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Pharmaceutical cocrystal and salts of norfloxacin
Umeå University, Faculty of Science and Technology, Department of Applied Physics and Electronics, Energy Technology and Thermal Process Chemistry.
2006 (English)In: Crystal Growth & Design, ISSN 1528-7483, E-ISSN 1528-7505, Vol. 6, no 12, 2699-2708 p.Article in journal (Refereed) Published
Abstract [en]

The aim of this study was to investigate the structural and pharmaceutical properties of norfloxacin ( a poorly soluble antibacterial drug), its cocrystal, and salts. Norfloxacin in the anhydrous form ( form A, 1) was crystallized. It was cocrystallized with isonicotinamide ( 2), and organic salts were prepared with succinic acid, malonic acid, and maleic acid (3-5, respectively). These phases were characterized by differential scanning calorimetry (DSC), infrared (IR) and Raman spectroscopy, and powder X-ray diffraction (PXRD). Single-crystal X-ray diffraction data were obtained, and crystal structures were solved. The apparent solubility of these phases was determined. Robust O-H center dot center dot center dot O, O-H center dot center dot center dot O-, O-H center dot center dot center dot N, N-H center dot center dot center dot O, N+- H center dot center dot center dot O-, and N-H center dot center dot center dot N interactions were present in all these structures. Quinolone moieties in these structures stack with pi...pi interactions and form channels to include CHCl3 or H2O. Herein we report a new cocrystal and salts of norfloxacin with improved aqueous solubility.

Place, publisher, year, edition, pages
American Chemical Society , 2006. Vol. 6, no 12, 2699-2708 p.
Identifiers
URN: urn:nbn:se:umu:diva-38609DOI: 10.1021/cg060327xISI: 000242575100016OAI: oai:DiVA.org:umu-38609DiVA: diva2:379676
Available from: 2010-12-19 Created: 2010-12-19 Last updated: 2011-01-27Bibliographically approved

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Boström, Dan

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