N-(4-cyanophenyl)-5-nitrofuran-2-carboxamide | 779326-99-7

• 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: N-(4-cyanophenyl)-5-nitrofuran-2-carboxamide
• 英文别名: C-176-18；5-nitro-furan-2-carboxylic acid (4-cyano-phenyll)-amide；5-nitrofuran-2-carboxylic acid(4-cyano-phenyl)-amide
• CAS: 779326-99-7
• 化学式: C₁₂H₇N₃O₄
• 分子量: 257.205
• InChiKey: CCVCUKSCYBOHGE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  19
• 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：
  112
• 氢给体数：
  1
• 氢受体数：
  5

安全信息

• 海关编码：
  2932190090

反应信息

• 作为产物：
  描述：

  5-硝基-2-糠酸 、 对氨基苯腈 在 4-二甲氨基吡啶 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 14.0h， 以90%的产率得到N-(4-cyanophenyl)-5-nitrofuran-2-carboxamide
  参考文献：
  名称：

  Synthesis and Evaluation of Nitrofuranylamides as Novel Antituberculosis Agents

  摘要：

  In an effort to develop new and more potent therapies to treat tuberculosis, a library of compounds was screened for M. tuberculosis UDP-Gal mutase inhibition. Nitrofuranylamide 1 was identified as a hit in this screen, possessing good antituberculosis activity. This paper describes the synthesis and evaluation of an expanded set of nitrofaranylamides. We have discovered a number of nitrofaranylamides with submicromolar M. tuberculosis MIC values and acceptable therapeutic indexes. The MIC activity did not correlate with UDP-Gal mutase inhibition, suggesting an alternative primary cellular target was responsible for the antituberculosis activity. The compounds were only active against mycobacteria of the tuberculosis complex. On the basis of these results, four compounds were selected for in vivo testing in a mouse model of tuberculosis infection, and of these compounds one showed significant antituberculosis activity.

  DOI：

  10.1021/jm049972y

文献信息

• Heterocyclic amides with anti-tuberculosis activity
  申请人：Lee E. Richard

  公开号：US20050222408A1

  公开（公告）日：2005-10-06

  Compounds having the general structure: wherein A is selected from the group consisting of oxygen, sulfur, and NR 15 , and R 15 is selected from the group consisting of H, alkyl, aryl, substituted alkyl, and substituted aryl; B,D, and E are each independently selected from the group consisting of CH, nitrogen, sulfur and oxygen; R 1 is selected from the group consisting of nitro, halo, alkyl ester, arylsulfanyl, arylsulfinyl, arylsulfonyl and sulfonic acid; t is an integer from 1 to 3; and X is a substituted amide, and methods of using the novel compounds for treating infections caused by microorganisms, including Mycobacterium tuberculosis.

  具有一般结构的化合物：其中A从氧、硫和NR15组成的群体中选择，R15从H、烷基、芳基、取代烷基和取代芳基组成的群体中选择；B、D和E分别独立地从CH、氮、硫和氧组成的群体中选择；R1从硝基、卤素、烷基酯、芳基硫醚、芳基亚砜、芳基砜基和磺酸中选择；t为1到3的整数；X为取代酰胺，并且使用这些新化合物治疗由微生物引起的感染的方法，包括结核分枝杆菌。
• STING INHIBITORS
  申请人：ECOLE POLYTECHNIQUE FEDERALE DE LAUSANNE (EPFL)

  公开号：EP3502102A1

  公开（公告）日：2019-06-26

  The present invention relates to compounds, compositions for use and methods for the treatment of a STING associated disease, condition, or disorder.

  本发明涉及治疗 STING 相关疾病、病症或紊乱的化合物、用途组合物和方法。
• DIARYLAMIDE COMPOUND AND APPLICATION THEREOF
  申请人：Peking University

  公开号：EP3984534A1

  公开（公告）日：2022-04-20

  A use of a diarylamide compound having the structure as shown in formula (I) or a pharmaceutically acceptable salt thereof in preparing a drug which acts as a urea transporter protein inhibitor, and a novel diarylamide compound. The diarylamide compound has urea transporter protein inhibitor effect, and can produce urea selective diuresis in the body without obvious toxicity.

  一种具有式（I）所示结构的二芳基酰胺化合物或其药学上可接受的盐在制备作为尿素转运蛋白抑制剂的药物中的用途，以及一种新型二芳基酰胺化合物。该二芳基酰胺化合物具有尿素转运蛋白抑制剂的作用，可在体内产生尿素选择性利尿作用，且无明显毒性。
• [EN] DIARYLAMIDE COMPOUND AND APPLICATION THEREOF<br/>[FR] COMPOSÉ DE DIARYLAMIDE ET SON APPLICATION<br/>[ZH] 二芳基酰胺类化合物及其应用
  申请人：UNIV BEIJING

  公开号：WO2020253802A1

  公开（公告）日：2020-12-24

  具有式(I)所示结构的二芳基酰胺类化合物、其药学上可接受的盐在制备作为尿素通道蛋白抑制剂的药物中的用途以及一类新型的二芳基酰胺类化合物，所述二芳基酰胺类化合物具有尿素通道蛋白抑制剂作用，能够在体内产生尿素选择性利尿并且没有明显的毒性作用。
• [EN] HETEROCYCLIC AMIDES WITH ANTI-TUBERCULOSIS ACTIVITY<br/>[FR] AMIDES HETEROCYCLIQUES A ACTIVITE ANTI-TUBERCULINIQUE
  申请人：UNIV TENNESSEE RES FOUNDATION

  公开号：WO2005007625A3

  公开（公告）日：2005-12-29