Document Detail


Oleate salt formation and mesomorphic behavior in the propranolol/oleic acid binary system.
MedLine Citation:
PMID:  10350493     Owner:  NLM     Status:  MEDLINE    
Abstract/OtherAbstract:
Thermal analysis of propranolol/oleic acid mixtures prepared by solvent evaporation enabled construction of the binary system phase diagram. This allowed both physical and chemical interactions to be identified, including complex formation at the equimolar composition. An incongruent melting complex with a characteristic reaction point was identified in excess oleic acid compositions, a common property of fatty acid/fatty acid salt binary systems. The equimolar complex was confirmed to be propranolol oleate using infrared spectroscopy. Wide-angle X-ray powder diffractometry demonstrated that propranolol oleate possessed long-range positional order ( approximately 25 A d spacing) accompanied by a degree of disorder over shorter d spacings. Such a pattern suggested mesophase formation, explaining the unctuous nature of propranolol oleate at room temperature. Accurate measurement of the long-range d spacing was achieved using small-angle X-ray scattering, permitting differentiation of the three different phases identified (phase I: 25.4 A, phase II: 24.6 A, phase III: 25.4-25.5 A). The implications of drug fatty acid salt formation and also mesomorphism in pharmaceutical systems are discussed.
Authors:
K J Crowley; R T Forbes; P York; H Nyqvist; O Camber
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Publication Detail:
Type:  Journal Article; Research Support, Non-U.S. Gov't    
Journal Detail:
Title:  Journal of pharmaceutical sciences     Volume:  88     ISSN:  0022-3549     ISO Abbreviation:  J Pharm Sci     Publication Date:  1999 Jun 
Date Detail:
Created Date:  1999-07-08     Completed Date:  1999-07-08     Revised Date:  2006-11-15    
Medline Journal Info:
Nlm Unique ID:  2985195R     Medline TA:  J Pharm Sci     Country:  UNITED STATES    
Other Details:
Languages:  eng     Pagination:  586-91     Citation Subset:  IM    
Affiliation:
Drug Delivery Group, Postgraduate Studies in Pharmaceutical Technology, The School of Pharmacy, University of Bradford, Bradford, BD7 1DP, UK.
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MeSH Terms
Descriptor/Qualifier:
Adrenergic beta-Antagonists / chemistry*
Calorimetry, Differential Scanning
Crystallography, X-Ray
Oleic Acid / chemistry*
Pharmaceutic Aids / chemistry*
Propranolol / chemistry*
Scattering, Radiation
Solvents / chemistry
Spectroscopy, Fourier Transform Infrared
X-Rays
Chemical
Reg. No./Substance:
0/Adrenergic beta-Antagonists; 0/Pharmaceutic Aids; 0/Solvents; 112-80-1/Oleic Acid; 525-66-6/Propranolol

From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine


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