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Annulation of o-Aminoquinoxaline-1,4-dioxidenitrile with Ketonic Compounds Under Friedlander-type Cyclocondensation and its Biological Evaluation
Hamama Wafaa S
Waly Sara M
Said Samy B
Zoorob Hanafi H
Journal of Heterocyclic Chemistry, 55(7), pp 1554-1563, 2018-7
Summary
The reaction of compound 2-amino-3-cyano-6-methylquinoxaline-1,4-dioxide with cyclohexanone and dimedone in dimethylformamide in the presence of anhydrous ZnCl2 under Friedlander-type cyclocondensation gave compounds 12-amino-9-methyl-1,2,3,4,12,12a-hexahydroquinolino[2,3-b]quinoxaline-6,11-dioxide (4), 7-methyl-4-oxo-3,4-dihydro-1H-spiro[benzo[g]pteridine-2,1-cyclohexane]5,10-dioxide (5), and 12-amino-3,3,9-trimethyl-1-oxo-1,2,3,4,12,12a-hexahydroquinolino[2,3-b]quinoxaline-6,11-dioxide (6); (R)-3,3,7-trimethyl-4,5-dioxo-3,4-dihydro-1H-spiro[benzo[g]pteridine-2,1-cyclohexane]5,10-dioxide (7) were achieved and evaluated their biological activity as antibacterial and antifungal activities and antitumor evaluation, and also, the density functional theory calculations were evaluated.
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