3-Amino-2-quinoxalinecarbonitrile. New fused quinoxalines with potential cytotoxic activity |
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| Authors: | A. Monge,J. A. Palop,A. Pi ol,F. J. Martí nez-Crespo,S. Narro,M. Gonz lez,Y. S inz,A. L pez De Cer in,E. Hamilton,A. J. Barker |
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| Affiliation: | A. Monge,J. A. Palop,A. Piñol,F. J. Martínez-Crespo,S. Narro,M. González,Y. Sáinz,A. López De Ceráin,E. Hamilton,A. J. Barker |
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| Abstract: | Starting with 3-amino-2-quinoxalinecarbonitrile 1,4-dioxide 1 , a new series of quinoxaline derivatives was prepared through chemical modifications of the 2-cyano and 3-amino groups. Nitration of 3-amino-2-quin-oxalinecarbonitrile 3 afforded the 7-nitro derivative 6 . Diazotation of 3 gave the 3-chloro compound 9 . 2,3-Quinoxalinedicarbonitrile 14 was obtained from 9 . Pyridazino[4,5-b]quinoxalines 15 and 16 were prepared by condensing 14 with hydrazine hydrate. A triazolo[4,5-b]quinoxaline 18 , a isothiazolo[4,5-b]quinoxaline 20 and two pyrazolo[3,4-b]quinoxalines 21 and 22 were identified. Compounds were tested as cytotoxic agents both in oxic and in hypoxic cells. |
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