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  • 1 Instituto de Ciencia de Materiales, Centro Mixto Consejo Superior de Investigaciones Cientificas (C.S.I.C.), Universidad de Sevilla, c/Américo Vespuccio s/n, Isla de La Cartuja, 41092 Sevilla
  • 2 Departamento de Química Orgánica y Farmaceůtica, Facultad de Farmacia, Universidad Complutense, 28040 Madrid
  • 3 Departamento de Farmacia y Tecnología Farmaceútica, Facultad de Farmacia, Universidad de Sevilla, c/Professor García González s/n, 41012 Sevilla, Spain
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Abstract  

Several derivatives containing a new organic ring system, the tropane-6-spiro-5′-hydantoin structure (namely 8-alkyl-8-azabicyclo [3.2.1.] octane-6-spiro-5′-imidazoline-2′,4′-diones) have been characterized by thermal (DSC and simultaneous DTA-TG-DTG) and spectroscopic techniques (IR,1 H-NMR,13 C-NMR). X-ray powder diffraction and elemental analysis were applied for structural and molecular characterization. All the compounds melt in the range 160–250°C and undergo decomposition with progressive mass loss after the solid-liquid thermal transition with molecular degradation. It was found that tropane-6-spiro-5′-hydantoin derivatives with the hydantoin ring in β position are thermally less stable than those containing this ring in α position.