Construction of 5-(Alkylamino)-6-aryl/alkylpyrazine-2,3-dicarbonitriles via the One-Pot Reaction of Alkyl Isocyanides with Aryl/Alkyl Carbonyl Chlorides and Diaminomaleonitrile: Fluorescence and Antimicrobial Activity Evaluation

Molecules. 2022 Nov 27;27(23):8278. doi: 10.3390/molecules27238278.

Abstract

5-(Alkylamino)-6-aryl/alkylpyrazine-2,3-dicarbonitriles were successfully synthesized in good to moderate yields by reacting alkyl isocyanides with aryl/alkyl carbonyl chlorides, followed by the addition of diaminomaleonitrile. The synthesized pyrazines were fully characterized in this investigation, and X-ray crystal structure analysis was performed on some derivatives. The antibacterial and antifungal activities of the newly synthesized pyrazine-2,3-dicarbonitriles were assessed in addition to their UV and fluorescence results. All the compounds showed similar UV-Vis spectral features with absorption peaks (λmax) around 267, 303, and 373 nm.

Keywords: antimicrobial; diaminomaleonitrile; fluorescence; isocyanide; pyrazine.

MeSH terms

  • Antifungal Agents
  • Cyanides* / chemistry
  • Nitriles / chemistry
  • Nitriles / pharmacology
  • Phosgene*
  • Pyrazines / chemistry
  • Pyrazines / pharmacology

Substances

  • Cyanides
  • diaminomaleonitrile
  • Nitriles
  • Pyrazines
  • Antifungal Agents
  • Phosgene

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