Labaz

Sanofi

Pierre Luc Eymard

Charles Pigerol

Jean-Claude Vernieres

Madeleine Broll

Jean-Pierre Werbenec

Claude Grain

Michel Chignac

Fernand Jammot

Fernand Binon

Georges Marcel Taillandier

Jean-Louis Alain Benoit-Guyod

Andre Louis Boucherle

Bernard Ferrandes

Jacques Simiand

Jean-Yves Lacolle

Paul De Cointet De Fillain

Souli Nanthavong

Madeleine Combet Epse Broll

Madeleine C Epse Broll

Madeleine Combet (epse Broll)

Mono-, di-, tri- and tetra-esters derived from an acid of the general formula:

Polyol derivatives, processes for preparing the same and their uses in

The chemical compounds of the invention are useful as the active compound in drugs because of their anticonvulsant and/or antianoxic activity. They have the general formula ##STR1## wherein Z is a hydroxyl group; a group--OM wherein M is an alkali metal atom or an equivalent atom fraction of an alkaline-earth metal or an amino group such as --NH.sub.2, and R is a linear or branched alkyl group containing from 1 to 9 carbon atoms, and optionally substituted by one or more halogen atoms; a linear or branched alkenyl or alkynyl, alkoxyalkyl, or acylalkyl group containing from 2 to 9 carbon atoms and optionally substituted by one or more halogen atoms; an aryl or arylalkyl or aryloxyalkyl group comprising at least one aromatic radical and an alkyl chain having from 1 to 4 carbon atoms.

Pharmaceutically active cyclohexyl compounds and their preparation

.omega.-Dialkylalkanoic acid derivatives of the formula: ##STR1## in which R.sub.1 and R.sub.2, which can be the same or different, each represent an alkyl radical having from 1 to 4 carbon atoms and n represents 0, 1, 2 or 3. They possess a competitive inhibitory activity with respect to .gamma.-aminobutyric .alpha.-ketoglutaric transaminase as well as antianoxic and anticonvulsant properties and they are useful for treating central neurological disorders, whether resulting or not from cerebral ischemia, and disorders relating to the field of neuropsychiatry.

.omega.-Dialkylalkanoic acid derivatives used to induce antianoxic

Urea derivatives of the formula: ##STR1## wherein R.sub.1, R.sub.2 and R.sub.3, which are the same or different, each represent a straight- or branched-chain alkyl, alkenyl or alkynyl radical having from 1 to 5 carbon atoms, R.sub.4 and R.sub.5, which are the same or different, each represent a hydrogen atom or a straight- or branched-chain alkyl, alkenyl or alkynyl radical having from 1 to 5 carbon atoms, R.sub.1, R.sub.2 and R.sub.3 being such that:

Urea derivatives to treat anxiety and aggressivity

Methylamine derivatives of the formula: ##STR1## and pharmaceutically acceptable acid addition salts thereof, wherein R.sub.1 and R.sub.3 each represent a hydrogen atom or a straight- or branched-chain alkyl, alkenyl or alkynyl radical containing from 1 to 6 carbon atoms, R.sub.2 represents a straight- or branched-chain alkyl, alkenyl or alkynyl radical containing from 2 to 7 carbon atoms with the proviso that when R.sub.2 represents an alkenyl radical of the formula CH.dbd.CH--R.sub.6 or an alkynyl radical of the formula C.tbd.C--R.sub.6, in which R.sub.6 represents a hydrogen atom or a straight- or branched-chain alkyl radical of 1 to 5 carbon atoms, R.sub.1 and R.sub.3 each represent an atom of hydrogen or an alkyl radical, R.sub.4 and R.sub.5, which are the same or different, each respresent a hydrogen atom, a straight- or branched-chain alkyl, alkenyl or alkynyl radical containing from 1 to 5 carbon atoms or an .omega.-hydroxyalkyl radical containing from 2 to 5 carbon atoms or R.sub.4 and R.sub.5, when they are taken together represent an alkylene radical containing from 2 to 6 carbon atoms, an alkylidene radical containing from 1 to 5 carbon atoms or the radical --CH.sub.2 --CH.sub.2 --O--CH.sub.2 --CH.sub.2 --, R.sub.1, R.sub.2 and R.sub.3 being such that the trisubstituted methylamine radical possesses no more than 13 carbon atoms. They are useful for treating Parkinson's disease and for correcting extra-pyramidal disturbances provoked by neuroleptics.

