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Quinoxaline derivatives part II: Synthesis and antimicrobial testing of 1,2,4-triazolo[4,3-a]quinoxalines, 1,2,4-triazino[4,3-a]quinoxalines and 2- pyrazolylquinoxalines
El-Hawash,Habib,Fanaki
, p. 808 - 813 (2007/10/03)
Three main classes of quinoxaline derivatives have been synthesized. The first class comprises the synthesis of three novel series of 1,2,4- triazolo[4,3-a]quinoxalines; namely 1-substituted-1,2,4-triazolo[4,3- a]quinoxalines 3a-f, 1-substituted aminomethyl-1,2,4-triazolo[4,3- a]quinoxalines 14a-d and 1-cyano or ethoxycarbonylmethyl-1,2,4- triazolo[4,3a]quinoxalines 6, 12. The second class involves the synthesis of 2-substituted-1H-1,2,4-triazino[4,3-a]quinoxalines 4a-d. The third class deals with the synthesis of a variety of 2-pyrazolylquinoxalines, namely 2- (5-amino-3-arylpyrazol-1-yl)-3-phenylquinoxalines 5a-d, 2-[5-hydroxy-3- phenyl-4-(4-substituted sulfamoylphenyl)azopyrazol-1-yl]-3-phenylquinoxalines 15a, b, and 2-(5-hydroxy-4-nitroso-3-phenylpyrazol-1-yl)-3-phenylquinoxaline (16). The prepared compounds were tested in vitro for their antimicrobial activity. Compounds 13 and 14b exhibited promising antifungal activity against C. albicans (MIC 25, 50 μ/ml respectively). Compound 13 was as active as the antibiotic nystatin.
