(Z)-1-(6-bromo-4-oxo-4H-chromen-3-yl)-N-phenylmethanimine oxide | 1456070-91-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: (Z)-1-(6-bromo-4-oxo-4H-chromen-3-yl)-N-phenylmethanimine oxide
• CAS: 1456070-91-9
• 化学式: C₁₆H₁₀BrNO₃
• 分子量: 344.164
• InChiKey: SSXPSBGHBQURCE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.82
• 重原子数：
  21.0
• 可旋转键数：
  2.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  56.28
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  (Z)-1-(6-bromo-4-oxo-4H-chromen-3-yl)-N-phenylmethanimine oxide 、 甲基丙烯酸甲酯 以 二氯甲烷 为溶剂， 生成
  参考文献：
  名称：

  Chromanyl–isoxazolidines as Antibacterial agents: Synthesis, Biological Evaluation, Quantitative Structure Activity Relationship, and Molecular Docking Studies

  摘要：

  Regio‐ and stereoselective 1,3‐dipolar cycloadditions of C‐(chrom‐4‐one‐3‐yl)‐N‐phenylnitrones (N) with different mono‐substituted, disubstituted, and cyclic dipolarophiles were carried out to obtain substituted N‐phenyl‐3′‐(chrom‐4‐one‐3‐yl)‐isoxazolidines (1‐40). All the synthesized compounds were assayed for their in vitro antibacterial activity and display significant inhibitory potential; in particular, compound 32 exhibited good inhibitory activity against Salmonella typhymurium‐1 & Salmonella typhymurium‐2 with minimum inhibitory concentration value of 1.56 μg/mL and also showed good potential against methicillin‐resistant Staphylococcus aureus with minimum inhibitory concentration 3.12 μg/mL. Quantitative structure activity relationship investigations with stepwise multiple linear regression analysis and docking simulation studies have been performed for validation of the observed antibacterial potential of the investigated compounds for determination of the most important parameters regulating antibacterial activities.

  DOI：

  10.1111/cbdd.12653
• 作为产物：
  描述：

  6-溴-3-甲酰色酮 、 苯基羟胺 以 苯 为溶剂， 反应 0.5h， 生成 (Z)-1-(6-bromo-4-oxo-4H-chromen-3-yl)-N-phenylmethanimine oxide
  参考文献：
  名称：

  Chromanyl–isoxazolidines as Antibacterial agents: Synthesis, Biological Evaluation, Quantitative Structure Activity Relationship, and Molecular Docking Studies

  摘要：

  Regio‐ and stereoselective 1,3‐dipolar cycloadditions of C‐(chrom‐4‐one‐3‐yl)‐N‐phenylnitrones (N) with different mono‐substituted, disubstituted, and cyclic dipolarophiles were carried out to obtain substituted N‐phenyl‐3′‐(chrom‐4‐one‐3‐yl)‐isoxazolidines (1‐40). All the synthesized compounds were assayed for their in vitro antibacterial activity and display significant inhibitory potential; in particular, compound 32 exhibited good inhibitory activity against Salmonella typhymurium‐1 & Salmonella typhymurium‐2 with minimum inhibitory concentration value of 1.56 μg/mL and also showed good potential against methicillin‐resistant Staphylococcus aureus with minimum inhibitory concentration 3.12 μg/mL. Quantitative structure activity relationship investigations with stepwise multiple linear regression analysis and docking simulation studies have been performed for validation of the observed antibacterial potential of the investigated compounds for determination of the most important parameters regulating antibacterial activities.

  DOI：

  10.1111/cbdd.12653

文献信息

• Kumar, Dhruva; Suresh; Sandhu, Jagir S., Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2013, vol. 52, # 8, p. 1157 - 1160
  作者：Kumar, Dhruva、Suresh、Sandhu, Jagir S.

  DOI：——

  日期：——