Boehringer Mannheim Gmbh

Smith Kline & French Laboratories Limited

Epis S.a.

Karlheinz Stegmeier

Ernst-Christian Witte

Liesel Doerge

Johannes Pill

Wolfgang Von Der Saal

Herbert Leinert

Egon Roesch

Robert A Slater

Hans P Wolff

Hansjorg Beckh

Bernd Hagenbruch

Robert John Ife

Walter-Gunar Friebe

Max Thiel

Wolfgang Schaumann

David G Cooper

Kurt Stach, Deceased

Jacob Bar-Tana

Hans-Peter Wolff

Erhard Reinholz

Ralf Kucznierz

Reinhard Heck

Leisel Doerge

Hans P Wolfe

Tran G Nguyen

Hermann Eggerer

Phosphanoxides--preparation and use

4-aminopyridazines, method of preparing them and drugs containing these

Use of .alpha., .omega.-dicarboxylic acids as fibrinogen sinkers

Sulfonamides of phenylalkylamines or phenoxyalkylamines processes for

The present invention provides sulphonamides of the general formula: ##STR1## wherein R.sup.1 and R.sup.2, which can be the same or different, are hydrogen or halogen atoms or C.sub.1 -C.sub.6 -alkyl, trifluoro-methyl, cyano, carboxyl, alkoxycarbonyl, aminocarbonyl, N-alkylaminocarbonyl or N,N-dialkylaminocarbonyl radicals or, when R.sup.1 and R.sup.2 are alkyl radicals ortho to one another, R.sup.1 and R.sup.2 together with the carbon atoms to which they are attached, form a saturated or unsaturated C.sub.5-C.sub.7 -alkylene ring, R.sup.3 is a hydrogen atom, an alkyl radical containing up to 6 carbon atoms, an acyl radical, a phenylalkyl or phenylalkenyl radical, the phenyl moiety of which can be substituted by halogen, alkyl or trifluoromethyl, C is a --(CH.sub.2).sub.m --radical, in which m is 0, 1, 2 or 3, or a branched C.sub.2 -C.sub.5 -alkylene radical, whereby a methylene radical --CH.sub.2 --of the group C can be replaced by an oxygen or sulphur atom or by a hydroxymethylene radical --CHOH--or carbonyl group --CO--, B is a 1,2-, 1,3-, 1,4-cyclohexylidene or 1,2- or 1,3-cyclopentylidene radical.

Sulphonamidocycloalkane compounds, pharmaceutical compositions

The present invention provides sulphonamides of the general formula: ##STR1## wherein R.sup.1 and R.sup.2, which can be the same or different, are hydrogen or halogen atoms or C.sub.1 -C.sub.6 -alkyl, trifluoro-methyl, cyano, carboxyl, alkoxycarbonyl, aminocarbonyl, N-alkylaminocarbonyl or N,N-dialkylaminocarbonyl radicals or, when R.sup.1 and R.sup.2 are alkyl radicals ortho to one another, R.sup.1 and R.sup.2, together with the carbon atoms to which they are attached, form a saturated or unsaturated C.sub.5 -C.sub.7 -alkylene ring, R.sup.3 is a hydrogen atom, an alkyl radical containing up to 6 carbon atoms, an acyl radical, a phenylalkyl or phenylalkenyl radical, the phenyl moiety of which can be substituted by halogen, alkyl or trifluoromethyl, C is a --(CH.sub.2).sub.m -- radical, in which m is 0, 1, 2 or 3, or a branched C.sub.2 -C.sub.5 alkylene radical, whereby a methylene radical --CH.sub.2 -- of the group C can be replaced by an oxygen or sulphur atom or by a hydroxymethylene radical --CHOH-- or carbonyl group --CO--, B is a 1,2-, 1,3-, 1,4-cyclohexylidene or 1,2- or 1,3-cyclopentylidene radical.

The present invention provides sulphonamides of the general formula: ##STR1## wherein R is a hydrogen or halogen arom, a cyano group or a C.sub.1 -C.sub.6 -alkyl or trifluoromethyl radical, n is 1, 2 or 3, m is 0 or 1 to 5, X is a valency bond, an oxygen atom, a carbonyl group or a --CHOH-- group, A is a valency bond or a carbonyl group and B is a valency bond or an --NH-- group; the physiologically acceptable salts thereof with inorganic and organic acids, as well as the optical isomers thereof. The present invention also provides processes for the preparation of these compounds and pharmaceutical compositions containing them.

