Structural Insights into the Distinct Solid-State Properties and Interconversion of Celecoxib N-Methyl-2-pyrrolidone Solvates

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Abstract

In an effort to develop a tablet product of celecoxib by overcoming its poor physicochemical properties using a pharmaceutically acceptable solvate, we isolated two stoichiometric N-Methyl-2-Pyrrolidone (NMP) solvates of celecoxib (CEL), mono-NMP and di-NMP solvates. Here, we report the preparation, characterization, and structural origin of different properties of the two CEL solvates, including a rare and complex heating induced phase transformation from di-NMP to mono-NMP solvate.

Original languageEnglish (US)
Pages (from-to)277-286
Number of pages10
JournalCrystal Growth and Design
Volume21
Issue number1
DOIs
StatePublished - Jan 6 2021

Bibliographical note

Funding Information:
K.W. was partially supported by the Edward G. Rippie Fellowship and the David J.W. Grant & Marilyn J. Grant Fellowship from the Department of Pharmaceutics, University of Minnesota. Parts of this work were carried out in the Characterization Facility, University of Minnesota, a member of the NSF-funded Materials Research Facilities Network ( www.mrfn.org ) via the MRSEC program. We thank the Minnesota Supercomputing Institute (MSI) at the University of Minnesota for providing the resources that contributed to the research results reported within this paper ( http://www.msi.umn.edu ). The Bruker-AXS D8 Venture diffractometer was purchased through a grant from NSF/MRI (#1229400) and the University of Minnesota.

Publisher Copyright:
© 2020 American Chemical Society.

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