Basic information Safety Supplier Related
ChemicalBook >  Product Catalog >  API >  Circulatory system drugs >  Antiarrhythmics Drugs >  FLECAINIDE ACETATE

FLECAINIDE ACETATE

Basic information Safety Supplier Related

FLECAINIDE ACETATE Basic information

Product Name:
FLECAINIDE ACETATE
Synonyms:
  • 2,5-bis-(2,2,2-trifluoroethoxy)-n-(2-piperidinylmethyl)benzamideacetate
  • n-(2-piperidinylmethyl)-2,5-bis(2,2,2-trifluoroethoxy)benzamidemonoacetate
  • n-(2-piperidinylmethyl)-2,5-bis(2,2,2-trifluoroethoxy)-benzamidmonoacetate
  • r-818
  • N-(2-PIPERIDYLMETHYL)-2,5-BIS-(2,2,2-TRIFLUOROETHOXY)BENZAMIDE ACETATE
  • N-[2-PIPERIDYLMETHYL]-2,5-BIS-[2,2,2-TRIFLUOROETHOXY]BENZAMIDE ACETATE SALT
  • FLECAINIDE ACETATE
  • FLECAINIDE ACETATE SALT
CAS:
54143-56-5
MF:
C19H24F6N2O5
MW:
474.39
EINECS:
258-997-5
Product Categories:
  • Organics
Mol File:
54143-56-5.mol
More
Less

FLECAINIDE ACETATE Chemical Properties

Melting point:
145-147℃
storage temp. 
2-8°C
solubility 
Soluble in water and in anhydrous ethanol. It is freely soluble in dilute acetic acid and practically insoluble in dilute hydrochloric acid.
color 
White
Water Solubility 
Soluble in dilute acetic acid, dimethyl sulfoxide, ethanol, methanol and water.
Stability:
Stable for 1 year from date of purchase as supplied. Solutions in DMSO or distilled water may be stored at -20°C for up to 1 month.
More
Less

Safety Information

Hazard Codes 
Xn
Risk Statements 
22-36/37/38-63
Safety Statements 
22-26-36/37/39-45-46
RIDADR 
3249
WGK Germany 
-
RTECS 
CV5792550
HazardClass 
6.1(b)
PackingGroup 
III
HS Code 
2933399090

MSDS

More
Less

FLECAINIDE ACETATE Usage And Synthesis

Description

Flecainide acetate (54143-56-5) is an open Na+?channel blocker that inhibits fast Na+?current in cardiac muscle in a use- and concentration-dependent manner.1?Orally-active class Ic antiarrhythmic agent2,3. Inhibits hERG potassium channels at clinically relevant concentrations.4

Chemical Properties

White or almost white, very hygroscopic, crystalline powder.

Uses

Class I antiarrhythmic.

Uses

Flecainide acetate is used as a sodium channel blocker and as an anti-arrhythmic. In general, it is used to regulate heartbeats of the upper heart and lower heart chambers. It can also be used to slow down an overactive heart. It is also useful in the treatment of ventricular tachycardias and ventricular arrhythmias.

Definition

ChEBI: An acetate salt obtained by combining flecainide with one molar equivalent of acetic acid. An antiarrhythmic agent used to prevent and treat tachyarrhythmia (abnormal fast rhythm of the heart).

brand name

Tambocor (3M Pharmaceuticals).

General Description

Flecainide acetate, N-(2-piperidinylmethyl)-2,5-bis (2,2,2-trifluoroethoxy)benzamide monoacetate(Tambocor), is a class IC antiarrhythmic drug withlocal anesthetic activity; it is a chemical derivative of benzamide.The drug undergoes biotransformation, forming ameta-O-dealkylated compound, whose antiarrhythmic propertiesare half as potent as those of the parent drug, and ameta-O-dealkylated lactam of flecainide with little pharmacologicalactivity. Flecainide acetate is given orally to suppresschronic ventricular ectopy and ventricular tachycardia.It has some limitations because of CNS side effects.

Biological Activity

Open Na + channel blocker that inhibits fast Na + current in cardiac muscle in a use- and concentration-dependent manner. Orally-active class Ic antiarrhythmic agent.

Biochem/physiol Actions

Class IC antiarrhythmic agent; sodium channel blocker

Drug interactions

Potentially hazardous interactions with other drugs
Anti-arrhythmics: concentration increased by amiodarone - halve dose of flecainide; increased myocardial depression with other anti-arrhythmics.
Antidepressants: concentration increased by fluoxetine; increased risk of ventricular arrhythmias with tricyclics.
Antihistamines: increased risk of ventricular arrhythmias with mizolastine - avoid.
Antihypertensives: increased myocardial depression and bradycardia with beta-blockers; increased myocardial depression and asystole with verapamil.
Antimalarials: concentration increased by quinine; avoid with artemether/lumefantrine.
Antimuscarinics: increased risk of ventricular arrhythmias with tolterodine.
Antipsychotics: increased risk of ventricular arrhythmias with antipsychotics that prolong the QT interval and phenothiazines; increased risk of arrhythmias with clozapine.
Antivirals: concentration possibly increased by fosamprenavir, indinavir, lopinavir, ritonavir and saquinavir, increased risk of ventricular arrhythmias - avoid; use telaprevir with caution.
Diuretics: increased cardiac toxicity if hypokalaemia occurs.

Metabolism

Flecainide is extensively metabolised (subject to genetic polymorphism), the 2 major metabolites being m-Odealkylated flecainide and m-O-dealkylated lactam of flecainide, both of which may have some activity. Its metabolism appears to involve the cytochrome P450 isoenzyme CYP2D6, which shows genetic polymorphism.
Flecainide is excreted mainly in the urine, approximately 30% as unchanged drug and the remainder as metabolites. About 5% is excreted in the faeces. Haemodialysis removes only about 1% of unchanged flecainide.

storage

Desiccate at +4°C

References

1) Rouet and Ducouret (1994), Use- and concentration-dependent effects of flecainide in guinea pig right ventricular muscle; J. Cardiovasc. Pharmacol.,?24?177 2) Singh?et al. (1984),?The electrophysiology and pharmacology of verapamil, flecainide, and amiodarone: correlations with clinical effects and antiarrhythmic actions; Ann. N.Y. Acad. Sci.,?432?210 3) Banitt?et al.?(1977),?Anti-arrhythmics. 2. Synthesis and antiarrhythmic activity of N-(piperidylalkyl)trifluoroethoxybenzamides; J. Med. Chem.,?20?821 4) Melgari?et al.?(2015),?Molecular basis of hERG potassium channel blockade by the class Ic antiarrhythmic flecainide; J. Mol. Cell. Cardiol.,?86?42

FLECAINIDE ACETATESupplier

J & K SCIENTIFIC LTD.
Tel
010-82848833 400-666-7788
Email
jkinfo@jkchemical.com
3B Pharmachem (Wuhan) International Co.,Ltd.
Tel
821-50328103-801 18930552037
Email
3bsc@sina.com
Pure Chemistry Scientific Inc.
Tel
001-857-928-2050 or 1-888-588-9418
Email
sales@chemreagents.com
Sinopharm Chemical Reagent Co,Ltd.
Tel
86-21-63210123
Email
sj_scrc@sinopharm.com
Haoyuan Chemexpress Co., Ltd.
Tel
021-58950125
Email
info@chemexpress.com