Roussel Uclaf

Philippe Cosquer

Julien Warnant

Jacques Prost-Marechal

Michel Fortin

Francoise Delevallee

Francis Petit

Serge Droux

Jacques Marechal-Prost

A compound selected from the group consisting of N-pentyl-N-phenethyl-3-hydroxyphenethylamine of the formula ##STR1## and its non-toxic, pharmaceutically acceptable acid addition salts having a remarkably dissociated antagonist affinity for kappa opiate receptor.

Amine compounds

A process for the preparation of an ester of chiral (A) acid with a racemic (R,S) .alpha.-cyano-3-phenoxybenzyl alcohol (B) by reacting an ester of chiral (A) acid with .alpha.-cyano-3-phenoxybenzyl alcohol of the formula ##STR1## in its optically active (R) form or (S) form or a mixture of esters of said (R) alcohol and (S) alcohol in non-equimolecular proportions with a base selected from the group consisting of ammonia, primary, secondary and tertiary amines, quaternary ammonium compounds, liquid amines of high molecular weight and a catalytic amount of a strong base in at least one solvent for the starting esters and in which the ester of racemic alcohol is soluble and recovering from the resulting solution the ester of chiral (A) acid with racemic (R,S) alcohol.

Novel racemization process

The novel esters, (R) .alpha.-cyano-3-phenoxybenzyl 2,2-dimethyl-3R-(2,2-dichlorovinyl)-cyclopropane-1R-carboxylate and (S) .alpha.-cyano-3-phenoxybenzyl 2,2-dimethyl-3R-(2,2-dichlorovinyl)-cyclopropane-1R-carboxylate, having insecticidal properties.

Insecticidal cyclopropane carboxylates

A process for the preparation of an ester of chiral (A) acid with an optically active (S) .alpha.-cyano-3-phenoxybenzyl alcohol by reacting an ester of chiral (A) acid with .alpha.-cyano-3-phenoxybenzyl alcohol of the formula ##STR1## in its optically active (R) form or a racemic (R,S) mixture or a mixture of esters of said (R) alcohol and (S) alcohol in non-equimolecular proportions designated herein as 'ester (R+S)' with a base selected from the group consisting of ammonium hydroxide, primary, secondary and tertiary amines, quaternary ammonium compounds, liquid amines of high molecular weight, ion exchange resins of a basic character and a catalytic amount of a strong base in at least one solvent in which the ester of the (R) alcohol is soluble and in which the ester of the (S) alcohol is insoluble and recovering from the resulting medium the chiral (A) acid ester of the (S) alcohol which is insoluble.

Growing community of inventors

Saint-Denis, France

Philippe Cosquer