3-Chloro-4-(4-chloro-3-nitroanilino)-1-(1,5-dimethyl-3-oxo-2-phenylpyrazol-4-yl)pyrrole-2,5-dione | 1257329-37-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 3-Chloro-4-(4-chloro-3-nitroanilino)-1-(1,5-dimethyl-3-oxo-2-phenylpyrazol-4-yl)pyrrole-2,5-dione
• CAS: 1257329-37-5
• 化学式: C₂₁H₁₅Cl₂N₅O₅
• 分子量: 488.287
• InChiKey: ZISWQKCELVOFBN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  33
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  119
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  3-硝基-4-氯苯胺 、 N-antipyrinyl-2,3-dichloromaleimide 以 乙醇 为溶剂， 反应 9.0h， 以82%的产率得到3-Chloro-4-(4-chloro-3-nitroanilino)-1-(1,5-dimethyl-3-oxo-2-phenylpyrazol-4-yl)pyrrole-2,5-dione
  参考文献：
  名称：

  Synthesis and biological evaluation of N-antipyrine-4-substituted amino-3-chloromaleimide derivatives

  摘要：

  This paper describes the synthesis of new cyclic imides obtained by reaction with N-antipyrine-3,4-dichloromaleimides and different aromatic amines. The analgesic activity of the synthesized compounds was initially investigated against the writhing test in mice, followed by analysis of the most promising compounds in this model and in the formalin-induced model. The results indicate that the compounds containing the electron-withdrawing substituents in the para position of the substitute ring exerted more potent analgesic activity in mice, being much more potent than the prototype N-antipyrine-3,4-dichloromaleimide and some reference drugs. Some compounds exhibited activity against human opportunistic and pathogenic fungi, with MIC values of between 40 and 100 mu g/mL (91.74 and 236.96 mu M), and it was verified that only a few compounds presented potential for cytotoxic activity. (C) 2010 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2010.07.040

文献信息

• Synthesis and biological evaluation of N-antipyrine-4-substituted amino-3-chloromaleimide derivatives
  作者：Fernanda Mahle、Tatiana da Rosa Guimarães、Aleandra Vergilina Meira、Rogério Corrêa、Rosana Cé Bella Cruz、Alexandre Bella Cruz、Ricardo José Nunes、Valdir Cechinel-Filho、Fátima de Campos-Buzzi

  DOI：10.1016/j.ejmech.2010.07.040

  日期：2010.11

  This paper describes the synthesis of new cyclic imides obtained by reaction with N-antipyrine-3,4-dichloromaleimides and different aromatic amines. The analgesic activity of the synthesized compounds was initially investigated against the writhing test in mice, followed by analysis of the most promising compounds in this model and in the formalin-induced model. The results indicate that the compounds containing the electron-withdrawing substituents in the para position of the substitute ring exerted more potent analgesic activity in mice, being much more potent than the prototype N-antipyrine-3,4-dichloromaleimide and some reference drugs. Some compounds exhibited activity against human opportunistic and pathogenic fungi, with MIC values of between 40 and 100 mu g/mL (91.74 and 236.96 mu M), and it was verified that only a few compounds presented potential for cytotoxic activity. (C) 2010 Elsevier Masson SAS. All rights reserved.