Conformational polymorphism of the antidiabetic drug chlorpropamide
Contribuinte(s) |
UNIVERSIDADE DE SÃO PAULO |
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Data(s) |
23/08/2013
23/08/2013
2012
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Resumo |
In this paper, the main features of Raman spectroscopy, one of the first choice methods in the study of polymorphism in pharmaceuticals, are presented taking chlorpropamide as a case of study. The antidiabetic drug chlorpropamide (1-[4-chlorobenzenesulphonyl]-3-propyl urea), which belongs to the sulfonylurea class, is known to exhibit, at least, six polymorphic phases. These forms are characterized not only by variations in their molecular packing but also in their molecular conformation. In this study, the polymorphism of chlorpropamide is discussed on the basis of Raman scattering measurements and quantum mechanical calculations. The main spectroscopic features that fingerprint the crystalline forms are correlated with the corresponding crystalline structures. Using a theoretical approach on the energy dependence of the conformers, simulated molecular torsion angles are plotted versus the formation energy, which provides a satisfactory agreement between the torsion angles at the energy minima and the experimental values observed in the different solid forms of chlorpropamide. Copyright (C) 2011 John Wiley & Sons, Ltd. CNPqProsul CNPq-Prosul FUNCAP FUNCAP CAPES CAPES FAPESP FAPESP CONICET CONICET Ministerio de Ciencia y Tecnologia (Argentina) Ministerio de Ciencia y Tecnologia (Argentina) Fundacion Sauberan Fundacion Sauberan Agencia Cordoba Ciencia Agencia Cordoba Ciencia CNPq CNPq CAPES-PNPD CAPES PNPD |
Identificador |
JOURNAL OF RAMAN SPECTROSCOPY, MALDEN, v. 43, n. 2, supl. 4, Part 1, pp. 263-272, FEB, 2012 0377-0486 http://www.producao.usp.br/handle/BDPI/32697 10.1002/jrs.3012 |
Idioma(s) |
eng |
Publicador |
WILEY-BLACKWELL MALDEN |
Relação |
JOURNAL OF RAMAN SPECTROSCOPY |
Direitos |
restrictedAccess Copyright WILEY-BLACKWELL |
Palavras-Chave | #CHLORPROPAMIDE #POLYMORPHISM #RAMAN SPECTROSCOPY #DFT #PHARMACEUTICAL SOLID POLYMORPHISM #RAMAN-SPECTROSCOPY #VIBRATIONAL SPECTROSCOPY #COMPRESSION #STATE #TEMPERATURE #SPECTRA #TRANSFORMATION #DENSITY #ENERGY #SPECTROSCOPY |
Tipo |
article original article publishedVersion |