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Flecainide

CAT: 0804-HY-W010950-01Size: 5 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-W010950-01Size:5 mg
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Description
Flecainide is an orally active antiarrhythmic agent. Flecainide can block sodium channels and inhibit calcium ion release mediated by the cardiac ryanodine receptor (RyR2) . Flecainide can be used in the research of diseases such as catecholaminergic polymorphic ventricular tachycardia (CPVT) [1][2].
CAS Number
54143-55-4
UNSPSC
12352005
Hazard Statement
H302, H315, H319, H335
Target
Potassium Channel; Sodium Channel
Type
Reference compound
Related Pathways
Membrane Transporter/Ion Channel
Applications
Neuroscience-Neuromodulation
Field of Research
Cardiovascular Disease
Assay Protocol
https://www.medchemexpress.com/flecainide.html
Purity
99.98
Solubility
DMSO : 100 mg/mL (ultrasonic)
Smiles
O=C(C1=CC(OCC(F)(F)F)=CC=C1OCC(F)(F)F)NCC2NCCCC2
Molecular Formula
C17H20F6N2O3
Molecular Weight
414.34
Precautions
H302, H315, H319, H335
References & Citations
[1]Watanabe H, et al. Flecainide prevents catecholaminergic polymorphic ventricular tachycardia in mice and humans. Nat Med. 2009 Apr;15 (4) :380-3. |[2]Kuroda Y, et al. Flecainide ameliorates arrhythmogenicity through NCX flux in Andersen-Tawil syndrome-iPS cell-derived cardiomyocytes. Biochem Biophys Rep. 2017 Jan 11;9:245-256.
Shipping Conditions
Room Temperature
Storage Conditions
-20°C, 3 years; 4°C, 2 years (Powder)
Scientific Category
Reference compound1
Clinical Information
Launched

Chemical Information

Flecainide

Flecainide is 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 prevent and treat tachyarrhythmia (abnormal fast rhythm of the heart). It has a role as an anti-arrhythmia drug. It is a member of piperidines, a monocarboxylic acid amide, an aromatic ether and an organofluorine compound. It is a conjugate base of a flecainide(1+).

CAS Number54143-55-4
PubChem CID3356
IUPAC NameN-(piperidin-2-ylmethyl)-2,5-bis(2,2,2-trifluoroethoxy)benzamide
Molecular FormulaC17H20F6N2O3
Molecular Weight414.34
XLogP3.8
Topological Polar Surface Area59.6
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count10
Rotatable Bond Count7
Heavy Atom Count28
Formal Charge0
Complexity500
SMILES
C1CCNC(C1)CNC(=O)C2=C(C=CC(=C2)OCC(F)(F)F)OCC(F)(F)F
InChI
InChI=1S/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)
InChIKey
DJBNUMBKLMJRSA-UHFFFAOYSA-N
Chemical Structure
2D Structure
2D structure of Flecainide
CAS: 54143-55-4
CID: 3356
Formula: C17H20F6N2O3
MW: 414.34
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight414.34
XLogP33.8
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count10
Rotatable Bond Count7
Exact Mass414.13781148
Monoisotopic Mass414.13781148
Topological Polar Surface Area59.6 Ų
Heavy Atom Count28
Formal Charge0
Complexity500
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count1
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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