99495-92-8Relevant academic research and scientific papers
Liquid chromatographic direct resolution of flecainide and its analogs on a chiral stationary phase based on (+)-(18-Crown-6)-2,3,11,12-tetracarboxylic acid
Lee, Areum,Choi, Hee Jung,Hyun, Myung Ho
experimental part, p. 693 - 698 (2010/09/16)
Flecainide, an antiarrythmic agent, and its analogs were resolved on a high performance liquid chromatographic chiral stationary phase (CSP) based on (+)-(18-crown-6)-2,3,11,12-tetracarboxylic acid with the use of a mobile phase consisting of methanol-acetonitrile-trifluoroacetic acid-triethylamine (80/20/0.1/0.3, v/v/v/v). The chiral resolution was quite successful, the separation factors (α) and the resolutions (RS) for 20 analytes including flecainide being in the range of 1.19-1.82 and 1.73-6.80, respectively. The ortho-substituent of the benzoyl group of analytes was found to cause decrease in the retention times of analytes probably because of the conformational deformation of analytes originated from the steric hindrance exerted by the ortho-substituent.
Resolution of Flecainide Acetate, N-(2-Piperidylmethyl)-2,5-bis(2,2,2-trifluoroethoxy)benzamide Acetate, and Antiarrhythmic Properties of the Enantiomers
Banitt, Elden H.,Schmid, Jack R.,Newmark, Richard A.
, p. 299 - 302 (2007/10/02)
The antiarrhythmic agent flecainide acetate was resolved by fractional crystallization of its diastereomeric α-bromocamphor-?-sulfonate salts.Optical purity of the two enantiomers was shown to be > 99percent 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 verticular 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.
Preparation, Optical Purity and Configuration of the Enantiomers of Flecainide
Blaschke, Gottfried,Scheidemantel, Ursula,Walther, Bernd
, p. 4616 - 4619 (2007/10/02)
The chiral antiarrhythmic drug flecainide (rac-1) was resolved by fractional crystallization of the diastereomeric salts with optically active mandelic acid.Derivatization with (+)-1-phenylethyl isocyanate and analytical separation of the diastereomers 3
