2-(2,6-DIMETHYL-3,5-DIETHOXYCARBONYL-1,4-DI- HYDROPYRIDINE-4-CARBOXAMIDE) GLUTARIC ACID, ITS DISODIUM SALT AND METHOD OF THEIR PREPARATION

2-(2,6-DIMETHYL-3,5-DIETHOXYCARBONYL-1,4-DI- HYDROPYRIDINE-4-CARBOXAMIDE) GLUTARIC ACID, ITS DISODIUM SALT AND METHOD OF THEIR PREPARATION

2-(2,6-Dimethyl-3,5-diethoxycarbonyl-1,4-dihydropyridine-4-carboxamide) glutaric acid of the formula: < IMG > (I) and the pharmaceutically acceptable disodium salt thereof are prepared by reacting the pentafluorophenyl ester of 2,6-dimethyl-3,5-diethoxycarbonyl-1,4-dihydroisonicotinic acid wit...

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Hauptverfasser: DUBUR, GUNAR Y, KIMENIS, AGRIS A, BISENIEX, EGILS A, ULDRIKIS, YAN R, VEVERIS, MARIS M, IVANOV, EVGENY V
Format: Patent
Sprache:eng ; fre
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CHEMISTRY
HETEROCYCLIC COMPOUNDS
HUMAN NECESSITIES
HYGIENE
MEDICAL OR VETERINARY SCIENCE
METALLURGY
ORGANIC CHEMISTRY
PREPARATIONS FOR MEDICAL, DENTAL, OR TOILET PURPOSES
SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS ORMEDICINAL PREPARATIONS
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Zusammenfassung:2-(2,6-Dimethyl-3,5-diethoxycarbonyl-1,4-dihydropyridine-4-carboxamide) glutaric acid of the formula: < IMG > (I) and the pharmaceutically acceptable disodium salt thereof are prepared by reacting the pentafluorophenyl ester of 2,6-dimethyl-3,5-diethoxycarbonyl-1,4-dihydroisonicotinic acid with glutamic acid in the presence of di-iso-propylethyl amine in an inert organic solvent; or by reacting 2,6-dimethyl-3,5-diethoxycarbonyl-1,4-dihydro-isonicotinic acid with glutamic acid and dicyclohexylcarbodiimide in the presence of l-hydroxybenzotriazole in an inert organic solvent; or by reacting the bistrimethylsilyl ester of glutamic acid with a mixed anhydride of 2,6-dimethyl-3,5-diethoxycarbonyl-1,4-dihydropyridine-4-carboxylic acid and isobutyl ester of carbonic acid at a temperature from 0 to -10.degree.C in an inert organic solvent; and optionally converting the acid of formula (I) thus obtained into the pharmaceutically acceptable disodium salt thereof. The acid of the formula (I) and its disodium salt possess antiarrhythmic activity.