Secondary amines

Indole derivatives of the formula: ##STR1## wherein R.sub.1 represents a hydrogen atom or a methyl radical, R.sub.2 and R.sub.3, which are the same or different, each represent a hydrogen atom, a methyl or ethyl radical, a benzyl radical or represent together a pentamethylene, hexamethylene, oxydiethylene or N-methylaminodiethylene chain, forming thus a cycle with the nitrogen atom, R.sub.4 represents a phenyl, 2', 4'-dimethyl-phenyl, isopropyl, cyclopropyl, 1-methyl-cyclopropyl, cyclopentyl or cyclohexyl radical, R.sub.5 represents a hydrogen atom, a branched- or straight-chain alkyl radical containing from 1 to 3 carbon atoms, a methylthio or ethylthio radical or a straight-chain acyl radical containing from 2 to 6 carbon atoms, R.sub.6 represents a hydrogen atom or a halogen atom, a methyl, methoxy, hydroxy, carboxy, nitro, amino, methylamino or dimethylamino radical, R.sub.7 represents a hydrogen atom or a halogen atom and n is 1 or 2, with the proviso that two at least of the groups R.sub.5, R.sub.6 and R.sub.7 represent a hydrogen atom and that, when n is 2, one at least of the groups R.sub.2 and R.sub.3 is not a hydrogen atom, and their pharmaceutically acceptable acid addition salts. The derivatives of the invention are useful as antidepressant and/or antiaggressive agents.

Indole derivatives and process for preparing the same

Prostaglandin derivatives corresponding to the general formula: ##STR1## wherein R.sub.1 represents hydrogen, methyl or ethyl, R.sub.2, R.sub.3 and R.sub.4, which are the same or different, each represent hydrogen or methyl and R is selected from the groups consisting of: ##STR2## in which R.sub.5 represents hydrogen, methyl or ethyl, R.sub.6 represents methyl, ethyl or acetyl and R.sub.7 and R.sub.8, when they are different, each represent hydrogen or a branched- or straight-chain alkyl group having from 1 to 7 carbon atoms or R.sub.7 and R.sub.8, when they are identical, each represent hydrogen or a straight-chain alkyl group having from 1 to 3 carbon atoms with the provisos that:

Prostaglandin derivatives and process for preparing the same

Methylamine derivatives of the formula: ##STR1## and pharmaceutically acceptable acid addition salts thereof, wherein R.sub.1 and R.sub.3 each represent a hydrogen atom or a straight- or branched-chain alkyl, alkenyl or alkynyl radical containing from 1 to 6 carbon atoms, R.sub.2 represents a straight- or branched-chain alkyl, alkenyl or alkynyl radical containing from 2 to 7 carbon atoms with the proviso that when R.sub.2 represents an alkenyl radical of the formula CH.dbd.CH--R.sub.6 or an alkynyl radical of the formula C.tbd.C--R.sub.6, in which R.sub.6 represents a hydrogen atom or a straight- or branched-chain alkyl radical of 1 to 5 carbon atoms, R.sub.1 and R.sub.3 each represent an atom of hydrogen or an alkyl radical, R.sub.4 and R.sub.5, which are the same or different, each represent a hydrogen atom, a straight- or branched-chain alkyl, alkenyl or alkynyl radical containing from 1 to 5 carbon atoms or an .omega.-hydroxyalkyl radical containing from 2 to 5 carbon atoms or R.sub.4 and R.sub.5, when they are taken together represent an alkylene radical containing from 2 to 6 carbon atoms, an alkylidene radical containing from 1 to 5 carbon atoms or the radical --CH.sub.2 --CH.sub.2 --O--CH.sub.2 --CH.sub.2 --, R.sub.1, R.sub.2 and R.sub.3 being such that the trisubstituted methylamine radical possesses no more than 13 carbon atoms. They are useful for treating Parkinson's disease and for correcting extra-pyramidal disturbances provoked by neuroleptics.

