4-nitro-N-(5-nitropyridin-2-yl)benzamide | 541534-89-8

• 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: 4-nitro-N-(5-nitropyridin-2-yl)benzamide
• 英文别名: N-(5-nitro-2-pyridyl)-4-nitrobenzamide
• CAS: 541534-89-8
• 化学式: C₁₂H₈N₄O₅
• 分子量: 288.219
• InChiKey: XAKGLWNMFQXWKE-UHFFFAOYSA-N

物化性质

• 熔点：
  204 °C(Solv: ethanol (64-17-5))
• 沸点：
  432.6±40.0 °C(Predicted)
• 密度：
  1.556±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  21
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  134
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  4-nitro-N-(5-nitropyridin-2-yl)benzamide 在 palladium on activated charcoal 、 氢气 作用下， 以 乙酸乙酯 为溶剂， 以83 %的产率得到4-amino-N-(5-aminopyridin-2-yl)benzamide
  参考文献：
  名称：

  Synthesis and Biophysical and Biological Studies of N-Phenylbenzamide Derivatives Targeting Kinetoplastid Parasites

  摘要：

  DOI：

  10.1021/acs.jmedchem.3c00697
• 作为产物：
  描述：

  2-氨基-5-硝基吡啶 、 4-硝基苯甲酰氯 在 吡啶 作用下， 以54%的产率得到4-nitro-N-(5-nitropyridin-2-yl)benzamide
  参考文献：
  名称：

  Rai, Diwakar; Singh, Ramendra K., Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2011, vol. 50, # 7, p. 931 - 936

  摘要：

  DOI：

文献信息

• Synthesis of Amides by Nucleophilic Substitution of Hydrogen in 3-Nitropyridine
  作者：G. A. Amangasieva、I. V. Borovlev、O. P. Demidov、E. K. Avakyan、A. A. Borovleva

  DOI：10.1134/s1070428018060076

  日期：2018.6

  reacted with nitrogen-centered carboxylic acid amide anions in anhydrous DMSO in the presence of K3Fe(CN)6 via oxidative nucleophilic substitution of hydrogen to give previously unknown N-(5-nitropyridin-2-yl) carboxamides. The reaction of nitrobenzene with urea anion in DMSO enabled one-pot synthesis of bis(4-nitrophenyl)amine.

  3-Nitropyridine在K 3 Fe（CN）6存在下，通过氢的氧化亲核取代反应，与以氮为中心的羧酸酰胺阴离子在无水DMSO中反应，得到以前未知的N-（5-硝基吡啶-2-基）羧酰胺。硝基苯与尿素阴离子在DMSO中的反应能够一锅合成双（4-硝基苯基）胺。
• Synthesis and characterization of N-(2-pyridyl)benzamide-based nickel complexes and their activity for ethylene oligomerization
  作者：Wen-Hua Sun、Wen Zhang、Tielong Gao、Xiubo Tang、Liyi Chen、Yan Li、Xianglin Jin

  DOI：10.1016/j.jorganchem.2003.12.022

  日期：2004.3

  A series of N-(2-pyridyl)benzamides (1)-(11) and their nickel complexes, [N-(2-pyridyl)benzamide]dinickel(II) di-mu-bromide dibromide (12)-(16) and (aryl)[N-(2-pyridyl)benzamido](triphenylphosphine)nickel(II) (17)-(24), were synthesized and characterized. The single-crystal X-ray analysis revealed that 12 and 14 are binuclear nickel complexes bridged by bromine atoms and each nickel atom adopts a distorted trigonal bipyramidal geometry. The key feature of the complexes 17, 19 and 23 is each has a six-membered nickel chelate ring including a deprotonated secondary nitrogen atom and an O-donor atom. The nickel complexes show moderate to high catalytic activity for ethylene oligomerization with methylaluminoxane (MAO) as cocatalyst. The activity of 12-16/MAO systems is up to 3.3 x 10(4) g mol(-1) h(-1) whereas for 17-24/MAO systems it is up to 4.94 x 10(5) g mol(-1) atm(-1) h(-1). The influence of Al/Ni molar ratio, reaction temperature, reaction period and PPh3/Ni molar ratio on catalytic activity was investigated. (C) 2004 Elsevier B.V. All rights reserved.
• Rai, Diwakar; Singh, Ramendra K., Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2011, vol. 50, # 7, p. 931 - 936
  作者：Rai, Diwakar、Singh, Ramendra K.

  DOI：——

  日期：——
• Lowering the p K a of a bisimidazoline lead with halogen atoms results in improved activity and selectivity against Trypanosoma brucei in vitro
  作者：Carlos H. Ríos Martínez、J. Jonathan Nué Martínez、Godwin U. Ebiloma、Harry P. de Koning、Ibon Alkorta、Christophe Dardonville

  DOI：10.1016/j.ejmech.2015.07.013

  日期：2015.8

  Diphenyl-based bis(2-iminoimidazolidines) are promising antiprotozoal agents that are curative in mouse models of stage 1 tiypanosomiasis but devoid of activity in the late-stage disease, possibly due to poor brain penetration caused by their dicationic nature. We present here a strategy consisting in reducing the pK(a) of the basic 2-iminoimidazolidine groups though the introduction of chlorophenyl, fluorophenyl and pyridyl ring in the structure of the trypanocidal lead 4-(imidazolidin-2-ylideneamino)-N-(4-(imidazolidin-2-ylideneamino)phenyl)benzamide (1). The new compounds showed reduced pK(a) values (in the range 1-3 pK(a) units) for the imidazolidine group linked to the substituted phenyl ring. In vitro activities (EC50) against wild type and resistant strains of T. b. brucei (s427 and B48, respectively) were in the submicromolar range with four compounds being more active and selective than 1 (SI > 340). In particular, the two most potent compounds (3b and 5a) acted approximately 6-times faster than 1 to kill trypanosomes in vitro. No cross-resistance with the diamidine and melaminophenyl class of trypanocides was observed indicating that these compounds represent interesting leads for further in vivo studies. (C) 2015 Elsevier Masson SAS. All rights reserved.
• LIQUID CRYSTAL ALIGNMENT COMPOSITION, METHOD OF PREPARING LIQUID CRYSTAL ALIGNMENT FILM USING SAME, AND LIQUID CRYSTAL ALIGNMENT FILM AND LIQUID CRYSTAL DISPLAY USING SAME
  申请人：LG CHEM, LTD.

  公开号：EP3750972B1

  公开（公告）日：2021-11-24