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Crystallization of Carbamazepine in Proximity to Its Precursor Iminostilbene and a Silica Surface

[Image: see text] Amorphous films of the anticonvulsant drug carbamazepine are easily accessible by various methods, while the crystallization into specific polymorphs represents a challenging and time-consuming task. In this work, the crystallization of drop cast carbamazepine at silica surfaces is...

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Autores principales: Christian, Paul, Röthel, Christian, Tazreiter, Martin, Zimmer, Andreas, Salzmann, Ingo, Resel, Roland, Werzer, Oliver
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2016
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4860677/
https://www.ncbi.nlm.nih.gov/pubmed/27175105
http://dx.doi.org/10.1021/acs.cgd.6b00090
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author Christian, Paul
Röthel, Christian
Tazreiter, Martin
Zimmer, Andreas
Salzmann, Ingo
Resel, Roland
Werzer, Oliver
author_facet Christian, Paul
Röthel, Christian
Tazreiter, Martin
Zimmer, Andreas
Salzmann, Ingo
Resel, Roland
Werzer, Oliver
author_sort Christian, Paul
collection PubMed
description [Image: see text] Amorphous films of the anticonvulsant drug carbamazepine are easily accessible by various methods, while the crystallization into specific polymorphs represents a challenging and time-consuming task. In this work, the crystallization of drop cast carbamazepine at silica surfaces is investigated by atomic force microscopy and both in situ and ex situ grazing incidence X-ray diffraction. The pristine films grow with low crystallization rates into a triclinic polymorph, exhibiting poor orientational order within films. However, if iminostilbene, a chemical precursor of carbamazepine, is added to the solution, enhanced crystallization rates result. The individual components crystallize phase-separated upon solvent evaporation without the formation of cocrystals. Iminostilbene reduces the time scale of carbamazepine crystallization from several hours to minutes. Besides the change in crystallization dynamics, iminostilbene induces order to the carbamazepine crystallites, evident as a 110 texture. In situ data of intermixed solutions demonstrate that iminostilbene crystallization occurs first. The iminostilbene crystals then act as templates for carbamazepine growth, whereby fully epitaxial growth is suggested from the results. The findings motivate such an approach for other systems, as this solution-processed, intrinsic epitaxial behavior might be employed in up-scaled manufacturing processes.
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spelling pubmed-48606772016-05-10 Crystallization of Carbamazepine in Proximity to Its Precursor Iminostilbene and a Silica Surface Christian, Paul Röthel, Christian Tazreiter, Martin Zimmer, Andreas Salzmann, Ingo Resel, Roland Werzer, Oliver Cryst Growth Des [Image: see text] Amorphous films of the anticonvulsant drug carbamazepine are easily accessible by various methods, while the crystallization into specific polymorphs represents a challenging and time-consuming task. In this work, the crystallization of drop cast carbamazepine at silica surfaces is investigated by atomic force microscopy and both in situ and ex situ grazing incidence X-ray diffraction. The pristine films grow with low crystallization rates into a triclinic polymorph, exhibiting poor orientational order within films. However, if iminostilbene, a chemical precursor of carbamazepine, is added to the solution, enhanced crystallization rates result. The individual components crystallize phase-separated upon solvent evaporation without the formation of cocrystals. Iminostilbene reduces the time scale of carbamazepine crystallization from several hours to minutes. Besides the change in crystallization dynamics, iminostilbene induces order to the carbamazepine crystallites, evident as a 110 texture. In situ data of intermixed solutions demonstrate that iminostilbene crystallization occurs first. The iminostilbene crystals then act as templates for carbamazepine growth, whereby fully epitaxial growth is suggested from the results. The findings motivate such an approach for other systems, as this solution-processed, intrinsic epitaxial behavior might be employed in up-scaled manufacturing processes. American Chemical Society 2016-03-30 2016-05-04 /pmc/articles/PMC4860677/ /pubmed/27175105 http://dx.doi.org/10.1021/acs.cgd.6b00090 Text en Copyright © 2016 American Chemical Society This is an open access article published under a Creative Commons Attribution (CC-BY) License (http://pubs.acs.org/page/policy/authorchoice_ccby_termsofuse.html) , which permits unrestricted use, distribution and reproduction in any medium, provided the author and source are cited.
spellingShingle Christian, Paul
Röthel, Christian
Tazreiter, Martin
Zimmer, Andreas
Salzmann, Ingo
Resel, Roland
Werzer, Oliver
Crystallization of Carbamazepine in Proximity to Its Precursor Iminostilbene and a Silica Surface
title Crystallization of Carbamazepine in Proximity to Its Precursor Iminostilbene and a Silica Surface
title_full Crystallization of Carbamazepine in Proximity to Its Precursor Iminostilbene and a Silica Surface
title_fullStr Crystallization of Carbamazepine in Proximity to Its Precursor Iminostilbene and a Silica Surface
title_full_unstemmed Crystallization of Carbamazepine in Proximity to Its Precursor Iminostilbene and a Silica Surface
title_short Crystallization of Carbamazepine in Proximity to Its Precursor Iminostilbene and a Silica Surface
title_sort crystallization of carbamazepine in proximity to its precursor iminostilbene and a silica surface
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4860677/
https://www.ncbi.nlm.nih.gov/pubmed/27175105
http://dx.doi.org/10.1021/acs.cgd.6b00090
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