Sulphonamides containing a tetrazolyl radical

The invention relates to phenylsulphonamidolkanoic acids which have thromboxane A.sub.2 receptor antagonist activity.

Biologically active compounds

The present invention concerns compounds of the formula: ##STR1## where R.sub.1 is an alkyl or alkenyl radical containing up to 6 carbon atoms, a cycloalkyl radical containing 3 to 7 carbon atoms, an aralkyl, aralkenyl or aryl radical in which the aryl radical or moiety can be substituted one or more times by halogen, C.sub.1 -C.sub.6 -alkyl, C.sub.1 -C.sub.6 -alkoxy, hydroxyl, trifluoromethyl, cyano, nitro, amino, C.sub.1 -C.sub.6 -alkylamino, C.sub.2 -C.sub.12 -dialkylamino, C.sub.1 -C.sub.6 -acylamino, C.sub.1 -C.sub.16 -acyl, C.sub.1 -C.sub.6 -alkylsulphenyl, -sulphinyl or -sulphonyl or by azido, R.sub.2 is hydrogen atom or a C.sub.1 -C.sub.6 -alkyl, aralkyl, aralkenyl or acyl radical, A and B are saturated or unsaturated alkylene chains containing up to 10 carbon atoms which can be substituted one or more times by C.sub.1 -C.sub.3 -alkyl radicals, the sum of carbon atoms in chains A and B being at least 4 and at most 11, Q is an oxygen or sulphur atom, a sulphonyl or sulphinyl group or an amino group --N(R.sub.2)--, R.sub.2 having the same meaning as above, and Y is a free carboxylic acid group or a carboxylic acid ester, carboxylic acid amide, hydroxymethyl or tetrazolyl radical; the pharmacologically acceptable salts thereof and the optically active and E-Z isomers thereof, as well as mixtures thereof. These compounds are useful as they have an antagonistic action towards thromboxane A.sub.2 as well as against prostaglandin endoperoxide. They inhibit the aggregation of blood platelets and prevent the constriction of the smooth musculature as well as bronchoconstriction.

Substituted sulphonamides, pharmaceuticals thereof and methods of using

The present invention provides sulphonylphenylalkylamines of the general formula: ##STR1## wherein R.sub.1 is an alkyl radical containing up to 6 carbon atoms, a cycloalkyl radical containing 3-7 carbon atoms or an aralkyl, aralkenyl or aryl radical, the aryl moiety, in each case, being optionally substituted one or more times by halogen, C.sub.1 -C.sub.6 alkyl, C.sub.1 -C.sub.6 alkoxy, hydroxyl, trifluoromethyl, cyano, nitro, amino, C.sub.1 -C.sub.6 alkylamino, C.sub.2 -C.sub.12 dialkylamino, C.sub.1 -C.sub.6 acylamino, C.sub.1 -C.sub.16 acyl or azide, R.sub.2 is a hydrogen atom, an alkyl radical containing up to 6 carbon atoms, an acyl radical or an aralkyl or aralkenyl radical, the aryl moiety, in each case, optionally being substituted one or more times by halogen, C.sub.1 -C.sub.6 alkyl, C.sub.1 -C.sub.6 alkoxy, hydroxyl, trifluoromethyl, cyano, nitro, amino, C.sub.1 -C.sub.6 alkylamino, C.sub.1 -C.sub.12 dialkylamino, C.sub.1 -C.sub.6 acylamino, C.sub.1 -C.sub.16 acyl or azide, B is an unbranched or branched alkylene chain with a maximum of 4 carbon atoms and A an alkyl or alkenyl radical containing up to 6 carbon atoms, a C.sub.1 -C.sub.6 formylalkyl radical, a C.sub.1 -C.sub.6 hydroxy-alkyl group or a radical --D--R.sub.3, in which D is a ##STR2## and R.sub.3 is a hydrogen atom, a C.sub.1 -C.sub.5 alkyl, a C.sub.1 -C.sub.5 hydroxyalkyl or a C.sub.1 -C.sub.5 alkylcarboxylic acid radical, as well as the pharmacologically acceptable salts thereof, the esters and amides thereof and the lactones of those compounds which contain a hydroxyl and a carboxyl group, with the exception of the compound benzene-sulphonic acid-(4-acetylphenethylamide). The present invention also provides processes for the preparation of these compounds and pharmaceutical compositions containing them.

