Flecainide acetateProduct ingredient for Flecainide

Name
Flecainide acetate
Drug Entry
Flecainide

Flecainide is a Class I anti-arrhythmic agent like encainide and propafenone.7 Flecainide’s development began in 1966 and was first synthesized in 1972 as an attempt to generate new anesthetics.10 It is used to prevent supraventricular and ventricular arrhythmias, as well as paroxysmal atrial fibrillation and flutter.12,13

Flecainide was granted FDA approval on 31 October 1985.11

Accession Number
DBSALT000086
Structure
Synonyms
Flecainide monoacetate / N-(Piperidin-2-ylmethyl)-2,5-bis(2,2,2-trifluoroethoxy)benzamide monoacetate
External IDs
R 818 / R-818
UNII
M8U465Q1WQ
CAS Number
54143-56-5
Weight
Average: 474.3947
Monoisotopic: 474.158941118
Chemical Formula
C19H24F6N2O5
InChI Key
RKXNZRPQSOPPRN-UHFFFAOYSA-N
InChI
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)
IUPAC Name
N-[(piperidin-2-yl)methyl]-2,5-bis(2,2,2-trifluoroethoxy)benzamide; acetic acid
SMILES
CC(O)=O.FC(F)(F)COC1=CC(C(=O)NCC2CCCCN2)=C(OCC(F)(F)F)C=C1
KEGG Drug
D00638
PubChem Compound
41022
ChemSpider
37445
ChEBI
5091
ChEMBL
CHEMBL1200822
Wikipedia
Flecainide
Predicted Properties
PropertyValueSource
Water Solubility0.0324 mg/mLALOGPS
logP2.98ALOGPS
logP3.19Chemaxon
logS-4.1ALOGPS
pKa (Strongest Acidic)13.68Chemaxon
pKa (Strongest Basic)9.62Chemaxon
Physiological Charge1Chemaxon
Hydrogen Acceptor Count4Chemaxon
Hydrogen Donor Count2Chemaxon
Polar Surface Area59.59 Å2Chemaxon
Rotatable Bond Count9Chemaxon
Refractivity88.4 m3·mol-1Chemaxon
Polarizability35.76 Å3Chemaxon
Number of Rings2Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon