Synthesis and Antimicrobial Activity of Some New Pyrazoles, Fused Pyrazolo[3,4-d]-pyrimidine and 1,2-Dihydroimidazo-[2,1-c][1,2,4]triazin-6-one Derivatives

doi:10.3390/molecules16086549

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Molecules 2011, 16(8), 6549-6560; doi:10.3390/molecules16086549

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Synthesis and Antimicrobial Activity of Some New Pyrazoles, Fused Pyrazolo[3,4-d]-pyrimidine and 1,2-Dihydroimidazo-[2,1-c][1,2,4]triazin-6-one Derivatives

Sobhi Mohamed Gomha* and Huwaida M.E. Hassaneen

Department of Chemistry, Faculty of Science, University of Cairo, Giza 12613, Egypt

* Author to whom correspondence should be addressed.

Received: 6 July 2011; in revised form: 25 July 2011 / Accepted: 28 July 2011 / Published: 4 August 2011

(This article belongs to the Special Issue Heterocycles)

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Abstract: A novel series of 7,7-diphenyl-1,2-dihydroimidazo[2,1-c][1,2,4]triazin-6(7H)-one 6a–h, were easily prepared via reactions of novel 2-hydrazinyl-4,4-diphenyl-1H-imidazol-5(4H)-one (2) with hydrazonoyl halides 3a–h. In addition, we also examined the reaction of compound 2 with commercially available active methylene compounds to afford new pyrazoles containing an imidazolone moiety, expected to be biologically active. The structures of the synthesized compounds were assigned on the basis of elemental analysis, IR, ¹H-NMR and mass spectral data. The antifungal and antibacterial activities of the newly synthesized compounds were evaluated.

Keywords: 2-hydrazinyl-5-imidazolone; hydrazonoyl halides; imidazo[2,1-c][1,2,4]triazinone; pyrazolo[3,4-d]pyrimidinone; pyrazoles; antimicrobial activity

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MDPI and ACS Style

Gomha, S.M.; Hassaneen, H.M. Synthesis and Antimicrobial Activity of Some New Pyrazoles, Fused Pyrazolo[3,4-d]-pyrimidine and 1,2-Dihydroimidazo-[2,1-c][1,2,4]triazin-6-one Derivatives. Molecules 2011, 16, 6549-6560.

AMA Style

Gomha SM, Hassaneen HM. Synthesis and Antimicrobial Activity of Some New Pyrazoles, Fused Pyrazolo[3,4-d]-pyrimidine and 1,2-Dihydroimidazo-[2,1-c][1,2,4]triazin-6-one Derivatives. Molecules. 2011; 16(8):6549-6560.

Chicago/Turabian Style

Gomha, Sobhi Mohamed; Hassaneen, Huwaida M.E. 2011. "Synthesis and Antimicrobial Activity of Some New Pyrazoles, Fused Pyrazolo[3,4-d]-pyrimidine and 1,2-Dihydroimidazo-[2,1-c][1,2,4]triazin-6-one Derivatives." Molecules 16, no. 8: 6549-6560.

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