Spectroscopic and Thermoanalytical Characterization of (+)-Fenfluramine Hydrochloride

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Abstract:

We have analyzed the vibrational, structural, and thermal properties of a pure enantiomer of fenfluramine. At room temperature the samples, as-received or ground, are in the α-phase, in which hydrogen bonds are formed among adjacent molecules. Evidence of these H bonds is no longer found in samples which have been annealed above a critical temperature. Grain size, sample treatment, or defects influence the temperature range where the H bonds break down; this phenomenon is accompanied by thermal effects such as endothermic peaks or anomalies of heat capacity, and followed by a slow structural rearrangement into a γ-phase. No evidence of hydrogen bonds is found in the water recrystallized fenfluramine, which maintains up to the melting temperature a crystallographic form (β-form) distinct from both α- and γ-phases. It is suggested that "folded" and "extended" fenfluramine molecules are characteristic of the α- and β-phase, respectively.

Keywords: (+)-Fenfluramine; Photoacoustic IR spectroscopy; Polymorphism; XRD spectroscopy

Document Type: Research Article

DOI: http://dx.doi.org/10.1366/0003702963905439

Affiliations: 1: Dipartimento di Chimica Fisica dell'Università di Pavia, CSTE, CNR, Viale Taramelli, 16-27100 Pavia, Italy 2: Laboratori MAG, Viale Gran Sasso 22, 20131 Milano, Italy 3: Istituto di Fisica dell'Universita' di Urbino, Via S. Chiara, Urbino, Italy

Publication date: July 1, 1996

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