3-Substituted quinoxaline-2-carboxamide-1,4-dioxides

Details 3-Substituted quinoxaline-2-carboxamide-1,4-dioxides 3-Substituted quinoxaline-2-carboxamide-1,4-dioxides

1975-11-17

1977-08-02

Daus, Donald G.

Chemistry of carbon compounds

Miscellaneous organic carbon compounds

C-metal

260268BC, 424250, 424246, 42424851, 544 62, 544 80, 544116, 544119, C07D24152, C07D40312, C07D40112

Patent

active

040395405

ABSTRACT:
Compounds of the formula ##STR1## wherein X is a 6- or 7-position substituent selected from the group consisting of hydrogen, halogen, lower alkoxy, trifluoromethyl, methyl, lower alkyl sulfide, lower alkyl sulfoxide and lower alkyl sulfone; Y is S, SO or SO.sub.2 ; R.sub.1 is carbamyl(lower alkyl), carbo(lower alkoxy)lower alkyl or monosubstituted alkyl having from 2 to 4 carbon atoms in the alkyl group wherein the substituent is selected from the group consisting of hydroxy, lower alkoxy, amino, mono(lower alkyl)amino, di(lower alkyl)amino, mono(lower alkyl)carbamyl, di(lower alkyl)carbamyl, halogen, mercapto, sulfo, lower alkyl sulfide, lower alkyl sulfoxide, lower alkyl sulfone, acetoxy, pyrrolidino, piperidino, morpholino, thiomorpholino, piperazino, N-(lower alkyl)piperazino, N-hydroxy(lower alkyl)piperazino, N-(lower alkanoyl)piperazino and N-carbo(lower alkoxy)piperazino; R.sub.2, when taken separately, is hydrogen or lower akyl; R.sub.3, when taken separately, is hydrogen, lower alkyl or monosubstituted lower alkyl wherein the substituent is phenyl, amino, mono(lower alkyl)amino, di(lower alkyl)amino, pyrrolidino, piperidino, morpholino, N-(lower alkyl)piperazino, N-hydroxy(lower alkyl)piperazino, N-(lower alkanoyl)piperazino, N-carbo(lower alkoxy)piperazino, pyrrolo, piperazino, imidazolidino, hydroxy, lower alkoxy, carboxy, carbo(lower alkoxy), carbamyl, mono(lower alkyl)carbamyl, thio(lower alkyl), di(lower alkyl)carbamyl, lower alkanoyloxy or lower alkanoylamino and R.sub.2 and R.sub.3, when taken together with the nitrogen atom to which they are attached, form a member selected from the group consisting of pyrrolo, pyrrolidino, piperidino, morpholino, thiomorpholino, piperazino, N-(lower alkyl)piperazino, N-hydroxy(lower alkyl)piperazino, N-(lower alkanoyl)piperazino and N-carbo(lower alkoxy)piperazino and the pharmaceutically acceptable acid addition salts of those compounds wherein at least one of R.sub.1 and R.sub.3 is substituted lower alkyl wherein the substituent is a basic group; methods for their preparation; and their use as antibacterial agents and as agents for promoting growth and improving feed efficiency of animals.

REFERENCES:
patent: 3558624 (1971-01-01), Ley et al.
patent: 3598820 (1971-08-01), Ley et al.
patent: 3644360 (1972-02-01), Abu el Haj
patent: 3660391 (1972-05-01), Ley et al.
patent: 3931174 (1976-01-01), McFarland

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