Cocrystals of fenamic acids with nicotinamide

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dc.contributor.authorFábián, László
dc.contributor.authorHamill, Noel
dc.contributor.authorEccles, Kevin S.
dc.contributor.authorMoynihan, Humphrey A.
dc.contributor.authorMaguire, Anita R.
dc.contributor.authorMcCausland, Linda
dc.contributor.authorLawrence, Simon E.
dc.contributor.funderScience Foundation Irelanden
dc.date.accessioned2013-01-30T11:16:46Z
dc.date.available2013-01-30T11:16:46Z
dc.date.copyright2011
dc.date.issued2011-01
dc.date.updated2012-12-21T10:07:02Z
dc.description.abstractCocrystal formation between nicotinamide and five fenamic acid derivative drugs (flufenamic acid, niflumic tolfenamic acid, mefenamic acid and meclofenamic acid) was investigated using solution-based and solid-state preparation methods. It was anticipated that the well-known acid-aromatic nitrogen heterosynthon would provide a sufficient driving force for cocrystallization. The experiments yielded cocrystals with four of the five acids. Although the structures of these molecules are similar, they showed marked differences in both the stability and the stoichiometry of the cocrystals. A detailed analysis of the structures and properties of both the starting materials and the cocrystals allows a tentative explanation of these differences, but it also shows that even though all four cocrystals utilize one of the most predictable supramolecular synthons (COOH center dot center dot center dot N), their structures and properties remain elusive to design.en
dc.description.sponsorshipScience Foundation Ireland (05/PICA/B802 TIDA 09); Science Foundation Ireland (05/PICA/B802/EC07; Science Foundation Ireland (08/RFP/MTR1664)en
dc.description.statusPeer revieweden
dc.description.versionAccepted Versionen
dc.format.mimetypeapplication/pdfen
dc.identifier.citationFabian, L., Hamill, N., Eccles, K.S., Moynihan, H.A., Maguire, A.R., McCausland, L., Lawrence, S.E. (2011) 'Cocrystals of Fenamic Acids with Nicotinamide'. Crystal Growth & Design, 11 (8):3522-3528. http://pubs.acs.org/doi/abs/10.1021/cg200429jen
dc.identifier.doi10.1021/cg200429j
dc.identifier.endpage3528en
dc.identifier.issued8en
dc.identifier.journaltitleCrystal Growth & Designen
dc.identifier.startpage3522en
dc.identifier.urihttps://hdl.handle.net/10468/945
dc.identifier.volume11en
dc.language.isoenen
dc.publisherAmerican Chemical Societyen
dc.relation.urihttp://pubs.acs.org/doi/abs/10.1021/cg200429j
dc.rights© 2011, American Chemical Society. This document is the Accepted Manuscript version of a Published Work that appeared in final form in Crystal Growth & Design, copyright © American Chemical Society after peer review and technical editing by the publisher. To access the final edited and published work see http://pubs.acs.org/doi/abs/10.1021/cg200429jen
dc.subjectSwiss light-sourceen
dc.subjectTolfenamic aciden
dc.subjectMefenamic aciden
dc.subjectPowder diffractionen
dc.subjectCo-crystalsen
dc.subjectSolubilityen
dc.subjectComplexesen
dc.subjectChallengeen
dc.subject1-octanolen
dc.subjectEthanolen
dc.subject.lcshCrystallizationen
dc.titleCocrystals of fenamic acids with nicotinamideen
dc.typeArticle (peer-reviewed)en
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