5-Nitro-furfural-m-nitro-benzoyl-hydrazon | 92695-66-4

• 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: 5-Nitro-furfural-m-nitro-benzoyl-hydrazon
• 英文别名: 5-nitro-furfural-(3-nitro-benzoylhydrazone)；5-Nitro-furfural-(3-nitro-benzoylhydrazon)；3-nitro-N'-({5-nitro-2-furyl}methylene)benzohydrazide；3-nitro-N-[(E)-(5-nitrofuran-2-yl)methylideneamino]benzamide
• CAS: 92695-66-4
• 化学式: C₁₂H₈N₄O₆
• 分子量: 304.219
• InChiKey: SUPOWFAECZKOCS-NTUHNPAUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  22
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  146
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  5-硝基糠醛 、 3-硝基苯酰肼 以 乙醇 、 水 为溶剂， 以86%的产率得到5-Nitro-furfural-m-nitro-benzoyl-hydrazon
  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

文献信息

• NOVEL FORMYL PEPTIDE RECEPTOR LIKE 1 AGONISTS THAT INDUCE MACROPHAGE TUMOR NECROSIS FACTOR ALPHA AND COMPUTATIONAL STRUCTURE-ACTIVITY RELATIONSHIP ANALYSIS OF THEREOF
  申请人：SCHEPETKIN Igor A.

  公开号：US20100035932A1

  公开（公告）日：2010-02-11

  The present invention provides compounds of structural formula (I), which are agonists of formyl peptide receptor (FPR), particularly formyl peptide receptor like 1 (FPRL1). The present invention also provides the therapeutic use of the compounds of formula (I).
• Antileishmanial activity screening of 5-nitro-2-heterocyclic benzylidene hydrazides
  作者：Daniela G. Rando、Mitchell A. Avery、Babu L. Tekwani、Shabana I. Khan、Elizabeth I. Ferreira

  DOI：10.1016/j.bmc.2008.05.076

  日期：2008.7

  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.