Flecainide acetate (CHEM016312)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-22 03:27:06 UTC
Update Date2016-11-09 01:15:22 UTC
Accession NumberCHEM016312
Identification
Common NameFlecainide acetate
ClassSmall Molecule
DescriptionAn 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).
Contaminant Sources
  • ToxCast & Tox21 Chemicals
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
Flecainide monoacetateChEBI
N-(Piperidin-2-ylmethyl)-2,5-bis(2,2,2-trifluoroethoxy)benzamide monoacetateChEBI
R 818ChEBI
R-818ChEBI
TambocorChEBI
Flecainide monoacetic acidGenerator
N-(Piperidin-2-ylmethyl)-2,5-bis(2,2,2-trifluoroethoxy)benzamide monoacetic acidGenerator
Flecainide acetic acidGenerator
3m Brand OF flecainide acetateMeSH
Acetate, flecainideMeSH
Alpharma brand OF flecainide acetateMeSH
Flecainid isisMeSH
Flecainid-isisMeSH
FlecainideMeSH
Flecainide monoacetate, (+-)-isomerMeSH
Flecainide, (S)-isomerMeSH
Flecainide, 5-HO-N-(6-oxo)-derivative, (+-)-isomerMeSH
FlecatabMeSH
Alphapharm brand OF flecainide acetateMeSH
Flecainide monoacetate, (S)-isomerMeSH
Flecainide, (R)-isomerMeSH
Flecainide, 5-HO-N-(6-oxo)-derivativeMeSH
Riker brand OF flecainide acetateMeSH
ApocardMeSH
FlecaduraMeSH
Flecainide monoacetate, (R)-isomerMeSH
FlécaïneMeSH
Merck dura brand OF flecainide acetateMeSH
United drug brand OF flecainide acetateMeSH
Chemical FormulaC19H24F6N2O5
Average Molecular Mass474.395 g/mol
Monoisotopic Mass474.159 g/mol
CAS Registry Number54143-56-5
IUPAC NameN-(piperidin-2-ylmethyl)-2,5-bis(2,2,2-trifluoroethoxy)benzene-1-carboximidic acid; acetic acid
Traditional Nameacetic acid; flecainide
SMILESCC(O)=O.OC(=NCC1CCCCN1)C1=C(OCC(F)(F)F)C=CC(OCC(F)(F)F)=C1
InChI IdentifierInChI=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 KeyRKXNZRPQSOPPRN-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as benzamides. These are organic compounds containing a carboxamido substituent attached to a benzene ring.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassBenzoic acids and derivatives
Direct ParentBenzamides
Alternative Parents
Substituents
  • Benzamide
  • Phenoxy compound
  • Benzoyl
  • Phenol ether
  • Alkyl aryl ether
  • Piperidine
  • Amino acid or derivatives
  • Carboxamide group
  • Secondary carboxylic acid amide
  • Secondary amine
  • Azacycle
  • Organoheterocyclic compound
  • Carboxylic acid derivative
  • Carboxylic acid
  • Secondary aliphatic amine
  • Ether
  • Monocarboxylic acid or derivatives
  • Hydrocarbon derivative
  • Organohalogen compound
  • Organofluoride
  • Organonitrogen compound
  • Organooxygen compound
  • Alkyl fluoride
  • Carbonyl group
  • Organopnictogen compound
  • Organic oxygen compound
  • Organic nitrogen compound
  • Amine
  • Alkyl halide
  • Organic oxide
  • Aromatic heteromonocyclic compound
Molecular FrameworkNot Available
External Descriptors
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
PathwaysNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.031 g/LALOGPS
logP4.11ALOGPS
logP1.58ChemAxon
logS-4.1ALOGPS
pKa (Strongest Acidic)6.06ChemAxon
pKa (Strongest Basic)9.87ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area63.08 ŲChemAxon
Rotatable Bond Count9ChemAxon
Refractivity88.92 m³·mol⁻¹ChemAxon
Polarizability36.06 ųChemAxon
Number of Rings2ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
LC-MS/MSLC-MS/MS Spectrum - , positivesplash10-0udj-2359100000-a7e49d4651212290a997Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-004i-0000900000-f658411682840a6a25a7Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-004i-0000900000-f658411682840a6a25a7Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-004i-0000900000-f658411682840a6a25a7Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-00di-0000900000-8cbad2e6cdccde3158b3Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-00di-0000900000-8cbad2e6cdccde3158b3Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-00di-0000900000-8cbad2e6cdccde3158b3Spectrum
Toxicity Profile
Route of ExposureNot Available
Mechanism of ToxicityNot Available
MetabolismNot Available
Toxicity ValuesNot Available
Lethal DoseNot Available
Carcinogenicity (IARC Classification)Not Available
Uses/SourcesNot Available
Minimum Risk LevelNot Available
Health EffectsNot Available
SymptomsNot Available
TreatmentNot Available
Concentrations
Not Available
DrugBank IDDBSALT000086
HMDB IDNot Available
FooDB IDNot Available
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkFlecainide
Chemspider IDNot Available
ChEBI ID5091
PubChem Compound ID41022
Kegg Compound IDNot Available
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=11475838
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=12049386
3. https://www.ncbi.nlm.nih.gov/pubmed/?term=1529992
4. https://www.ncbi.nlm.nih.gov/pubmed/?term=16502500
5. https://www.ncbi.nlm.nih.gov/pubmed/?term=20154349
6. https://www.ncbi.nlm.nih.gov/pubmed/?term=20435235
7. https://www.ncbi.nlm.nih.gov/pubmed/?term=21249720
8. https://www.ncbi.nlm.nih.gov/pubmed/?term=22190323
9. https://www.ncbi.nlm.nih.gov/pubmed/?term=23294160
10. https://www.ncbi.nlm.nih.gov/pubmed/?term=6682665
11. https://www.ncbi.nlm.nih.gov/pubmed/?term=6823856
12. https://www.ncbi.nlm.nih.gov/pubmed/?term=7137036
13. https://www.ncbi.nlm.nih.gov/pubmed/?term=7199921
14. https://www.ncbi.nlm.nih.gov/pubmed/?term=7776114
15. https://www.ncbi.nlm.nih.gov/pubmed/?term=94625
16. https://www.ncbi.nlm.nih.gov/pubmed/?term=9475360