Document Detail


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:
PMID:  3950909     Owner:  NLM     Status:  MEDLINE    
Abstract/OtherAbstract:
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:
E H Banitt; J R Schmid; R A Newmark
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Publication Detail:
Type:  Journal Article    
Journal Detail:
Title:  Journal of medicinal chemistry     Volume:  29     ISSN:  0022-2623     ISO Abbreviation:  J. Med. Chem.     Publication Date:  1986 Feb 
Date Detail:
Created Date:  1986-03-28     Completed Date:  1986-03-28     Revised Date:  2003-11-14    
Medline Journal Info:
Nlm Unique ID:  9716531     Medline TA:  J Med Chem     Country:  UNITED STATES    
Other Details:
Languages:  eng     Pagination:  299-302     Citation Subset:  IM    
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MeSH Terms
Descriptor/Qualifier:
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:
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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