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The behavior of Gliclazide in solution and in the solid state: A case of organic compound presenting a solid-solution structure

AuthorsMaría, D. S.; Claramunt, Rosa M.; Alkorta, Ibon ; Elguero, José
Issue Date2009
PublisherJohn Wiley & Sons
CitationMagnetic Resonance in Chemistry 47: 472- 477 (2009)
AbstractThe structure of the hypoglycemic agent Gliclazide has been studied by 1H, 13C, and 15N NMR in solution (CDCI 3 and DMSO-d6) and in the solid state. In the solid state, the compound crystallizes as an EZ isomer without dynamic properties. In CDCI3 solution, the structure is still EZ but with a slow nitrogen inversion about the pyrrolidine nitrogen: two invertomers have been observed and characterized. In DMSO-d6, the rate is faster and only averaged signals were observed. GIAO calculated absolute shieldings were used to confirm the nature of the observed species. In the solid state, Gliclazide presents the phenomenon of solid-solution with two disordered conformations present in the crystal at a 90:10 ratio. Copyright © 2009 John Wiley & Sons, Ltd.
Publisher version (URL)http://dx.doi.org/10.1002/mrc.2414
Identifiersdoi: 10.1002/mrc.2414
issn: 0749-1581
e-issn: 1097-458X
Appears in Collections:(IQM) Artículos
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