1-(4-((7-nitrobenzo[c][1,2,5]oxadiazol-4-yl)amino)phenyl)ethanone | 313966-78-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-(4-((7-nitrobenzo[c][1,2,5]oxadiazol-4-yl)amino)phenyl)ethanone
• 英文别名: 1-[4-(7-Nitro-benzo[1,2,5]oxadiazol-4-ylamino)-phenyl]-ethanone；1-[4-[(4-nitro-2,1,3-benzoxadiazol-7-yl)amino]phenyl]ethanone
• CAS: 313966-78-8
• 化学式: C₁₄H₁₀N₄O₄
• mdl: MFCD00576784
• 分子量: 298.258
• InChiKey: NNZITHGHYHQLAI-UHFFFAOYSA-N

物化性质

• 沸点：
  527.6±60.0 °C(Predicted)
• 密度：
  1.474±0.06 g/cm3(Predicted)
• 溶解度：
  4.2 [ug/mL]

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  22
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  114
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  4-氨基苯乙酮 、 4-氯-7-硝基苯并-2-氧杂-1,3-二唑 以 丙酮 为溶剂， 以87%的产率得到1-(4-((7-nitrobenzo[c][1,2,5]oxadiazol-4-yl)amino)phenyl)ethanone
  参考文献：
  名称：

  Benzofurazan derivatives as antifungal agents against phytopathogenic fungi

  摘要：

  A series of benzofurazan derivatives were prepared and evaluated for their biological activities against four important phytopathogenic fungi, namely, Rhizoctonia solani, Sclerotinia sclerotiorum, Fusarium graminearum and Phytophthora capsici, using the mycelium growth inhibition method. The structures of these compounds were characterized by (1)H NMR, (13)C NMR, and HRMS. N-(3-chloro-4-fluorophenyl)-7-nitrobenzo[c][1,2,5]oxadiazol-4-amine (A3) displayed the maximum antifungal activity against R. solani (IC50 = 1.91 μg/mL), which is close to that of the positive control Carbendazim (IC50 = 1.42 μg/mL). For other benzofurazan derivatives with nitro group at R(4) position (A series), 9 out of 30 compounds exhibited high antifungal effect against strain R. solani, with IC50 values less than 5 μg/mL. Most of the derivatives with substituents at R(2) and R(3) positions (B series) displayed moderate growth inhibition against S. sclerotiorum (IC50 < 25 μg/mL). Also, several benzofuran derivatives with nitro group at R(4) position and another conjugated aromatic ring at the R(1) position of the phenyl ring displayed high antifungal capability against strain R. solani. Compounds with substituents at R(2) and R(3) position had moderate efficacy against strain S. sclerotiorum.

  DOI：

  10.1016/j.ejmech.2014.04.058

文献信息

• Benzofurazan derivatives as antifungal agents against phytopathogenic fungi
  作者：Lili Wang、Ying-Ying Zhang、Lei Wang、Feng-you Liu、Ling-Ling Cao、Jing Yang、Chunhua Qiao、Yonghao Ye

  DOI：10.1016/j.ejmech.2014.04.058

  日期：2014.6

  A series of benzofurazan derivatives were prepared and evaluated for their biological activities against four important phytopathogenic fungi, namely, Rhizoctonia solani, Sclerotinia sclerotiorum, Fusarium graminearum and Phytophthora capsici, using the mycelium growth inhibition method. The structures of these compounds were characterized by (1)H NMR, (13)C NMR, and HRMS. N-(3-chloro-4-fluorophenyl)-7-nitrobenzo[c][1,2,5]oxadiazol-4-amine (A3) displayed the maximum antifungal activity against R. solani (IC50 = 1.91 μg/mL), which is close to that of the positive control Carbendazim (IC50 = 1.42 μg/mL). For other benzofurazan derivatives with nitro group at R(4) position (A series), 9 out of 30 compounds exhibited high antifungal effect against strain R. solani, with IC50 values less than 5 μg/mL. Most of the derivatives with substituents at R(2) and R(3) positions (B series) displayed moderate growth inhibition against S. sclerotiorum (IC50 < 25 μg/mL). Also, several benzofuran derivatives with nitro group at R(4) position and another conjugated aromatic ring at the R(1) position of the phenyl ring displayed high antifungal capability against strain R. solani. Compounds with substituents at R(2) and R(3) position had moderate efficacy against strain S. sclerotiorum.