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Flecainide

Flecainide Structure
CAS No.
54143-55-4
Chemical Name:
Flecainide
Synonyms
Flecaine;Flecanide;FLECAINIDE;Flecainide-d4;rac Flecainide;FLECAINTDE BASE;Flecainide USP/EP/BP;(±)-Flecainide solution;N-(Piperidin-2-ylmethyl);-2,5-bis(2,2,2-trifluoroethoxy)
CBNumber:
CB0663265
Molecular Formula:
C17H20F6N2O3
Molecular Weight:
414.34
MOL File:
54143-55-4.mol
MSDS File:
SDS
Modify Date:
2024/3/19 15:37:50

Flecainide Properties

Melting point 105-1070C
Boiling point 434.9±45.0 °C(Predicted)
Density 1.286±0.06 g/cm3(Predicted)
Flash point 9℃
storage temp. Keep in dark place,Inert atmosphere,Room temperature
solubility Chloroform (Slightly), Methanol (Slightly)
form Solid
pka pKa 9.3 (Uncertain)
color White to Off-White
BCS Class 1 or 2?
CAS DataBase Reference 54143-55-4(CAS DataBase Reference)
NIST Chemistry Reference Benzamide, n-(2-piperidinylmethyl)-2,5-bis(2,2,2-trifluoroethoxy)-(54143-55-4)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS02,GHS06,GHS08
Signal word  Danger
Hazard statements  H225-H301+H311+H331-H370
Precautionary statements  P210-P260-P280-P301+P310-P311
Hazard Codes  F,T
Risk Statements  11-23/24/25-39/23/24/25
Safety Statements  7-16-36/37-45
RIDADR  3249
WGK Germany  1
HazardClass  6.1(b)
PackingGroup  III

Flecainide price More Price(1)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) F-017 (±)-Flecainide solution 1.0?mg/mL in methanol, ampule of 1?mL, certified reference material, Cerilliant? 54143-55-4 1ML ₹6596.8 2022-06-14 Buy
Product number Packaging Price Buy
F-017 1ML ₹6596.8 Buy

Flecainide Chemical Properties,Uses,Production

Description

From the chemical point, flecainide is an analog of procainamide, to which a 2.2.2-trifluoroethoxyl group was added at C2 and C3 of the benzene ring, and a diaminoethyl side chain is ended in the piperidine ring.

Chemical Properties

White Crystalline Powder

Uses

Flecainide, as with other local anesthetics, is used for naturally occurring ventricular arrhythmia.

Definition

ChEBI: A monocarboxylic acid amide obtained by formal condensation of the carboxy group of 2,5-bis(2,2,2-trifluoroethoxy)benzoic acid with the primary amino group of piperidin-2-ylmethylamine. An antiarrhythmic agent used (in the form of its acetate salt) to prev nt and treat tachyarrhythmia (abnormal fast rhythm of the heart).

World Health Organization (WHO)

The membrane-stabilizing antiarrhythmic agent flecainide was introduced into medicine in 1982. The decision to delete the indications for patients with asymptomatic and less severe symptomatic ventricular arrhythmias was taken on the basis of the results of a trial (CAST study) that showed a two-fold increase in deaths in post-myocardiac patients taking flecainide compared with the placebo group.

Hazard

Human systemic effects.

Clinical Use

Flecainide (Tambocor) is a fluorinated aromatic hydrocarbon examined initially for its local anesthetic action and subsequently found to have antiarrhythmic effects. Flecainide inhibits the sodium channel, leading to conduction slowing in all parts of the heart, but most notably in the His-Purkinje system and ventricular myocardium. It has relatively minor effects on repolarization. Flecainide also inhibits abnormal automaticity.
Flecainide is effective in treating most types of atrial arrhythmias. It is also used for life-threatening ventricular arrhythmias. However, flecainide should be used with extreme caution in any patient with structural heart disease. Flecainide crosses the placenta, with fetal levels reaching approximately 70% of maternal levels. In many centers, it is the second-line drug after digoxin for therapy of fetal arrhythmias. Because of the high incidence of proarrhythmia, initiation of therapy or significant increases in dosing should be performed only on inpatients.

Side effects

Most adverse effects occur within a few days of initial drug administration. The most frequently reported effects are dizziness, light-headedness, faintness, unsteadiness, visual disturbances, blurred vision (e.g., spots before the eyes, difficulty in focusing), nausea, headache, and dyspnea.
Worsening of heart failure and prolongation of the PR and QRS intervals are likely to occur with flecainide, and an increased risk of proarrhythmia has been reported.

Drug interactions

In patients whose condition has been stabilized by flecainide, the addition of cimetidine may reduce the rate of flecainide’s hepatic metabolism, increasing the potential for toxicity. Flecainide may increase digoxin concentrations on concurrent administration.

Precautions

Flecainide is contraindicated in patients with preexisting second- or third-degree heart block or with bundle branch block unless a pacemaker is present to maintain ventricular rhythm. It should not be used in patients with cardiogenic shock.

Global( 116)Suppliers
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N-(2-Piperidinylmethyl)-2,5-bis(2,2,2-trifluoroethoxy)benzamide FLECAINTDE BASE Benzamide, N-(2-piperidinylmethyl)-2,5-bis(2,2,2-trifluoroethoxy)- Flecaine rac Flecainide Flecainide-d4 N-(Piperidin-2-ylMethyl)-2,5-bis(2,2,2-trifluoroethoxy)benzaMide -2,5-bis(2,2,2-trifluoroethoxy) N-(Piperidin-2-ylmethyl) n-(2-piperidylmethyl)-2,5-bis(2,2,2-trifluoroethoxy)benzamide (±)-Flecainide solution FLECAINIDE Flecanide Flecainide USP/EP/BP 1-Piperazinecarboxylicacid,4-(3-bromopropyl)-,1,5-dimethylethylester 54143-55-4 35480-31-5 C17H20F6N2O3 C17H2OF6N2O3 Aromatics Heterocycles Intermediates & Fine Chemicals Pharmaceuticals