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EP0429403B1 Expired / Lapsed EP ⏱️ 0.0 years remaining

Ester of L-carnitine with gamma-hydroxybutyric acid and pharmaceutical compositions containing it for inhibiting neuronal degeneration and for the treatment of coma

Assignee: Sigma Tau Industrie Farmaceutiche Riunite SpA
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Filing: 1990-10-18
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Granted: 1994-07-06
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Expires: 2010-10-18
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Abstract

Abstract The L-carnitine ester with gamma-hydroxybutyric acid and its pharmacologically accceptable salts of formula (I) <CHEM> wherein X<-> is the anion of a pharmacologically acceptable salt, e.g. chloride, bromide, orotate, acid aspartate, acid citrate, acid phosphate, acid fumarate, lactate, acid maleate, acid oxalate, acid sulfate and glucosephosphate are active in inhibiting neuronal degeneration (as it occurs in Alzheimer's senile dementia and Parkinson's disease) and in the treatment of coma.

Inventors

  • 👤 Maria Ornella Tinti
  • 👤 Domenico Misiti
  • 👤 Claudio Cavazza

Bibliographic Details

Application Number —
Jurisdiction EP
Data Source google_patents
Last Synchronized 2026-10-29 21:52
CPC Classifications
C; C07; C07C; C07C229/00; C07C229/02; C07C229/04; C07C229/22; A; A61; A61P; A61P25/00; A61P25/26; A61P25/28

Claims Analysis

Total Claims: 2
Claim 1
Independent Claim 155 words
A process for producing the ester of L-carnitine with gamma-hydroxybutyric acid, which comprises: (a) reacting L-carnitine salt with the benzyl ester of gamma-bromobutyric acid in an anhydrous organic solvent at a temperature comprised between 25°C and 80°C, preferably at 60-70°C, for 12-48 hours in an inert gas atmosphere, obtaining the ester of L-carnitine bromide with gamma-hydroxybutyric acid benzyl ester; (b) distilling off the solvent under vacuum until total removal of the solvent is achieved, dissolving the residue thus obtained in water and hydrogenating the solution in the presence of a 5% or 10% Pd/C hydrogenation catalyst under a pressure of 3-5 atmospheres of hydrogen, for 1-5 hours, obtaining the ester of L-carnitine bromide with gamma-hydroxybutyric acid; (c) filtering the solution of step (b) and eluting it through a strongly basic IRA402 AMBERLITE R resin activated either in Cl - or HCO; form, thus obtaining the desired compound as a chloride or as inner salt, respectively.
Claim 2
Dependent Claim 155 words
A process for producing the ester of L-carnitine with gamma-hydroxybutyric acid, which comprises: (a) reacting L-carnitine salt with the benzyl ester of gamma-bromobutyric acid in an anhydrous organic solvent at a temperature comprised between 25°C and 80°C, preferably at 60-70°C, for 12-48 hours in an inert gas atmosphere, obtaining the ester of L-carnitine bromide with gamma-hydroxybutyric acid benzyl ester; (b) distilling off the solvent under vacuum until total removal of the solvent is achieved, dissolving the residue thus obtained in water and hydrogenating the solution in the presence of a 5% or 10% Pd/C hydrogenation catalyst under a pressure of 3-5 atmospheres of hydrogen, for 1-5 hours, obtaining the ester of L-carnitine bromide with gamma-hydroxybutyric acid; (c) filtering the solution of step (b) and eluting it through a strongly basic IRA402 AMBERLITE R resin activated either in Cl - or HCO; form, thus obtaining the desired compound as a chloride or as inner salt, respectively.

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