Intermolecular hydrogen transfer and solubility tuning in multi-component molecular crystals of the API piroxicam

Lynne H. Thomas; Anneke R. Klapwijk; Craig Wales; Chick C. Wilson

doi:10.1039/c4ce00246f

Intermolecular hydrogen transfer and solubility tuning in multi-component molecular crystals of the API piroxicam

Lynne H. Thomas, Anneke R. Klapwijk, Craig Wales, Chick C. Wilson

Department of Chemistry

Research output: Contribution to journal › Article

7 Citations (Scopus)

136 Downloads (Pure)

Abstract

A series of twelve multi-component molecular crystals of the active pharmaceutical ingredient (API) piroxicam (PX) have been synthesised and their structures analysed with respect to their supramolecular motifs and degree of intermolecular hydrogen transfer observed on formation of the various complexes. The multi-component crystals of PX formed with a series of basic N-heterocycles are contrasted with those formed with strong haloanilic acids, with PX found to adopt different ionisation states. The effect of the formation of these multi-component molecular crystals on the physical property of solubility, often crucial in API formulation, has been investigated and these solubility determinations are compared with those of the parent PX material. Enhanced solubility is evident in some of the multi-component crystals formed.

Original language	English
Pages (from-to)	5924-5932
Journal	CrystEngComm
Volume	16
Issue number	26
Early online date	30 May 2014
DOIs	https://doi.org/10.1039/c4ce00246f
Publication status	Published - 14 Jul 2014

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10.1039/c4ce00246f

CrystEngComm_Special PX Complex Solubility Final Author VersionAccepted author manuscript, 558 KB

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Projects

1 Finished

Centre for Innovative Manufacturing and Crystallisation

Wilson, C.

Engineering and Physical Sciences Research Council

1/10/11 → 31/12/16

Project: Research council

Cite this

Thomas, L. H., Klapwijk, A. R., Wales, C., & Wilson, C. C. (2014). Intermolecular hydrogen transfer and solubility tuning in multi-component molecular crystals of the API piroxicam. CrystEngComm, 16(26), 5924-5932. https://doi.org/10.1039/c4ce00246f

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