Document Detail

Properties of a model aryl boronic acid and its boroxine.
MedLine Citation:
PMID:  22614918     Owner:  NLM     Status:  Publisher    
Many boronic acid-containing molecules are currently under investigation as possible therapeutics. An increase in the knowledge of the physical and chemical properties of these compounds will lead to their improved formulation into usable dosage forms. The current study describes the formation and characterization of a boronic acid anhydride, called a boroxine. The model boronic acid, 4-methoxybenzeneboronic acid is used. The current study demonstrates the utility of thermal (differential scanning calorimetry and thermogravimetric analysis) and spectral (solid-state nuclear magnetic resonance and ultraviolet spectroscopy) methods to quantitate and characterize the boronic acid and its boroxine, validated against definitive structures solved by single-crystal X-ray diffraction. The present work also demonstrates that the hydrolysis of the boroxine in the presence of water is very rapid in a time scale relative to drug substance manufacture and product formulation. © 2012 Wiley Periodicals, Inc. and the American Pharmacists Association J Pharm Sci.
William A Marinaro; Loren J Schieber; Eric J Munson; Victor W Day; Valentino J Stella
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Publication Detail:
Type:  JOURNAL ARTICLE     Date:  2012-5-21
Journal Detail:
Title:  Journal of pharmaceutical sciences     Volume:  -     ISSN:  1520-6017     ISO Abbreviation:  -     Publication Date:  2012 May 
Date Detail:
Created Date:  2012-5-22     Completed Date:  -     Revised Date:  -    
Medline Journal Info:
Nlm Unique ID:  2985195R     Medline TA:  J Pharm Sci     Country:  -    
Other Details:
Languages:  ENG     Pagination:  -     Citation Subset:  -    
Copyright Information:
Copyright © 2012 Wiley Periodicals, Inc.
Department of Pharmaceutical Chemistry, The University of Kansas, Lawrence, Kansas 66047.
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