3-hydroxy-4-nitrobenzohydrazide | 39635-03-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 3-hydroxy-4-nitrobenzohydrazide
• CAS: 39635-03-5
• 化学式: C₇H₇N₃O₄
• 分子量: 197.15
• InChiKey: ZPXNQJLIJYYFGD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  121
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  5-硝基噻吩-2-甲醛 、 3-hydroxy-4-nitrobenzohydrazide 以 乙醇 、 水 为溶剂， 以53%的产率得到3-hydroxy-4-nitro-N-[(E)-(5-nitrothiophen-2-yl)methylideneamino]benzamide
  参考文献：
  名称：

  Antileishmanial activity screening of 5-nitro-2-heterocyclic benzylidene hydrazides

  摘要：

  A series of 53 nitro derivatives rationally designed were obtained by parallel synthesis and screened against Leishmania donovani. Six compounds exhibited IC50 values lower than standard drugs. Brief SAR analysis revealed that substitution is important to the activity. Nitrothiophene analogues were more potent than the nitrofuran ones. This was attributed to the ability of sulfur atoms in accommodating electrons from nitro group, which facilitate its reduction and therefore the formation of free radicals lethal to parasites. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2008.05.076
• 作为产物：
  描述：

  3-羟基-4-硝基苯甲酸甲酯 在 肼 作用下， 以 水 为溶剂， 生成 3-hydroxy-4-nitrobenzohydrazide
  参考文献：
  名称：

  Antileishmanial activity screening of 5-nitro-2-heterocyclic benzylidene hydrazides

  摘要：

  A series of 53 nitro derivatives rationally designed were obtained by parallel synthesis and screened against Leishmania donovani. Six compounds exhibited IC50 values lower than standard drugs. Brief SAR analysis revealed that substitution is important to the activity. Nitrothiophene analogues were more potent than the nitrofuran ones. This was attributed to the ability of sulfur atoms in accommodating electrons from nitro group, which facilitate its reduction and therefore the formation of free radicals lethal to parasites. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2008.05.076