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US 7,067,536 B2Granted
4-,6- or 7-hydroxyindoles with N-oxide groups and the use thereof as therapeutic agents
AssigneeElbion AG
InventorsNobert Hofgen, Hildegard Kuss, Karin Steinike, Ute Egerland, Chris Rundfeldt
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Abstract
The invention relates to substituted 4-, 6- or 7-hydroxyindoles with N-oxide groups, process for their preparation, pharmaceutical preparations which comprise these compounds, and the pharmaceutical use of these compounds, which are inhibitors of phosphodiesterase 4, as active ingredients for the treatment of disorders which can be influenced by inhibition of phosphodiesterase 4 activity in particular in immunocompetent cells (e.g. macrophages and lymphocytes) by the compounds of the invention.
Claims7
A compound of formula 1
- wherein
- R1
- (i) is —C1-10-alkyl, straight-chain or branched-chain, optionally mono- or polysubstituted by mono-, bi- or tricyclic saturated or mono- or polyunsaturated carbocycles with 3–14 ring members,
- wherein the carbocyclic substituents in turn are substituted one or more times by —NO2 and may optionally be substituted one or more times by —C1-6-alkyl, —OH, —NH2, —NHC1-6-alkyl, —N(C1-6-alkyl)2, —NO2, —CN, —F, —Cl, —Br, —I, —O—C1-6-alkyl, —S—C1-6-alkyl, —SO3H, —SO2C1-6-alkyl, —OSO2C1-6-alkyl, —COOH, —(CO)C1-5-alkyl, —COO—C1-5-alkyl or/and —O(CO)C1-5-alkyl, and wherein the alkyl groups on the carbocyclic substituents in turn may optionally be substituted one or more times by —OH, —SH, —NH2, —F, —Cl, —Br, —I, —SO3H or/and —COOH,
- R2 is hydrogen or —C1-3-alkyl,
- R3, R4 and R5 are hydrogen or a hydroxyl group, wherein at least one of these substituents must be a hydroxyl group,
- R6 and R7 may be identical or different and are hydrogen, —C1-6-alkyl, —OH, —SH, —NH2, —NHC1-6-alkyl, —N(C1-6-alkyl)2, —NO2, —CN, —SO3H, —SO3—C1-6-alkyl, —COOH, —COO—C1-6-alkyl, —O(CO)—C1-5-alkyl, —F, —Cl, —Br, —I, —O—C1-6-alkyl, —S—C1-6-alkyl, -phenyl or -pyridyl, wherein the phenyl or pyridyl substituents in turn may optionally be substituted one or more times by —C1-3-alkyl, —OH, —SH, —NH2, —NHC1-3-alkyl, —N(C1-3-alkyl)2, —NO2, —CN, —SO3H, —SO3C1-3-alkyl, —COOH, —COOC1-3-alkyl, —F, —Cl, —Br, —I, —O—C1-3-alkyl, —S—C1-3-alkyl, or/and —O(CO)C1-3-alkyl, and wherein the alkyl substituents in turn may optionally be substituted one or more times by —OH, —SH, —NH2, —F, —Cl, —Br, —I, —SO3H, —SO3C1-3-alkyl, —COOH, —COOC1-3-alkyl, —O—C1-3-alkyl, —S—C1-3-alkyl or/and —O(CO)—C1-3-alkyl,
- or a salt of the compounds of formula 1.
5 more elements
Dependencies are inferred from the claim text.