PMID: 490559Sep 1, 1979Paper

Synthesis and antibacterial activity of 1-hydroxy-1-methyl-1,3-dihydrofuro[3,4-b]quinoxaline 4,9-dioxide and related compounds

Journal of Medicinal Chemistry
J P DirlamW W Windisch

Abstract

A Free-Wilson analysis of the antibacterial activity found in a variety of quinoxaline 1,4-dioxides prepared and tested in these laboratories unexpectedly predicted that potent activity should be found in the case where the heterocyclic ring system was substituted with an acetyl group in the 2 position and a hydroxymethyl group in the 3 position (2). The synthesis and antibacterial activity of this compound, which was actually isolated in the hemiketal form (3), and of several of its derivatives are reported. 1-Hydroxy-1-methyl-1,3-dihydrofuro[3,4-b]quinoxaline 4,9-dioxide (3) possesses exceptional activity in vivo against Escherichia coli, Salmonella choleraesuis, and Pasteurella multocida.

Citations

Oct 1, 1990·Journal of Industrial Microbiology·J P DirlamA P Ricketts
Feb 6, 2009·Journal of Medicinal Chemistry·Robert N JorissenMichael K Gilson
Feb 9, 2008·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Lidia M LimaAntonio Monge

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