2-hydroxy-4-nitro-N-(4-nitrophenyl)benzamide

• 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-hydroxy-4-nitro-N-(4-nitrophenyl)benzamide
• 英文别名: 4,4'-dinitro-2-hydroxybenzanilide
• 化学式: C₁₃H₉N₃O₆
• 分子量: 303.231
• InChiKey: SZSZELGAXPUXGX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  22
• 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：
  141
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2-hydroxy-4-nitro-N-(4-nitrophenyl)benzamide 在 palladium-carbon 氢气 作用下， 以 1,4-二氧六环 为溶剂， 生成 4,4'-diamino-2-hydroxybenzanilide
  参考文献：
  名称：

  Preparation of an aminoarylaminoarazole

  摘要：

  一种氨基芳基氨基咪唑可以通过以下步骤制备：将可缩合的硝基芳基羰基化合物与氨基硝基芳醇、氨基硝基芳硫醇或三氨基硝基芳烃缩合形成二硝基苯酰胺，然后在这样的条件下还原和环化二硝基苯酰胺以形成氨基芳基氨基咪唑。氨基芳基氨基咪唑在制备PIBX聚合物时很有用。

  公开号：

  US05739344A1
• 作为产物：
  描述：

  4-硝基苯甲酰氯 、 2-氨基-4-硝基苯酚 以 1,4-二氧六环 为溶剂， 以93.4%的产率得到2-hydroxy-4-nitro-N-(4-nitrophenyl)benzamide
  参考文献：
  名称：

  Preparation of an aminoarylaminoarazole

  摘要：

  一种氨基芳基氨基咪唑可以通过以下步骤制备：将可缩合的硝基芳基羰基化合物与氨基硝基芳醇、氨基硝基芳硫醇或三氨基硝基芳烃缩合形成二硝基苯酰胺，然后在这样的条件下还原和环化二硝基苯酰胺以形成氨基芳基氨基咪唑。氨基芳基氨基咪唑在制备PIBX聚合物时很有用。

  公开号：

  US05739344A1

文献信息

• Novel derivatives of nitro-substituted salicylic acids: Synthesis, antimicrobial activity and cytotoxicity
  作者：Georgios Paraskevopoulos、Martin Krátký、Jana Mandíková、František Trejtnar、Jiřina Stolaříková、Petr Pávek、Gurdyal Besra、Jarmila Vinšová

  DOI：10.1016/j.bmc.2015.10.029

  日期：2015.11

  Inspired by the high antituberculous activity of novel nitro-substituted derivatives and based on promising predicted ADMET properties we have synthesized a series of 33 salicylanilides containing nitro-group in their salicylic part and evaluated them for their in vitro antimycobacterial, antimicrobial and antifungal activities. The presence of nitro-group in position 4 of the salicylic acid was found to be beneficial and the resulting molecules exhibited minimum inhibitory concentrations (MICs) ranging from 2 to 32 mu M against Mycobacterium tuberculosis. The best activity was found for 2-hydroxy-4-nitro-N-[4-(trifluoromethyl)phenyl] benzamide (MIC = 2 mu M). 4-Nitrosalicylanilides were also found to be active against all Staphylococcus species tested while for MRSA strain 2-hydroxy-4-nitro-N-[4-(trifluoromethyl)phenyl] benzamide's MIC was 0.98 mu M. None of the nitrosalicylanilides was active against Enterococcus sp. J 14365/08 and no considerable activity was found against Gram-negative bacteria or fungi. The hepatotoxicity of all nitrosalicylanilides was found to be in the range of their MICs for HepG2 cells. (C) 2015 Elsevier Ltd. All rights reserved.
• US5739344A
  申请人：——

  公开号：US5739344A

  公开（公告）日：1998-04-14
• [EN] PREPARATION OF AN AMINOARYLAMINOARAZOLE<br/>[FR] PREPARATION D'AMINOARYLAMINOARAZOLE
  申请人：THE DOW CHEMICAL COMPANY

  公开号：WO1998024776A1

  公开（公告）日：1998-06-11

  (EN) An aminoarylaminoarazole can be prepared by a process comprising the steps of condensing a condensable nitroarylcarbonyl compound with an aminonitroarylol, an aminonitroarylthiol, or a triaminonitroarene to form a dinitroanilide, then reducing and cyclizing the dinitroanilide under such conditions to form the aminoarylaminoarazole. The aminoarylaminoarazole is useful in making PIBX polymers.(FR) L'invention concerne un procédé de préparation d'aminoarylaminoarazole comprenant les étapes consistant: à condenser un composé nitroarylcarbonyle condensable avec un aminonitroarylol, un aminonitroarylthiol, ou un triaminonitroarène pour former un dinitroanilide, puis à réduire et a soumettre à une cyclisation le dinitroanilide dans des conditions propices à la formation de l'aminoarylaminoarazole. Cet aminoarylaminoarazole est utile à la fabrication de polymères de polyimide benzoxazole, de polyimide benzothiazole, ou de polyimide benzimidazole.
• Preparation of an aminoarylaminoarazole
  申请人：The Dow Chemical Company

  公开号：US05739344A1

  公开（公告）日：1998-04-14

  An aminoarylaminoarazole can be prepared by a process comprising the steps of condensing a condensable nitroarylcarbonyl compound with an aminonitroarylol, an aminonitroarylthiol, or a triaminonitroarene to form a dinitroanilide, then reducing and cyclizing the dinitroanilide under such conditions to form the aminoarylaminoarazole. The aminoarylaminoarazole is useful in making PIBX polymers.

  一种氨基芳基氨基咪唑可以通过以下步骤制备：将可缩合的硝基芳基羰基化合物与氨基硝基芳醇、氨基硝基芳硫醇或三氨基硝基芳烃缩合形成二硝基苯酰胺，然后在这样的条件下还原和环化二硝基苯酰胺以形成氨基芳基氨基咪唑。氨基芳基氨基咪唑在制备PIBX聚合物时很有用。