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Sci. Pharm. 2013, 81(3), 855-864; doi:10.3797/scipharm.1209-10

Evidence of Polymorphism on the Antitrypanosomal Naphthoquinone (4E)-2-(1H-Pyrazol-3-ylamino)- 4-(1H-pyrazol-3-ylimino)naphthalen-1(4H)-one

1
Departamento de Farmacia, Facultad de Ciencias Químicas, Universidad Nacional de Córdoba, Haya de la Torre y Medina Allende, Ciudad Universitaria, X5000HUA, Córdoba, Argentina
2
Centro de Excelencia en Productos y Procesos de Córdoba (CEPROCOR), Álvarez de Arenales 230, X5004AAP Córdoba, Argentina
*
Author to whom correspondence should be addressed.
Received: 13 September 2012 / Accepted: 4 June 2013 / Published: 4 June 2013
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Abstract

The aim of this study was to characterize the solid state properties of (4E)-2-(1H-pyrazol-3-ylamino)-4-(1H-pyrazol-3-ylimino)naphthalen-1(4H)-one (BiPNQ), a compound with a significant inhibitory activity against Trypanosoma cruzi, the etiological agent of Chagas disease (American trypanosomiasis). Methods used included Differential Scanning Calorimetry (DSC), Thermogravimetry (TG), Fourier Transform Infrared Spectroscopy (FTIR), Powder X-Ray Diffraction (PXRD), Hot Stage, and Confocal Microscopy. Two BiPNQ samples were obtained by crystallization from absolute methanol and 2-propanol-water that exhibited different thermal behaviours, PXRD patterns, and FTIR spectra, indicating the existence of an anhydrous form (BiPNQ-I) and a solvate (BIPNQ-s), which on heating desolvated leading to the anhydrous modification BiPNQ-I. It was determined that FTIR, DSC, and PXRD are useful techniques for the characterization and identification of the crystalline modifications of BiPNQ.
Keywords: Pyrazolylnaphthoquinones; Chagas disease; Polymorphism; Powder X-ray Diffraction; DSC; TG Pyrazolylnaphthoquinones; Chagas disease; Polymorphism; Powder X-ray Diffraction; DSC; TG
This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. (CC BY 4.0).

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MDPI and ACS Style

SPERANDEO, N.R.; FAUDONE, S.N. Evidence of Polymorphism on the Antitrypanosomal Naphthoquinone (4E)-2-(1H-Pyrazol-3-ylamino)- 4-(1H-pyrazol-3-ylimino)naphthalen-1(4H)-one. Sci. Pharm. 2013, 81, 855-864.

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