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Volume 81
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Article

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

by
Norma R. SPERANDEO
1,* and
Sonia N. FAUDONE
2
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.
Sci. Pharm. 2013, 81(3), 855-864; https://doi.org/10.3797/scipharm.1209-10
Submission received: 13 September 2012 / Accepted: 4 June 2013 / Published: 4 June 2013
Versions Notes

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

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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. https://doi.org/10.3797/scipharm.1209-10

AMA Style

SPERANDEO NR, FAUDONE SN. Evidence of Polymorphism on the Antitrypanosomal Naphthoquinone (4E)-2-(1H-Pyrazol-3-ylamino)- 4-(1H-pyrazol-3-ylimino)naphthalen-1(4H)-one. Scientia Pharmaceutica. 2013; 81(3):855-864. https://doi.org/10.3797/scipharm.1209-10

Chicago/Turabian Style

SPERANDEO, Norma R., and Sonia N. FAUDONE. 2013. "Evidence of Polymorphism on the Antitrypanosomal Naphthoquinone (4E)-2-(1H-Pyrazol-3-ylamino)- 4-(1H-pyrazol-3-ylimino)naphthalen-1(4H)-one" Scientia Pharmaceutica 81, no. 3: 855-864. https://doi.org/10.3797/scipharm.1209-10

APA Style

SPERANDEO, N. R., & FAUDONE, S. N. (2013). Evidence of Polymorphism on the Antitrypanosomal Naphthoquinone (4E)-2-(1H-Pyrazol-3-ylamino)- 4-(1H-pyrazol-3-ylimino)naphthalen-1(4H)-one. Scientia Pharmaceutica, 81(3), 855-864. https://doi.org/10.3797/scipharm.1209-10

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