Polymorphism of Anti-HIV Drug Efavirenz: Investigations on Thermodynamic and Dissolution Properties

Polymorphism of Anti-HIV Drug Efavirenz: Investigations on Thermodynamic and Dissolution Properties

Author Fandaruff, Cinira Google Scholar
Rauber, Gabriela S. Google Scholar
Araya-Sibaja, Andrea M. Google Scholar
Pereira, Rafael N. Google Scholar
Campos, Carlos E. M. de Google Scholar
Rocha, Helvecio V. A. Google Scholar
Monti, Gustavo A. Google Scholar
Malaspina, Thaciana Autor UNIFESP Google Scholar
Silva, Marcos A. S. Google Scholar
Cuffini, Silvia L. Autor UNIFESP Google Scholar
Institution Universidade Federal de Santa Catarina (UFSC)
Univ Costa Rica
Fiocruz MS
Univ Nacl Cordoba
Universidade Federal de São Paulo (UNIFESP)
Abstract Polymorphs, cocrystals, solvates, and hydrates have been reported for efavirenz (EFV), which is part of high activity antiretroviral therapy (HAART), and it is considered to be the best choice in the treatment of adults and children. However, studies about thermodynamic stability and improvement of dissolution properties have been rarely reported for the anhydrous polymorphic forms. Therefore, the aim of this work was to characterize the solid state of anhydrous polymorph I and polymorph II (herein obtained), to study the thermodynamic stability and strategies to improve the dissolution properties. in addition, techniques such as, X-ray powder diffraction (XRPD), differential scanning calorimetry (DSC), hot stage microscopy (HSM), scanning electron microscopy (SEM), Fourier transform infrared (FT-IR), raman spectroscopy (RS), theoretical calculations, and solid-state nuclear magnetic resonance (ss-NMR) were used to complete this work. Thermodynamic studies showed that polymorphs I and II are enantiotropically related with the isoenergetic point between 35 and 40 degrees C. the EFV polymorph II showed itself to be more stable and 10-fold more soluble than polymorph I, due to modifications of morphology. Therefore, polymorph II could be an excellent candidate with significant advantages for pharmaceutical formulations.
Language English
Sponsor Conselho Nacional de Desenvolvimento Científico e Tecnológico (CNPq)
Coordenação de Aperfeiçoamento de Pessoal de Nível Superior (CAPES)
Fundacion Sauberan
Date 2014-10-01
Published in Crystal Growth & Design. Washington: Amer Chemical Soc, v. 14, n. 10, p. 4968-4975, 2014.
ISSN 1528-7483 (Sherpa/Romeo, impact factor)
Publisher Amer Chemical Soc
Extent 4968-4975
Origin http://dx.doi.org/10.1021/cg500509c
Access rights Closed access
Type Article
Web of Science ID WOS:000342609300015
URI http://repositorio.unifesp.br/handle/11600/38300

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