Molecules · 2011 · 19 citations · 17 references
PharmacyChemistryMedicinal ChemistryDrug DiscoveryStructure-activity RelationshipsSynthetic Medicinal ChemistryAntifungal AgentsHeterocyclic ChemistryStructure-activity Relationship AnalysisBiological Activity FeaturesMass Spectral Data AnalysisMedicinal Chemistry ApplicationsNatural Antifungal CompoundsNew Antifungal AgentsNovel Antifungal Drug DevelopmentSubstituent Effects On Biological Activity
A new series of 6-substituted-4-methyl-3-(4-arylpiperazin-1-yl)cinnolines 8-10 were synthesized as potential antifungal agents via intramolecular cyclization of the respective 1-(2-arylhydrazono)-1-(4-arylpiperazin-1-yl)propan-2-ones 5-7, mediated by polyphosphoric acid (PPA). The amidrazones themselves were synthesized via direct interaction of the appropriate hydrazonoyl chlorides 4a-d with the corresponding N-substituted piperazine in the presence of triethylamine. The structures of the new prepared compounds were confirmed by elemental analyses, (1)H-NMR, (13)C-NMR, and ESI-HRMS spectral data. The antitumor, antibacterial, and antifungal activity of the newly synthesized compounds was evaluated.
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Arthur Gomtsyan, Erol K. Bayburt, Robert G. Schmidt et al. · Journal of Medicinal Chemistry · 2005 · 163 citations · Full text