Schering Aktiengesellschaft

Eberhard Schroder

Clemens Rufer

Helmut Biere

Henning Koch

Hanns Ahrens

Erich Klieger

Joachim-Friedrich Kapp

Irmgard Bottcher

Hans-Joachim Kessler

Wolfgang Beich

Helmut Wachtel

Olaf Loge

Dieter Rahtz

Ekkehard Schillinger

Wolfgang Losert

Wolfgang Kehr

Reinhard Horowski

Dieter Palenschat

Gert Paschelke

Rudolf Albrecht

Hans Ahrens

Quinolonecarboxylic acid derivatives of the formula ##STR1## wherein the grouping ##STR2## is independently in the 6-, 7- or 8-position of each of the quinolone residues;

Quinolonecarboxylic acid derivatives and pharmaceutical preparations

Indanyl derivatives of the formula ##STR1## wherein AR is phenyl, pyridyl, or phenyl or pyridyl substituted by halogen, alkyl of 1-4 carbon atoms or trifluoromethyl; X is oxygen or a sulfur; R.sub.1 is alkyl of 1-4 carbon atoms or alkyl of 1-4 carbon atoms substituted by fluorine or chlorine; A is ##STR2## Y is oxo, oximino, C.sub.1-4 -alkoximino of 1-4 carbon atoms, phenylhydrazono or p-toluenesulfonylhydrazono; n is 0, 1 or 2; R.sub.2 is alkyl of 1-4 carbon atoms, phenyl or phenyl substituted by halogen, alkyl of 1-4 carbon atoms, nitro or carboxy; Z is hydroxy, acyloxy of 1 to 6 carbon atoms, R.sub.1 SO.sub.3 -- amino, acylamino of 1 to 6 carbon atoms, R.sub.1 SO.sub.2 NH-- or cyano, and V is hydrogen, acyl of 1 to 6 carbon atoms or R.sub.1 SO.sub.2 --, and the salts thereof with physiologically acceptable bases or acids have valuable pharmacological and herbicidal activity.

Indanyl derivatives and their use

Pyridine derivatives of the formula ##STR1## wherein R.sub.1 is an alkyl, aliphatic, a cycloalkyl, or a substituted or unsubstituted hydrocarbon aryl and the substituent is halogen, alkoxy or methylenedioxy; R.sub.2 is H or Cl; X is CN, 5-tetrazolyl, or COOH or a carboxylic acid derivative; Y is H, OH, OCOR.sub.7, NH.sub.2, NHCOR.sub.8, R.sub.9, COOH or COOR.sub.10 and R.sub.7, R.sub.8, R.sub.9 and R.sub.10 are alkyl groups of 1-10 carbon atoms; A is methylene or a carbon-to-carbon bond; and R.sub.3 and R.sub.4 are each H or alkyl groups of 1-4 carbon atoms, are useful as anti-inflammatory agents.

Novel 5,6,7,8-tetrahydro-5-quinolines and their use as anti-inflammatory

Carbazoles of the formula ##STR1## wherein R.sub.1 is hydroxymethyl, alkanoyloxymethyl, tetrazolyl, cyano, oximinocarbonyl, aminocarbonyl, carboxyl and salts thereof with physiologically acceptable bases and the esters thereof with physiologically acceptable alcohols and amides thereof with physiologically acceptable amines, R.sub.2 through R.sub.6 each are a hydrogen atom, halogen atom, lower alkyl, trifluoromethyl, or lower alkoxy, or R.sub.5 and R.sub.6 collectively are a five- or six-membered isocyclic ring, and R.sub.7 is a hydrocarbon of 3-8 carbon atoms or, when at least one of the R.sub.2 through R.sub.6 is other than a hydrogen atom, a hydrogen atom, methyl or ethyl, And the corresponding compounds wherein R.sub.7 is a hydrogen atom, methyl or ethyl, And the 5,6,7,8-tetrahydrocarbazoles, possess topical anti-inflammatory activity.

5,6,7,8:Tetrahydrocarbazole-1-carboxylic acid derivatives

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.

2-(5-Nitro-2-imidazolyl)-benzimidazoles

Pyrazole compounds of the formula ##STR1## wherein n is 1, 2, 3, or 4; R.sub.1, R.sub.2, R.sub.3, and R.sub.4, which can be in the ortho, meta or para position, each are hydrogen, halogen, alkyl, alkoxy, trifluoromethyl, nitro or amino; X is cyano, aminocarbonyl, lower alkoxycarbonyl, carboxy and physiologically acceptable salts thereof, have anti-inflammatory activity.

Novel anti-inflammatory pyrazole derivatives and preparation thereof

New amino acid derivative of acylamino-5-alkylcarbamoyl-2,4,6-triiodobenzoic acids are described together with processes for their preparation and use and novel intermediates useful in preparing these compounds. The compounds are valuable radiopaque agents useful as X-ray contrast media.

