N-(1-Allyl-2-pyrrolidinyl)methyl-2,3-dimethoxy-5-sulfamoylbenzamide

Originator

Agreal,Delagrange,France,1980

The Uses of N-(1-Allyl-2-pyrrolidinyl)methyl-2,3-dimethoxy-5-sulfamoylbenzamide

Veralipride, a synthetic benzamide derivative with antidopaminergic action, is effective in reducing the frequency and severity of hot flashes associated with menopausal hypoestrogenism, gaining interest as a non-hormonal treatment for climacteric flushing.

The Uses of N-(1-Allyl-2-pyrrolidinyl)methyl-2,3-dimethoxy-5-sulfamoylbenzamide

Labelled Veralipride, a synthetic benzamide derivative with antidopaminergic action, is effective in reducing the frequency and severity of hot flashes associated with menopausal hypoestrogenism, gain ing interest as a non-hormonal treatment for climacteric flushing.

Definition

ChEBI: Veralipride is a sulfonamide.

Manufacturing Process

7.8 g (0.03 mol) of 2,3-dimethoxy-5-sulfamoylbenzoic acid, 200 ml of tetrahydrofuran and 7.3 g (0.045 mol) of carbonyldimidazole are placed in a 500 ml flask fitted with an agitator, a thermometer and a condenser.
The mixture is agitated for 30 minutes at normal temperature, then 6.7 g (0.948 mol) of 1-allyl-2-aminomethylpyrrolidine is added. The mixture is left under agitation for 5 hours at 20°C, then the solvent is evaporated under vacuum and the residue treated with 150 ml of water. The crystals are washed and dried.
6.9 g of N-(1'-allyl-2'-pyrrolidyl-methyl)-2,3-dimethoxy-5-sulfamoyl- benzamide is obtained. Yield is 60%; melting point 113°C to 114°C.

Therapeutic Function

Menopause treatment