Resolution of flecainide acetate, N-(2-piperidylmethyl)-2,5-bis(2,2,2-trifluoroethoxy)benzam ide acetate, and antiarrhythmic properties of the enantiomers. | |
MedLine Citation:
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PMID: 3950909 Owner: NLM Status: MEDLINE |
Abstract/OtherAbstract:
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The antiarrhythmic agent flecainide acetate was resolved by fractional crystallization of its diastereomeric alpha-bromocamphor-pi-sulfonate salts. Optical purity of the two enantiomers was shown to be greater than 99% by an NMR technique using the chiral shift reagent Eu(hfbc)3. Antiarrhythmic effects of flecainide and its enantiomers were assessed in two different animal models, chloroform-induced ventricular fibrillation in mice and ouabain-induced ventricular tachycardia in dogs. The two enantiomers were highly effective in suppressing both of these experimental arrhythmias and appeared to be essentially equipotent. No significant differences were found either between the two enantiomers or between the enantiomers and racemic flecainide. |
Authors:
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E H Banitt; J R Schmid; R A Newmark |
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Publication Detail:
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Type: Journal Article |
Journal Detail:
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Title: Journal of medicinal chemistry Volume: 29 ISSN: 0022-2623 ISO Abbreviation: J. Med. Chem. Publication Date: 1986 Feb |
Date Detail:
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Created Date: 1986-03-28 Completed Date: 1986-03-28 Revised Date: 2003-11-14 |
Medline Journal Info:
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Nlm Unique ID: 9716531 Medline TA: J Med Chem Country: UNITED STATES |
Other Details:
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Languages: eng Pagination: 299-302 Citation Subset: IM |
Export Citation:
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APA/MLA Format Download EndNote Download BibTex |
MeSH Terms | |
Descriptor/Qualifier:
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Animals Anti-Arrhythmia Agents / pharmacology* Chloroform Dogs Female Flecainide Magnetic Resonance Spectroscopy Mice Ouabain Piperidines / pharmacology* Stereoisomerism Tachycardia / drug therapy Ventricular Fibrillation / drug therapy |
Chemical | |
Reg. No./Substance:
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0/Anti-Arrhythmia Agents; 0/Piperidines; 54143-55-4/Flecainide; 630-60-4/Ouabain; 67-66-3/Chloroform |
From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine
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