3-nitro-N-(2-oxo-2-p-tolylethyl)benzamide | 1418205-99-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-nitro-N-(2-oxo-2-p-tolylethyl)benzamide
• CAS: 1418205-99-8
• 化学式: C₁₆H₁₄N₂O₄
• 分子量: 298.298
• InChiKey: GZCNMTHBHYIVNH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.52
• 重原子数：
  22.0
• 可旋转键数：
  5.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  89.31
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  3-nitro-N-(2-oxo-2-p-tolylethyl)benzamide 在 氯化铵 、 锌 、 三氯氧磷 作用下， 以 四氢呋喃 、 甲醇 、 水 为溶剂， 反应 7.0h， 生成 3-[5-(4-Methylphenyl)-1,3-oxazol-2-yl]aniline
  参考文献：
  名称：

  Design, Synthesis and Biological Activity Evaluation of 2,5-Diphenyl-1,3,4-oxadiazole Derivatives as Novel Inhibitors of Fructose-1,6-bisphosphatase

  摘要：

  Fructose-1,6-bisphosphatase (FBPase), an important gluconeogenic enzyme, catalyzes the hydrolysis of fructose 1,6-bisphosphate to fructose 6-phosphate. The effort to discover new FBPase inhibitors was carried out by high-throughput screening (HTS) of a library of 56,000 lead-like compounds, and a 2,5-diphenyl-1,3,4-oxadiazole (3a, IC50 = 15.45 mu M) which bearing no phosphate group was identified as a potential FBPase inhibitor for the first time. Structure-activity-relationship (SAR) research of a series of analogues obtained by modifying the substituent groups and replacing the 1,3,4-oxadiazole with several other heterocycles disclosed the key structure and substituent groups related to the binding with FBPase.

  DOI：

  10.3987/com-12-12565
• 作为产物：
  描述：

  对甲基苯乙酮 在 盐酸 、 sodium azide 、 palladium 10% on activated carbon 、 氢溴酸 、 氢气 、 溴 、 三乙胺 作用下， 以 甲醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 7.0h， 生成 3-nitro-N-(2-oxo-2-p-tolylethyl)benzamide
  参考文献：
  名称：

  Design, Synthesis and Biological Activity Evaluation of 2,5-Diphenyl-1,3,4-oxadiazole Derivatives as Novel Inhibitors of Fructose-1,6-bisphosphatase

  摘要：

  Fructose-1,6-bisphosphatase (FBPase), an important gluconeogenic enzyme, catalyzes the hydrolysis of fructose 1,6-bisphosphate to fructose 6-phosphate. The effort to discover new FBPase inhibitors was carried out by high-throughput screening (HTS) of a library of 56,000 lead-like compounds, and a 2,5-diphenyl-1,3,4-oxadiazole (3a, IC50 = 15.45 mu M) which bearing no phosphate group was identified as a potential FBPase inhibitor for the first time. Structure-activity-relationship (SAR) research of a series of analogues obtained by modifying the substituent groups and replacing the 1,3,4-oxadiazole with several other heterocycles disclosed the key structure and substituent groups related to the binding with FBPase.

  DOI：

  10.3987/com-12-12565