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    INVESTIGATING PHARMACEUTICAL CO-CRYSTALS AS A MEANS TO IMPROVE THE SOLUBILITY OF A DRUG

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    Brown_ku_0099M_12201_DATA_1.pdf (2.735Mb)
    Issue Date
    2012-05-31
    Author
    Brown, Rebecca Anderson
    Publisher
    University of Kansas
    Format
    126 pages
    Type
    Thesis
    Degree Level
    M.S.
    Discipline
    Pharmaceutical Chemistry
    Rights
    This item is protected by copyright and unless otherwise specified the copyright of this thesis/dissertation is held by the author.
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    Abstract
    Recently co-crystals have emerged as a potential approach to improve the solubility, dissolution, and bioavailability of active pharmaceutical ingredients (API). Often co-crystal formation is studied in the development stage in order to solve an issue (with solid form or formulation) or to expand intellectual property. However, co-crystals may have the potential of enhancing the developability of a poorly soluble lead candidate in the discovery stage. In this study, piroxicam, a BCS (Biopharmaceutical Classification System) Class II compound with low solubility, was chosen as a model drug to explore this possibility. The solution phase reaction crystallization method was chosen over slow evaporation as a way to make co-crystals because it can produce pure co-crystals that can be scaled by simply using the solubility data of the parent and coformer. A screen of carboxylic acid coformers yielded six piroxicam co-crystals which were characterized. Co-crystal aqueous solubility was measured and models were used to calculate co-crystal pH dependent solubility. Intrinsic dissolution rates of the co-crystals were measured in biorelevant media. Co-crystals were found to be more soluble and the dissolution rates were lower than the parent. Piroxicam oral exposure in rat from the co-crystals was determined and was similar to free piroxicam.
    URI
    http://hdl.handle.net/1808/10209
    Collections
    • Theses [3228]
    • Pharmaceutical Chemistry Dissertations and Theses [90]

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    Contact KU ScholarWorks
    785-864-8983
    KU Libraries
    1425 Jayhawk Blvd
    Lawrence, KS 66045
    785-864-8983

    KU Libraries
    1425 Jayhawk Blvd
    Lawrence, KS 66045
    Image Credits
     

     

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