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(R)-Flecainide, also known as R-(–)-Flecainide, is the (R) enantiomer of the antiarrhythmic agent flecainide. It is a chiral molecule that exhibits specific pharmacological properties and is used in the treatment of cardiac arrhythmias.
Used in Pharmaceutical Industry:
(R)-Flecainide is used as an antiarrhythmic agent for the treatment of various types of cardiac arrhythmias. As a class IC antiarrhythmic, it works by selectively blocking the rapid component of the delayed rectifier potassium current (IKr) in cardiac cells, which helps to restore normal heart rhythm.
Used in Cardiology:
(R)-Flecainide is used as a therapeutic intervention for preventing chloroform-induced ventricular fibrillation in mice, with an effective dose of 14.5 mg/kg. This demonstrates its potential in managing life-threatening arrhythmias in a controlled experimental setting.
Additionally, (R)-Flecainide is used as a preventative measure for ouabain-induced ectopic ventricular tachycardia in anesthetized dogs, showcasing its application in veterinary medicine for the management of arrhythmic conditions in animals.

99495-90-6

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99495-90-6 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 99495-90-6 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 9,9,4,9 and 5 respectively; the second part has 2 digits, 9 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 99495-90:
(7*9)+(6*9)+(5*4)+(4*9)+(3*5)+(2*9)+(1*0)=206
206 % 10 = 6
So 99495-90-6 is a valid CAS Registry Number.
InChI:InChI=1/C17H20F6N2O3/c18-16(19,20)9-27-12-4-5-14(28-10-17(21,22)23)13(7-12)15(26)25-8-11-3-1-2-6-24-11/h4-5,7,11,24H,1-3,6,8-10H2,(H,25,26)/t11-/m1/s1

99495-90-6SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 13, 2017

Revision Date: Aug 13, 2017

1.Identification

1.1 GHS Product identifier

Product name N-[[(2R)-piperidin-2-yl]methyl]-2,5-bis(2,2,2-trifluoroethoxy)benzamide

1.2 Other means of identification

Product number -
Other names Tocris-1470

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:99495-90-6 SDS

99495-90-6Upstream product

99495-90-6Downstream Products

99495-90-6Relevant academic research and scientific papers

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 (1986)

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.

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.

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

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