Authors:
R. Pena Faculté de Pharmacie Laboratoire de Chimie Générale et Minérale 15, avenue Charles Flahault 34060 Montpellier cedex 2 France 15, avenue Charles Flahault 34060 Montpellier cedex 2 France

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A. Chauvet Faculté de Pharmacie Laboratoire de Chimie Générale et Minérale 15, avenue Charles Flahault 34060 Montpellier cedex 2 France 15, avenue Charles Flahault 34060 Montpellier cedex 2 France

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J. Masse Faculté de Pharmacie Laboratoire de Chimie Générale et Minérale 15, avenue Charles Flahault 34060 Montpellier cedex 2 France 15, avenue Charles Flahault 34060 Montpellier cedex 2 France

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J. Ribet Centre de Recherche Pierre Fabre Département de Chimie Analytique 17, avenue Jean Moulin 81106 Castres cedex France 17, avenue Jean Moulin 81106 Castres cedex France

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J. Maurel Centre de Recherche Pierre Fabre Département de Chimie Analytique 17, avenue Jean Moulin 81106 Castres cedex France 17, avenue Jean Moulin 81106 Castres cedex France

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Abstract  

The physicochemical characterization of the solid-state enantiomers and racemate of efaroxan hydrochloride (C13H17N2O+Cl-, M=252.5 g mol-1) was performed by thermoanalytical methods (differential scanning calorimetry, thermogravimetry and thermomicroscopy) and spectral methods (infrared spectrometry and X-ray diffractometry). The efaroxan enantiomers and racemate were shown to be unstable near the melting point. At the beginning of the decomposition, a loss of hydrogen chloride was observed. However when sealed pans were used, the compounds decomposed at higher temperature, allowing a precise evaluation of the melting enthalpies by means of differential scanning calorimetry. The nature of the racemate and its thermal stability were assessed by evaluating its free formation enthalpy. An enantiotropic solid-solid transformation (II→I) was noted for the racemate; the reverse process (I→II) follows zero-order kinetics.

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Journal of Thermal Analysis and Calorimetry
Language English
Size A4
Year of
Foundation
1969
Volumes
per Year
1
Issues
per Year
24
Founder Akadémiai Kiadó
Founder's
Address
H-1117 Budapest, Hungary 1516 Budapest, PO Box 245.
Publisher Akadémiai Kiadó
Springer Nature Switzerland AG
Publisher's
Address
H-1117 Budapest, Hungary 1516 Budapest, PO Box 245.
CH-6330 Cham, Switzerland Gewerbestrasse 11.
Responsible
Publisher
Chief Executive Officer, Akadémiai Kiadó
ISSN 1388-6150 (Print)
ISSN 1588-2926 (Online)

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