Lidocaine/L-Menthol Binary System: Cocrystallization versus Solid-State Immiscibility

Yohann Corvis (1) , Philippe Négrier (2) , Mathieu Lazerges (1) , Stéphane Massip (3) , Jean-Michel Léger (3) , Philippe Espeau (1)

1 LPCIM - Laboratoire Physico-Chimie Industrielle du Médicament
2 CPMOH - Centre de physique moléculaire optique et hertzienne
3 Laboratoire de Pharmacochimie

We present the synthesis, structure determination, and thermodynamic properties of a never reported cocrystal prepared with lidocaine and L-menthol. The temperature-composition phase diagram of the lidocaine/L-menthol binary system was achieved using differential scanning calorimetry and X-ray diffraction experiments. The present study demonstrates that the only way to perform a phase equilibrium survey of the lidocaine/L-menthol system is to prepare the binary mixtures from the cocrystal, an equimolar stoichiometric compound of L-menthol and lidocaine. We describe a process that is crucial to elaborate pharmaceutical agents that remain in their thermodynamical stable state throughout their preparation, manufacture, and storage for effective use.

Domaines: Cristallographie; Pharmacie galénique

Yohann Corvis, Philippe Négrier, Mathieu Lazerges, Stéphane Massip, Jean-Michel Léger, et al.. Lidocaine/L-Menthol Binary System: Cocrystallization versus Solid-State Immiscibility. Journal of Physical Chemistry B, 2010, 114 (16), pp.5420-5426. ⟨10.1021/jp101303j⟩. ⟨hal-00505411⟩