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Vapor Sorption and Halogen-Bond-Induced Solid-Form Rearrangement of a Porous Pharmaceutical

Andrews, Jessica L.; Yufit, Dmitry S.; McCabe, James F.; Fox, Mark A.; Steed, Jonathan W.

Vapor Sorption and Halogen-Bond-Induced Solid-Form Rearrangement of a Porous Pharmaceutical Thumbnail


Authors

Jessica L. Andrews

James F. McCabe



Abstract

A porous, nonsolvated polymorph of the voltage-gated sodium channel blocker mexiletine hydrochloride absorbs iodine vapor to give a pharmaceutical cocrystal incorporating an I2Cl– anion that forms a halogen−π interaction with the mexiletine cations. The most thermodynamically stable form of the compound does not absorb iodine. This example shows that vapor sorption is a potentially useful and underused tool for bringing about changes in pharmaceutical solid form as part of a solid form screening protocol.

Citation

Andrews, J. L., Yufit, D. S., McCabe, J. F., Fox, M. A., & Steed, J. W. (2023). Vapor Sorption and Halogen-Bond-Induced Solid-Form Rearrangement of a Porous Pharmaceutical. Crystal Growth and Design, 23(4), 2628-2633. https://doi.org/10.1021/acs.cgd.2c01464

Journal Article Type Article
Online Publication Date Feb 28, 2023
Publication Date 2023
Deposit Date Apr 27, 2023
Publicly Available Date Apr 27, 2023
Journal Crystal Growth & Design
Print ISSN 1528-7483
Electronic ISSN 1528-7505
Publisher American Chemical Society
Peer Reviewed Peer Reviewed
Volume 23
Issue 4
Pages 2628-2633
DOI https://doi.org/10.1021/acs.cgd.2c01464
Public URL https://durham-repository.worktribe.com/output/1175533

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