Issue 8, 2011
From the journal:

Chemical Communications

Liquid forms of pharmaceutical co-crystals: exploring the boundaries of salt formation†

Katharina Bica,*ab   Julia Shamshina,c   Whitney L. Hough,c   Douglas R. MacFarlaned  and  Robin D. Rogers*bc  

* Corresponding authors

a Institute of Applied Synthetic Chemistry, Vienna University of Technology, 1060 Vienna, Austria
E-mail: kbica@ioc.tuwien.ac.at

b The Queen's University of Belfast, QUILL, School of Chemistry and Chemical Engineering, Belfast BT9 5AG, Northern Ireland

c The University of Alabama, Department of Chemistry and Center for Green Manufacturing, Tuscaloosa, USA
E-mail: rdrogers@as.ua.edu

d School of Chemistry, Monash University, Wellington Rd., Clayton, Victoria 3800, Australia

Abstract

We present evidence of hydrogen bond formation, not salt formation, as the driving force in the liquefaction of a solid pharmaceutical in the form of a neutral acid–base complex, as exemplified by the liquid formed from a mixture of the local anesthetic lidocaine with fatty acids; these complexes exist at the boundary between simple eutectics and partially ionised ionic liquids.

Graphical abstract: Liquid forms of pharmaceutical co-crystals: exploring the boundaries of salt formation

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Article information

DOI
https://doi.org/10.1039/C0CC04485G
Article type
Communication
Submitted
18 Oct 2010
Accepted
17 Nov 2010
First published
16 Dec 2010

Chem. Commun., 2011,47, 2267-2269

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Liquid forms of pharmaceutical co-crystals: exploring the boundaries of salt formation

K. Bica, J. Shamshina, W. L. Hough, D. R. MacFarlane and R. D. Rogers, Chem. Commun., 2011, 47, 2267 DOI: 10.1039/C0CC04485G

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