Amorphism and Thermal Decomposition of Salicylsalicylic Acid - A Cautionary Tale

Aguilar, Juan A.; Ball, Andrew T.; Coxon, Christopher R.; Kenwright, Alan M.; Lancaster, Robert W.; Mosely, Jackie A.; Mutton, Matthew A.

doi:10.1016/j.xphs.2016.06.009

Amorphism and Thermal Decomposition of Salicylsalicylic Acid - A Cautionary Tale

Aguilar, Juan A.; Ball, Andrew T.; Coxon, Christopher R.; Kenwright, Alan M.; Lancaster, Robert W.; Mosely, Jackie A.; Mutton, Matthew A.

Authors

Juan A. Aguilar

Andrew T. Ball

Christopher R. Coxon

Alan M. Kenwright

Robert W. Lancaster

Jackie A. Mosely

Matthew A. Mutton

Abstract

Salicylsalicylic acid (“Salsalate”) is a non-steroidal anti-inflammatory drug with anti-rheumatic properties, whose amorphous form offers the potential for enhanced dissolution rates and improved bioavailability compared with its crystalline counterpart. It has been reported to form a stable glassy phase on heating and rapid quenching. A number of the existing studies of the solid-state structure of salsalate and of its thermal decomposition contain information that is difficult to reconcile. In this article, we review much of the existing literature in light of our own recent studies using solution-state nuclear magnetic resonance, mass spectrometry, and solid-state infrared spectroscopy, and conclude that much of the literature data relating to melting and the glassy state is questionable due to failure to take into account the effects of thermal decomposition.

Citation

Aguilar, J. A., Ball, A. T., Coxon, C. R., Kenwright, A. M., Lancaster, R. W., Mosely, J. A., & Mutton, M. A. (2016). Amorphism and Thermal Decomposition of Salicylsalicylic Acid - A Cautionary Tale. Journal of Pharmaceutical Sciences, 105(10), 3073-3078. https://doi.org/10.1016/j.xphs.2016.06.009

Journal Article Type	Article
Acceptance Date	Jun 1, 2016
Online Publication Date	Jul 16, 2016
Publication Date	Jul 16, 2016
Deposit Date	Jul 26, 2016
Publicly Available Date	Jul 16, 2017
Journal	Journal of Pharmaceutical Sciences
Print ISSN	0022-3549
Publisher	Elsevier
Peer Reviewed	Peer Reviewed
Volume	105
Issue	10
Pages	3073-3078
DOI	https://doi.org/10.1016/j.xphs.2016.06.009

Files

Accepted Journal Article (639 Kb)
PDF

Publisher Licence URL
http://creativecommons.org/licenses/by-nc-nd/4.0/

Copyright Statement
© 2016 This manuscript version is made available under the CC-BY-NC-ND 4.0 license http://creativecommons.org/licenses/by-nc-nd/4.0/