 生成 5-chloro-3-[(2-oxo-5-(4-tolyl)furan-3(2H)-ylidine)]indolin-2-one
  参考文献：
  名称：

  Synthesis of a new class of antimicrobial agents incorporating the indolin-2-one moiety

  摘要：

  New furanone derivatives incorporating the indolin-2-one moiety 3 were prepared via the Perkin reaction of isatins 1 with aroylpropionic acids 2 under conventional conditions or microwave irradiation. A series of functionally heterocyclic derivatives (e.g., pyridazines, pyrroles, and sulfonamides) incorporating the indolin-2-one moiety was achieved via reaction of 3 with different reagents under microwave irradiation conditions. The newly synthesized compounds were characterized on the basis of FTIR, H-1, C-13 NMR and mass spectral studies. Some of the new synthesized compounds were screened for antibacterial activity against Gram-positive bacteria (Staphylococcus aureus and Bacillus cereus), Gram-negative bacteria (Escherichia coli and Shigilla flexneri) and antifungal activity against Aspergillus flavus and Candida albicans. Compound 8 j was equipotent to chloramphenicol in inhibiting the growth of E. coli minimum inhibitory concentration (MIC 2.5 mu g/mL). Compound 8j may possibly be used as a lead compound for developing a new antibacterial agents. The antibacterial activity is expressed as the corresponding MIC (mu g/mL) values.

  DOI：

  10.3109/14756366.2012.689298
• 作为产物：
  描述：

  3-(4-甲基苯甲酰)丙酸 、 5-氯靛红 、 乙酸酐 在 sodium acetate 作用下， 以69%的产率得到1-acetyl-3-[(5-(4-tolyl)-2-oxofuran-3(2H)-ylidine)]-5-chloroindolin-2-one
  参考文献：
  名称：

  Synthesis of a new class of antimicrobial agents incorporating the indolin-2-one moiety

  摘要：

  New furanone derivatives incorporating the indolin-2-one moiety 3 were prepared via the Perkin reaction of isatins 1 with aroylpropionic acids 2 under conventional conditions or microwave irradiation. A series of functionally heterocyclic derivatives (e.g., pyridazines, pyrroles, and sulfonamides) incorporating the indolin-2-one moiety was achieved via reaction of 3 with different reagents under microwave irradiation conditions. The newly synthesized compounds were characterized on the basis of FTIR, H-1, C-13 NMR and mass spectral studies. Some of the new synthesized compounds were screened for antibacterial activity against Gram-positive bacteria (Staphylococcus aureus and Bacillus cereus), Gram-negative bacteria (Escherichia coli and Shigilla flexneri) and antifungal activity against Aspergillus flavus and Candida albicans. Compound 8 j was equipotent to chloramphenicol in inhibiting the growth of E. coli minimum inhibitory concentration (MIC 2.5 mu g/mL). Compound 8j may possibly be used as a lead compound for developing a new antibacterial agents. The antibacterial activity is expressed as the corresponding MIC (mu g/mL) values.

  DOI：

  10.3109/14756366.2012.689298