Leo Pharmaceutical Products, Ltd.

Lovens Kemiske Fabrik Produktionsaktieselskab

Leo Pharmaceutical Products Ltd. A/s

Leo Pharmaceutical Products Ltd. A/s (lovens Kemiske Fabrik

A/s Lovens Kemiske Fabrik Produktionsakieselskab

A/s Lovens Kemiske Fabrik Produktionsaktieselskab

Peter Werner Feit

Ole Bent Nielsen

Herta Bruun

Claus Aage Bretting

The invention relates to a series of new compounds, salts thereof and to methods for the preparation of the compounds which have the general formula ##STR1## in which R.sub.1 stands for an unsubstituted or substituted phenoxy, phenylthio, benzyl, phenylsulfinyl, or anilino radical;

Compositions and methods for the treatment of hypertension or oedemas

Sulphonamides, compositions containing the same and methods for using

Compounds of the general formulae ##STR1## in which R.sub.1 represents a straight or branched, optionally substituted alkyl, alkenyl or alkynyl radical; R.sub.2 stands for an optionally substituted phenyl radical; Y stands for oxygen, sulphur or a methylene radical; X stands for O or H.sub.2 ; their salts and esters and methods for their preparation. The compounds of the invention possess an outstanding diuretic and saluretic activity with a very low excretion of potassium ions and a low toxicity.

Sulfamylbenzoic acid derivatives

The present invention relates to a series of new compounds, their salts and esters and to methods for the preparation of the compounds having the general formula: ##SPC1## In which R.sub.1 represents a straight or branched C.sub.1 -C.sub.6 alkyl, alkenyl or alkynyl radical, or a C.sub.1 -C.sub.3 alkyl radical substituted with phenyl, halophenyl, trifluoromethylphenyl, (lower alkoxy)phenyl, or with a 5-membered or 6-membered heterocyclic ring containing not more than two heteroatoms selected from the group consisting of oxygen, sulphur and nitrogen; R.sub.2 stands for hydrogen or a straight or branched C.sub.1 -C.sub.6 alkyl, alkenyl, alkynyl or alkoxy radical, optionally being substituted with halogen, a lower alkoxy or di-(lower alkyl) amino radical; Ar stands for a phenyl radical, optionally being substituted with halogen, lower alkyl, or lower alkoxy; Y stands for oxygen, sulphur or a methylene radical. The compounds of the invention which are valuable in the human and veterinary practice, possess a pronounced diuretic and/or saluretic activity.

Benzoyl-benzoic acid derivatives

This invention relates to new, therapeutically active compounds of the general formula ##SPC1## In which A represents one of the groupings ##EQU1## R.sup.2 --S--, R.sup.2 --OS--, and R.sup.2 --O.sub.2 S--, R.sup.1, R.sup.2, R.sup.3, and R.sup.4 each represents hydrogen, an aliphatic radical, a cycloaliphatic radical, or an aromatically, cycloaliphatically, or heterocyclically substituted aliphatic radical, in addition to which R.sup.2 and R.sup.3 may each represent an aromatic or heterocyclic radical, and when A is ##EQU2## R.sup.1 and R.sup.2 may be linked to form a 5- to 8-membered heterocyclic ring system, which may have one or more nitrogen atoms, sulphur atoms, or oxygen atoms in addition to the nitrogen atom linked to R.sup.1 and R.sup.2 ; R.sup.5 is hydrogen or lower alkyl; and R.sup.6 is hydrogen or lower alkyl or acyl; to salts, esters, and amides of the said compounds; and to methods for the production of the compounds.

Sulphamyl-benzoic acid derivatives

Compounds of the general formula ##SPC1## In which R.sub.1 represents a straight or branched C.sub.1 -C.sub.6 alkyl, alkenyl or alkynyl radical, or a C.sub.1 -C.sub.3 alkyl radical substituted with phenyl, halophenyl, trifluoromethylphenyl, (lower alkoxy)phenyl, or with a 5-membered or 6-membered heterocyclic ring containing not more than two heteroatoms selected from the group consisting of oxygen, sulphur and nitrogen; R.sub.2 stands for a phenyl radical, optionally being substituted with halogen, lower alkyl, hydroxy, or lower alkoxy; X and Y stand for oxygen or sulphur; their salts and esters and methods for their preparation. The compounds of the invention possess an outstanding diuretic and saluretic activity with a very low excretion of potassium ions and a low toxicity.

Certain 4-phenoxy-3-heteroarylmethyl or ethyl sulfamyl benzoic acid

This invention relates to new, therapeutically active compounds of the general formula ##SPC1## In which A represents one of the groupings ##EQU1## R.sup.2 --O--, R.sup.2 --S--, R.sup.2 --OS--, and R.sup.2 --O.sub.2 S--, R.sup.1, R.sup.2, R.sup.3, and R.sup.4 each represents hydrogen, an aliphatic radical, a cycloaliphatic radical, or an aromatically, cycloaliphatically, or heterocyclically substituted aliphatic radical, in addition to which R.sup.2 and R.sup.3 may each represent an aromatic or heterocyclic radical, and when A is ##EQU2## R.sup.1 and R.sup.2 may be linked to form a 5- to 8-membered heterocyclic ring system, which may have one or more nitrogen atoms, sulphur atoms, or oxygen atoms in addition to the nitrogen atom linked to R.sup.1 and R.sup.2 ; R.sup.5 is hydrogen or lower alkyl; and R.sup.6 is hydrogen or lower alkyl or acyl; to salts, esters, and amides of the said compounds; and to methods for the production of the compounds.

3-Amino, 4-thio-substituted, 5-sulphamyl-benzoic acid derivatives

The present invention relates to a series of new compounds, their salts and esters and to methods for the preparation of the compounds having the general formula: ##SPC1## In which R.sub.1 represents a straight or branched C.sub.1 -C.sub.6 alkyl, alkenyl or alkynyl radical, or a C.sub.1 -C.sub.3 alkyl radical substituted with phenyl, halophenyl, trifluoromethylphenyl, (lower alkoxy)phenyl, or with a 5-membered or 6-membered heterocyclic ring containing not more than two heteroatoms selected from the group consisting of oxygen, sulphur and nitrogen; Ar stands for a phenyl radical, optionally being substituted with halogen, lower alkyl, hydroxy, or lower alkoxy; Y stands for O, S, NH or a CH.sub.2 radical; and YR.sub.1 is placed in the 2- or 3-position. The compounds of the invention which are valuable in the human and veterinary practice, possess a pronounced diuretic and/or saluretic activity.

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Gentofte, Denmark

Peter Werner Feit