Triiodoisophthalic acid monoamino acid amides, process for the

Benzomorphans of the formula ##STR1## wherein R.sub.1 is H, CH.sub.3 or C.sub.2 H.sub.5 ; R.sub.2 is CH.sub.3 or C.sub.2 H.sub.5 and R.sub.3 and R.sub.4, which can be alike or different, each are lower alkyl, and the acid addition salts thereof with physiologically acceptable acids have CNS activity, including analgesic, morphine antagonistic, anti-convulsive, muscle relaxant, sedative and neuroleptic activity.

Benzomorphan derivatives

Nitroimidazolyl pyrimidines of the formula ##SPC1## And physiologically acceptable acid addition salts thereon wherein X is alkyl of 1-4 carbon atoms, R.sub.1 and R.sub.2 each are a hydrogen atom, alkyl of 1-4 carbon atoms, phenyl triflouromethyl or a monocyclic heterocyclic ring and R.sub.3 is a hydrogen atoms, alkyl of 1-4 carbon atoms, hydroxyalkoxy of 2-4 carbon atoms or an ester thereof of an alkanocarboxylic acid of 1-4 carbon atoms, oxoalkyl of 8-6 carbon atoms, or, when R.sub.1 or R.sub.2 is phenyl, alkylene having 1-2 carbon atoms in the chain joined to the 2-position of the phenyl ring possess trichomonicidal activity.

Nitroimidazolyl pyrimidines

Indolylacetylamino acids of the formula ##SPC1## Wherein R is H or CH.sub.3, physiologically acceptable salts thereof and the corresponding amides, alkyl and benzyl esters and alkyl and benzyl ethers thereof, possess anti-inflammatory activity.

Indolylacetylamino acid derivatives, process for their preparation, and

Compounds of the formula ##SPC1## Wherein X and Y each are a bond or methylene, R is H or lower-alkyl and Z is a carboxyl, amide, nitrile or alkoxycarbonyl of 1-6 carbon atoms in the alkoxy group and the corresponding compounds bearing 1-2 halogen, lower-alkyl or lower-alkoxy groups on one or both benzene rings and, when Z is carboxyl, salts thereof with physiologically acceptable bases, possess anti-inflammatory and antipyretic activities.

Novel pyrazolyloxyacetic acid derivatives and process for the

1,2-Substituted biguanides of the formula ##EQU1## wherein R.sub.1 is saturated or unsaturated, straight-chain or branched hydrocarbon of 1-12 carbon atoms which is unsubstituted or substituted by one or more fluorine atoms; a cycloalkyl group of 3-6 carbon atoms; or an aryl or aralkyl group of the formula ##SPC1## With n being the integer 0, 1 or 2 and X being hydrogen or halogen; and R'.sub.1 is a hydrogen atom or a saturated or unsaturated, straight-chain or branched hydrocarbon group of 1-12 carbon atoms; or R.sub.1 and R'.sub.1 collectively with the nitrogen atom to which they are attached are a heterocyclic ring containing one or more hetero atoms; and R.sub.2 is saturated or unsaturated, straight-chain or branched hydrocarbon of 1-12 carbon atoms which is unsubstituted or substituted by one or more fluorine atoms; or cycloalkyl of 3-6 carbon atoms, alkoxyalkyl containing a total of 2-12 carbon atoms, or alkoxy of 1-6 atoms; mixtures thereof, and pharmaceutically acceptable acid addition salts thereof, are useful in the treatment of diabetes mellitus.

1,2-Biguanides

Carbazoles of the formula ##SPC1## Wherein R.sub.1 is hydroxymethyl, alkanoyloxymethyl, tetrazolyl, cyano, oximinocarbonyl, aminocarbonyl, carboxyl and salts thereof with physiologically acceptable bases and the esters thereof with physiologically acceptable alcohols and amides thereof with physiologically acceptable amines,

Carbazole derivatives

Triiodoisophthalic acid monoamino acid amides

1-SUBSTITUTED 5-NITRO-2-(2-DIALKYLAMINOVINYL)-IMIDAZOLES HAVING TRICHOMONACIDAL ACTIVITY OF THE FORMULA: ##SPC1## Wherein R is H, CH.sub.3 or C.sub.2 H.sub.5 and X is hydrocarbon or hydrocarbon substituted with a halogen or a hydroxy, ether, ester or amino group, are produced by reacting the 1-substituted-5-nitro-2-alkyl-imidazoles with an aminal ester or amidoacetal of orthoformic acid or like functionally reactive derivative thereof.

Growing community of inventors

Berlin, Germany

Eberhard Schroder