4′-bipyridine – All About Drugs

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Graphical abstract: Polymorphism of felodipine co-crystals with 4,4′-bipyridine

http://pubs.rsc.org/en/Content/ArticleLanding/2014/CE/C4CE00756E?utm_medium=email&utm_campaign=pub-CE-vol-16-issue-29&utm_source=toc-alert#!divAbstract

The calcium-channel blocking agent felodipine (Fel) forms co-crystals with 4,4′-bipyridine (BP) with 1:1 and 2:1 molar ratios. The [Fel + BP] (1:1) co-crystal exists in two polymorphic forms. Differential scanning calorimetry and solution calorimetry show that form I of the [Fel + BP] (1:1) co-crystal is the most thermodynamically stable phase. The difference in the crystal lattice energies between different polymorphs of the co-crystal is found to be comparable with that between the polymorphic forms of pure felodipine. The enthalpies of formation of the co-crystals are small, which indicates that the packing energy gain originates from only weak van der Waals interactions. Analysis of Hirshfeld surfaces of the felodipine molecule shows a similar distribution of intermolecular contacts in the co-crystals and pure felodipine.

Polymorphism of felodipine co-crystals with 4,4′-bipyridine

Artem O. Surov,^a Katarzyna A. Solanko,^b Andrew D. Bond,^b Annette Bauer-Brandl^b and German L. Perlovich*^a

*Corresponding authors

^aInstitution of Russian Academy of Sciences, G.A. Krestov Institute of Solution Chemistry RAS, 153045 Ivanovo, Russia
E-mail: glp@isc-ras.ru;
Fax: +7 4932 336237 ;
Tel: +7 4932 533784

^bDepartment of Physics, Chemistry and Pharmacy, University of Southern Denmark, Campusvej 55, 5230 Odense M, Denmark

CrystEngComm, 2014,16, 6603-6611

DOI: 10.1039/C4CE00756E