Synthesis and Biological Activity of Some 3-(4-(Substituted)-piperazin-1-yl)cinnolines

• Main Authors: Mohammad S. Mubarak, Randa G. Naffa, Ehab Q. Al-Momani, Malek A. Zihlif, Eman D. Awad, Suzan Matar, Mustafa M. El-Abadelah
• Format: Article
• Language: English
• Published: MDPI AG 2011-12-01
• Series: Molecules
• Subjects: hydrazonoyl chlorides; 3-(piperazin-1-yl)cinnolines; antitumor and antifungal activity
• Online Access: http://www.mdpi.com/1420-3049/17/1/227/

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, 1H-NMR, 13C-NMR, and ESI-HRMS spectral data. The antitumor, antibacterial, and antifungal activity of the newly synthesized compounds was evaluated.