2-(5-Nitro-2-imidazolyl)-benzimidazoles
AssigneeSchering Corporation
InventorsClemens Rufer, Eberhard Schroder, Hans-Joachim Kessler
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Abstract
2-(5-Nitro-2-imidazolyl)-benzimidazoles of the formula ##STR1## wherein R.sub.1 and R.sub.2 are H, halo, alkyl, alkoxy, nitro, trifluoromethyl or carboxy; A is H, alkyl, hydroxyalkyl or an ester thereof, haloalkyl, phenyl or a tertiary aminoalkyl group; and X is alkyl, hydroxyalkyl or an ester thereof, are antimicrobials, especially against Trichomonas vaginalis.
Claims14
A 2-(5-nitro-2-imidazolyl)-benzimidazole of the formula ##STR11## wherein R.sub.1 and R.sub.2 each are hydrogen, halogen, alkyl of 1 to 4 carbon atoms, alkoxy of 1 to 4 carbon atoms, nitro, trifluoromethyl or carboxy;
- A is hydroxyalkyl of 2 to 5 carbon atoms or an acyl ester thereof of an alkanoic acid of up to 12 carbon atoms or of a physiologically acceptable benzoic or naphthoic acid of up to 12 carbon atoms which is unsubstituted or mono-substituted by lower n-alkyl, lower n-alkoxy, hydroxy or amino, disubstitued by lower n-alkyl, lower n-alkoxy or mono-amino-mono-hydroxy or tri-substituted by lower n-alkyl or lower n-alkoxy, haloalkyl of 2 to 5 carbon atoms, or aminoalkyl of the formula ##STR12## wherein Alk is alkyl of 2 to 5 carbon atoms and R.sub.3 and R.sub.4 each are alkyl of 1 to 5 carbon atoms, or, together with the N-atom, pyrrolidino, piperidino, homopiperidino, piperazino, morpholino, or one of said heterocyclic groups substituted on a ring carbon atom by alkyl of 1 to 5 carbon atoms, or piperazino substituted on the 4-position nitrogen atom by alkyl of 1-5 carbon atoms, hydroxyalkyl of 2-5 carbon atoms or an alkanoyloxy ester thereof of 1-5 carbon atoms;
- and X is alkyl of 1 to 5 carbon atoms;
- or a physiologically acceptable salt thereof.
A 2-(5-nitro-2-imidazolyl)-benzimidazole of the formula ##STR13## wherein R.sub.1 and R.sub.2 each are hydrogen, halogen, alkyl of 1 to 4 carbon atoms, alkoxy of 1 to 4 carbon atoms, nitro, trifluoromethyl and carboxy;
- A is H, alkyl of 1-5 carbon atoms, hydroxyalkyl of 2 to 5 carbon atoms or an acyl ester thereof of an alkanoic acid of up to 12 carbon atoms or of a physiologically acceptable benzoic or naphthoic acid of up to 12 carbon atoms which is unsubstituted or mono-substituted by lower n-alkyl, lower n-alkoxy, hydroxy or amino, disubstituted by lower n-alkyl, lower n-alkoxy or mono-amino-mono-hydroxy or trisubstituted by lower n-alkyl or lower n-alkoxy, haloalkyl of 2 to 5 carbon atoms, phenyl or aminoalkyl of the formula ##STR14## wherein Alk is alkyl of 2 to 5 carbon atoms and R.sub.3 and R.sub.4 each are alkyl of 1 to 5 carbon atoms, or, together with the N-atom, pyrrolidino, piperidino, homopiperidonio or morpholino, piperazino, the corresponding heterocyclic rings substituted on a ring carbon atom by alkyl of 1 to 5 carbon atoms, or piperazino substituted on the 4-position nitrogen atom by alkyl of 1-5 carbon atoms, hydroxyalkyl of 2-5 carbon atoms or an alkanoyloxy ester thereof of 1-5 carbon atoms;
- and X is hydroxyalkyl of 2 to 5 carbon atoms or an ester thereof of an alkanoic acid of up to 12 carbon atoms or of a physiologically acceptable benzoic or naphthoic acid of up to 12 carbon atoms which is unsubstituted or mono-substituted by lower n-alkyl, lower n-alkoxy, hydroxy or amino, disubstituted by lower n-alkyl, lower n-alkoxy or mono-amino-mono-hydroxy or trisubstituted by lower n-alkyl or lower n-alkoxy;
- or a physiologically acceptable salt thereof.
Dependencies are inferred from the claim text.