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F6777

Sigma-Aldrich

Flecainide acetate salt

≥98% (TLC), powder, sodium channel blocker

Synonym(s):

N-(2-Piperidylmethyl)-2,5-bis-(2,2,2-trifluoroethoxy)benzamide acetate salt

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About This Item

Empirical Formula (Hill Notation):
C17H20F6N2O3 · C2H4O2
CAS Number:
54143-56-5
Molecular Weight:
474.39
EC Number:
258-997-5
MDL number:
MFCD00214290
UNSPSC Code:
12352200
PubChem Substance ID:
24278440
NACRES:
NA.77

product name

Flecainide acetate salt,

Quality Level

200

originator

Medicis

storage temp.

2-8°C

SMILES string

CC(O)=O.FC(F)(F)COc1ccc(OCC(F)(F)F)c(c1)C(=O)NCC2CCCCN2

InChI

1S/C17H20F6N2O3.C2H4O2/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;1-2(3)4/h4-5,7,11,24H,1-3,6,8-10H2,(H,25,26);1H3,(H,3,4)

InChI key

RKXNZRPQSOPPRN-UHFFFAOYSA-N

Gene Information

human ... SCN5A(6331)

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Biochem/physiol Actions

Class IC antiarrhythmic agent; sodium channel blocker

Features and Benefits

This compound is featured on the Potassium Channels page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.
This compound was developed by Medicis. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Luiz Belardinelli et al.
The Journal of pharmacology and experimental therapeutics, 344(1), 23-32 (2012-09-27)
Inhibition of cardiac late sodium current (late I(Na)) is a strategy to suppress arrhythmias and sodium-dependent calcium overload associated with myocardial ischemia and heart failure. Current inhibitors of late I(Na) are unselective and can be proarrhythmic. This study introduces GS967
Iacopo Galleano et al.
Proceedings of the National Academy of Sciences of the United States of America, 118(33) (2021-08-11)
The voltage-gated sodium channel Nav1.5 initiates the cardiac action potential. Alterations of its activation and inactivation properties due to mutations can cause severe, life-threatening arrhythmias. Yet despite intensive research efforts, many functional aspects of this cardiac channel remain poorly understood.
Oleg E Osadchii
Journal of cardiovascular pharmacology, 60(5), 456-466 (2012-08-31)
Flecainide is nonselective Na(+) channel blocker which may also inhibit I(Kr), the rapid component of the delayed rectifier. This study was designed to explore if proarrhythmic responses to flecainide noted in cardiac patients may be partly attributed to abnormal changes
Naomasa Makita et al.
The Journal of clinical investigation, 118(6), 2219-2229 (2008-05-03)
Phenotypic overlap of type 3 long QT syndrome (LQT3) with Brugada syndrome (BrS) is observed in some carriers of mutations in the Na channel SCN5A. While this overlap is important for patient management, the clinical features, prevalence, and mechanisms underlying
P Somani
Clinical pharmacology and therapeutics, 27(4), 464-470 (1980-04-01)
A new class I antiarrhythmic, flecainide, was investigated in 10 patients to assess short-term efficacy and safety. All patients were hospitalized for 3 days; no antiarrhythmics were given on days 1 and 3. On day 2 flecainide 1 mg/kg was
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