2-(5-chloro-2-oxoindolin-3-ylidene)-4-(4-methoxyphenyl)-4-oxobutanehydrazide | 1447721-42-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-(5-chloro-2-oxoindolin-3-ylidene)-4-(4-methoxyphenyl)-4-oxobutanehydrazide
• CAS: 1447721-42-7
• 化学式: C₁₉H₁₆ClN₃O₄
• 分子量: 385.807
• InChiKey: DJJMLTUDZLJYHF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.32
• 重原子数：
  27.0
• 可旋转键数：
  5.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  110.52
• 氢给体数：
  3.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  2-(5-chloro-2-oxoindolin-3-ylidene)-4-(4-methoxyphenyl)-4-oxobutanehydrazide 以 乙醇 为溶剂， 反应 0.05h， 以71%的产率得到5-chloro-3-[3-oxo-(6-(4-methoxyphenyl)-2,3-dihydropyridazin-4(5H)-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：

  5-chloro-3-[(2-oxo-(4-methoxyphenyl)furan-3(2H)-ylidine)]indolin-2-one 在 一水合肼 作用下， 以 乙醇 为溶剂， 以75%的产率得到2-(5-chloro-2-oxoindolin-3-ylidene)-4-(4-methoxyphenyl)-4-oxobutanehydrazide
  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