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.

doi:10.1021/acs.cgd.2c01464

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.

Authors

Jessica L. Andrews

Dr Dmitry Yufit d.s.yufit@durham.ac.uk
Academic Visitor

James F. McCabe

Dr Mark Fox m.a.fox@durham.ac.uk
Assistant Professor

Professor Jonathan Steed jon.steed@durham.ac.uk
Professor

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