2-[5-(3-nitrophenyl)-1,3,4-oxadiazol-2-yl]-benzenamine | 1260224-67-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-[5-(3-nitrophenyl)-1,3,4-oxadiazol-2-yl]-benzenamine
• 英文别名: (3-Nitrophenyl)-5-(2-aminophenyl)1,3,4-oxadiazole；2-[5-(3-nitrophenyl)-1,3,4-oxadiazol-2-yl]aniline
• CAS: 1260224-67-6
• 化学式: C₁₄H₁₀N₄O₃
• 分子量: 282.258
• InChiKey: AKQRNVUGKORCMI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  21
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  111
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  邻氨基苯甲酸甲酯 在 一水合肼 、 三氯氧磷 作用下， 以 乙醇 为溶剂， 反应 9.0h， 生成 2-[5-(3-nitrophenyl)-1,3,4-oxadiazol-2-yl]-benzenamine
  参考文献：
  名称：

  Comparison between antioxidant activity of 2,5-disubstituted 1,3,4-oxadiazoles containing heteroaromatic ring and aromatic ring at 2nd position

  摘要：

  A series of 4-[5-(substitutedphenyl)-1,3,4-oxadiazol-2-yl]-pyridine) and 2-[5-substitutedphenyl)-1,3,4-oxadiazol-2-yl]-benzenamine derivatives were synthesized from substituted esters and hydrazine hydrate in the presence of ethanol to give isonicotinic acid hydrazide and 2-aminobenzohydrazide followed by reaction with phosphorus oxychloride and various aromatic acids. All the compounds were tested for their in vitro antioxidant activity by 1,1-diphenyl-2-picryl hydrazyl (DPPH) method. Compounds containing aromatic group at 2nd position showed significant activity as compared to standard (ascorbic acid) which concludes that the presence of aromatic group increases the free radical scavenging activity.

  DOI：

  10.1007/s00044-010-9480-5

文献信息

• Comparison between antioxidant activity of 2,5-disubstituted 1,3,4-oxadiazoles containing heteroaromatic ring and aromatic ring at 2nd position
  作者：Radhika Maheshwari、Pooja Chawla、Shubhini A. Saraf

  DOI：10.1007/s00044-010-9480-5

  日期：2011.12

  A series of 4-[5-(substitutedphenyl)-1,3,4-oxadiazol-2-yl]-pyridine) and 2-[5-substitutedphenyl)-1,3,4-oxadiazol-2-yl]-benzenamine derivatives were synthesized from substituted esters and hydrazine hydrate in the presence of ethanol to give isonicotinic acid hydrazide and 2-aminobenzohydrazide followed by reaction with phosphorus oxychloride and various aromatic acids. All the compounds were tested for their in vitro antioxidant activity by 1,1-diphenyl-2-picryl hydrazyl (DPPH) method. Compounds containing aromatic group at 2nd position showed significant activity as compared to standard (ascorbic acid) which concludes that the presence of aromatic group increases the free radical scavenging activity.