The Analysis of the Physicochemical Properties of Benzocaine Polymorphs

Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry
Magdalena PaczkowskaJudyta Cielecka-Piontek

Abstract

The study was a pioneering attempt to assess the influence of the structural polymorphism (forms I, II, III) of benzocaine on its solubility, apparent solubility, and chemical stability, which are vital parameters for preformulation and formulation work. The impact of differences in the solubility of selected polymorphs of benzocaine on their permeability through artificial biological membranes (PAMPA system) was evaluated. The polymorphs of benzocaine were obtained by means of techniques commonly used for the preparation of various pharmaceutical dosage forms: ball milling, micro milling, and cryogenic grinding, which allowed for the appearance or preservation of form III, the initial conformation of benzocaine. Ball milling resulted in the conversion of form III to I, whereas micro milling yielded form II. As a result of cryogenic grinding, form III of benzocaine was preserved. The identification of all polymorphic forms of benzocaine was confirmed via X-ray powder diffraction (PXRD) supported by FT-IR spectroscopy coupled with density functional theory (DFT) calculations. The differences in solubility, dissolution, and permeability through artificial biological membranes resulting from the polymorphic forms of benzocaine wer...Continue Reading

References

Apr 25, 2003·International Journal of Pharmaceutics·Kiyohiko SuganoYoshinori Aso
Jan 17, 2004·International Journal of Pharmaceutics·Peter SimonJozef Okuliar
Jul 21, 2009·Acta Crystallographica. Section B, Structural Science·Eric J ChanT Richard Welberry
Jun 22, 2010·International Journal of Pharmaceutics·Shan-Yang LinWen-Ting Ke
Jan 18, 2011·Journal of Pharmaceutical and Biomedical Analysis·Norman ChiengJaakko Aaltonen
Aug 31, 2013·AAPS PharmSciTech·Melanie KöllmerRichard A Gemeinhart
Sep 3, 2013·International Journal of Pharmaceutics·Inès GanaIvo B Rietveld
Aug 6, 2016·Current Pharmaceutical Design·Alicja TalaczynskaJudyta Cielecka-Piontek

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Citations

Aug 25, 2020·Acta Crystallographica Section B, Structural Science, Crystal Engineering and Materials·Ewa Patyk-Kaźmierczak, Michał Kaźmierczak
May 1, 2021·Materials·Joanna GoscianskaJudyta Cielecka-Piontek

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Methods Mentioned

BETA
X-ray

Software Mentioned

WinPLOTR
Statistica
Chromeleon
Gaussian

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