Sulphonylalkylamines, processes for the preparation thereof and

New Sulphonamides of the formula: ##STR1## wherein R.sub.1 and R.sub.2, which can be the same or different, are hydrogen or halogen atoms, C.sub.1 -C.sub.6 -alkyl, C.sub.1 -C.sub.6 -alkoxy, C.sub.1 -C.sub.6 -alkylthio, C.sub.1 -C.sub.6 -alkylsulphinyl, C.sub.1 -C.sub.6 -alkylsulphonyl or trifluoromethyl radicals or hydroxyl or cyano groups, R.sub.3 and R.sub.8, which can be the same or different, are hydrogen atoms, C.sub.1 -C.sub.6 -alkyl, benzyl or C.sub.1 -C.sub.6 -alkanoyl radicals, R.sub.4 and R.sub.5, which can be the same or different, are hydrogen atoms or C.sub.1 -C.sub.6 -alkyl radicals, R.sub.6 and R.sub.7 are both hydrogen atoms or together form a valency bind, X is an oxygen or sulphur atom or an .dbd.NOH or .dbd.NR.sub.8 group and n is a whole number of from 1 to 4; and the physiologically acceptable salts thereof with inorganic and organic bases. These compounds are useful for example in the treatment of asthma or cardiovascular disease, thrombosis prevention and treatment, and to combat broncoconstriction.

Heterocyclic substituted alkylsulphonamides pharmaceutical compositions

##STR1## .alpha., .omega.-dicarboxylic acids having the general formula (I') in which: R.sub.1 and R.sub.2, which may be different or the same, represent a lower alkyl group which can be substituted by hydroxy, lower alkoxy, halogen or phenyl, the phenyl being capable of substitution one or several times by hydroxy, lower alkoxy, lower alkyl or halogen; a lower alkenyl or alkinyl group; a C.sub.3 -C.sub.7 -cyclo-alkyl group or a phenyl group possibly substituted by hydroxy, halogen, lower alkyl or lower alkoxy, and X and Y, which may be different or the same, represent hydrogen, lower alkyl, lower alkoxy, hydroxy, cyano, halogen, carboxyl, lower alkoxycarbonyl or carbamoyl, and Q represents non-ramified, saturated or unsaturated alkyl chain with 8-14 C atoms, which can be substituted, interrupted by hetero-atoms, and form part of a cyclic system, as well as their carboxylic acid derivatives in vivo, provided that when Q represents an unramified, saturated alkyl chain with 8-14 C atoms, and R.sub.1 and R.sub.2 represent methyl and Y represents hydrogen, X may not represent hydrogen, ethoxy-carbonyl, bromine, cyano or methyl, and if R.sub.1 and R.sub.2 represent methyl and X and Y hydrogen, then Q may not represent any formula (II) group. Process for their preparation and medicines containing these compounds, which have an anti-diabetic action and lower the level of lipids.

.alpha., .omega.-dicarboxylic acids and medicaments which contain these

The present invention provides carboxylic acid derivatives of the general formula: ##STR1## wherein R is a hydrogen atom, alkyl, a metal cation or an ammonium or alkylammonium ion, R.sub.1 is a hydrogen atom, a hydroxyl group or an alkyl, O-alkyl,O-benzyl or O-acyl radical, R.sub.2 is a hydrogen atom or an alkyl, aryl or aralkyl radical, n is 0, 1 or 2 and R.sub.3 is an acyl radical, this radical being

Carboxylic acid derivatives, processes for the preparation thereof and

The invention provides sulphonamides of the formula ##STR1## wherein R is a hydrogen atom or a lower alkyl radical;

Sulphonamidophenylcarboxylic acid compounds and pharmaceutical

Phenoxyalkylcarboxylic acid compounds of the formula ##STR1## wherein R is hydrogen or lower alkyl

Growing community of inventors

Heppenheim, Germany

Karlheinz Stegmeier