Active derivatives of methylamine in therapeutic compositions and

Methylamine derivatives of the formula: ##STR1## and pharmaceutically acceptable acid addition salts thereof, wherein R.sub.1 and R.sub.3 each represent a hydrogen atom or a straight- or branched-chain alkyl, alkenyl or alkynyl radical containing from 1 to 6 carbon atoms, R.sub.2 represents a straight- or branched-chain alkyl, alkenyl or alkynyl radical containing from 2 to 7 carbon atoms with the proviso that when R.sub.2 represents an alkenyl radical of the formula CH.tbd.CH--R.sub.4 or an alkynyl radical of the formula C=C--R.sub.4, in which R.sub.4 represents a hydrogen atom or a straight- or branched-chain alkyl radical of 1 to 5 carbon atoms, R.sub.1 and R.sub.3 each represent an atom of hydrogen or an alkyl radical, R.sub.1, R.sub.2 and R.sub.3 being such that no compound of formula I possesses more than 13 carbon atoms. They are useful for treating Parkinson's disease and for correcting extra-pyramidal disturbances provoked by neuroleptics.

Active derivatives of methylamino in therapeutic compositions and

Acetoxime derivatives of formula: ##STR1## wherein R.sub.1, R.sub.2 and R.sub.3, which may be the same or different, each represent a branched- or straight-chain alkyl radical having from 1 to 4 carbon atoms or R.sub.1 and R.sub.2, when they are taken together, represent with the carbon atom to which they are attached, a cyclohexyl group, are useful for treating disturbances of the mental functions including anxiety and as anticonvulsants.

Acetoxime derivatives and process for preparing the same

Methylamine derivatives of the formula: ##STR1## and pharmaceutically acceptable acid addition salts thereof, wherein R.sub.1 and R.sub.3 each represent a hydrogen atom or a straight- or branched-chain alkyl, alkenyl or alkynyl radical containing from 1 to 6 carbon atoms, R.sub.2 represents a straight- or branched-chain alkyl, alkenyl or alkynyl radical containing from 2 to 7 carbon atoms with the proviso that when R.sub.2 represents an alkenyl radical of the formula CH=CH--R.sub.4 or an alkynyl radical of the formula C.tbd.C--R.sub.4, in which R.sub.4 represents a hydrogen atom or a straight- or branched-chain alkyl radical of 1 to 5 carbon atoms, R.sub.1 and R.sub.3 each represent an atom of hydrogen or an alkyl radical, R.sub.1, R.sub.2 and R.sub.3 being such that no compound of formula I possesses more than 13 carbon atoms. They are useful for treating Parkinson's disease and for correcting extra-pyramidal disturbances provoked by neuroleptics.

Active derivatives of methylamine, therapeutic compositions containing

Acetic acid derivatives of the formula: ##STR1## and pharmaceutically acceptable alkali metal salts thereof, wherein R represents the radical ##STR2## in which R.sub.1 and R.sub.2, which may be the same or different, each represent an alkyl radical having from 1 to 4 carbon atoms, R.sub.3 represents a hydrogen atom or a methyl radical and n is an integer in the range of from 0 to 3 inclusive. They possess a competitive inhibitory activity with respect to .gamma.-aminobutyric .alpha.-ketoglutaric transaminase as well as antianoxic and anticonvulsant properties and they are useful for treating central neurological disorders whether resulting or not from cerebral ischemia.

Acetic acid derivatives having pharmacological activity and compositions

Tri-n-propylacetamide and tri-n-propylacetic acid salts are useful in the treatment of pathological variations of mood and as anticonvulsants and tranquillizers.

Tri-N-propylacetic acid derivatives for therapeutic use

Amidoxime derivatives corresponding to the general formula: ##EQU1## and pharmaceutically acceptable acid addition salts thereof, wherein R.sub.1 and R.sub.2, which are the same or different, represent hydrogen or a straight-chain lower alkyl radical containing from 1 to 3 carbon atoms, n is 0, 1 or 2 and R is selected from the groups consisting of: ##SPC1## Wherein X represents oxygen or sulphur, Y . . . Z represents HC--CH or C=C, R.sub.3 and R.sub.4, which are the same or different, represent hydrogen or a branched- or straight-chain lower alkyl radical containing from 1 to 3 carbon atoms with the provisos that:

Amidoxime derivatives and process for preparing the same

Tri-n-propylacetic acid and its alkali metal salts are useful in the treatment of central neurological troubles due to or accompanied by cerebral ischemia and as tranquillizers.

Growing community of inventors

Fontaine, France

Pierre Luc Eymard