Record Information
Version1.0
Creation date2011-09-21 00:18:17 UTC
Update date2015-10-09 22:30:55 UTC
Primary IDFDB022708
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameVerapamil
DescriptionA calcium channel blocker that is a class IV anti-arrhythmia agent. -- Pubchem; Calcium channel antagonists can be quite toxic. In the management of poisoning, early recognition is critical. Calcium channel antagonists are frequently prescribed, and the potential for serious morbidity and mortality with over dosage is significant. Ingestion of these agents should be suspected in any patient who presents in an overdose situation with unexplained hypotension and conduction abnormalities. The potential for toxicity should be noted in patients with underlying hepatic or renal dysfunction who are receiving therapeutic doses. (PMID 8213877) [HMDB]
CAS Number52-53-9
Structure
Thumb
Synonyms
SynonymSource
CP-165331VerapamilHMDB
Covera-HSHMDB
VerelanHMDB
IsoptinHMDB
D-365IproveratrilHMDB
CP-16533-1CalanHMDB
TarkaHMDB
AkilenHMDB
AnpecHMDB
Apo-verapHMDB
Arpamyl LPHMDB
BerkatensHMDB
CalanHMDB
Calan SRHMDB
CalaptinHMDB
Calaptin 240 SRHMDB
CalcanHMDB
CardiabeltinHMDB
CardiaguttHMDB
CardibeltinHMDB
CardioprotectHMDB
CaverilHMDB
CivicorHMDB
Civicor retardHMDB
CoraverHMDB
CordiloxHMDB
Cordilox SRHMDB
CorpamilHMDB
D-365HMDB
delta-365HMDB
DignoverHMDB
DilacoranHMDB
Dilacoran htaHMDB
DurasoptinHMDB
ElthonHMDB
FalicardHMDB
FinoptinHMDB
FlamonHMDB
GeanginHMDB
HartezeHMDB
HexasoptinHMDB
Hexasoptin retardHMDB
HormitolHMDB
IkacorHMDB
IkapressHMDB
InselonHMDB
IproveratrilHMDB
Isoptin retardHMDB
Isoptin SRHMDB
IsoptineHMDB
IsoptinoHMDB
IsotopinHMDB
IzoptinHMDB
JenapamilHMDB
LekoptinHMDB
LodixalHMDB
MagotironHMDB
ManidonHMDB
Manidon retardHMDB
Novapamyl LPHMDB
Novo-veramilHMDB
Nu-verapHMDB
OrmilHMDB
PraecicorHMDB
QuasarHMDB
RapamHMDB
RobatelanHMDB
SecuronHMDB
UniverHMDB
UnivexHMDB
VasolanHMDB
VasomilHMDB
VasoptenHMDB
Vera-sanoraniaHMDB
VerabetaHMDB
Veracaps SRHMDB
VeracorHMDB
VerahexalHMDB
VeralocHMDB
VeramexHMDB
VeramilHMDB
Verapamil acisHMDB
Verapamil alHMDB
Verapamil atidHMDB
Verapamil basicsHMDB
Verapamil ebeweHMDB
Verapamil HCLHMDB
Verapamil henningHMDB
Verapamil injectionHMDB
Verapamil MSDHMDB
Verapamil NMHMDB
Verapamil NM pharmaHMDB
Verapamil nordicHMDB
Verapamil PBHMDB
Verapamil rikerHMDB
Verapamil SRHMDB
Verapamil verlaHMDB
Verapamil-abzHMDB
VerapamiloHMDB
VerapamilumHMDB
VerapinHMDB
Verapress 240 SRHMDB
VerasalHMDB
VerasifarHMDB
VeratensinHMDB
VerdilacHMDB
Verelan PMHMDB
Verelan SRHMDB
VeroptinstadaHMDB
VerpamilHMDB
VetrimilHMDB
VortacHMDB
DexverapamilHMDB
Hydrochloride, verapamilHMDB
Sandoz brand OF verapamilHMDB
Verapamil hydrochlorideHMDB
Verapamil sandoz brandHMDB
Apo-Veraphmdb
Civicor Retardhmdb
Covera-Hshmdb
Dilacoran HTAhmdb
Hexasoptin Retardhmdb
Isoptin Retardhmdb
Manidon Retardhmdb
Novo-Veramilhmdb
Nu-Veraphmdb
Vera-Sanoraniahmdb
Verapamilhmdb
Verapamil Acishmdb
Verapamil ALhmdb
Verapamil Atidhmdb
Verapamil Basicshmdb
Verapamil Ebewehmdb
Verapamil hclHMDB
Verapamil Henninghmdb
Verapamil Injectionhmdb
Verapamil NM Pharmahmdb
Verapamil Nordichmdb
Verapamil Rikerhmdb
Verapamil Verlahmdb
Verapamil-AbZhmdb
Predicted Properties
PropertyValueSource
Water Solubility0.0039 g/LALOGPS
logP5.23ALOGPS
logP5.04ChemAxon
logS-5.1ALOGPS
pKa (Strongest Basic)9.68ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area63.95 ŲChemAxon
Rotatable Bond Count13ChemAxon
Refractivity132.65 m³·mol⁻¹ChemAxon
Polarizability51.7 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Chemical FormulaC27H38N2O4
IUPAC name2-(3,4-dimethoxyphenyl)-5-{[2-(3,4-dimethoxyphenyl)ethyl](methyl)amino}-2-(propan-2-yl)pentanenitrile
InChI IdentifierInChI=1S/C27H38N2O4/c1-20(2)27(19-28,22-10-12-24(31-5)26(18-22)33-7)14-8-15-29(3)16-13-21-9-11-23(30-4)25(17-21)32-6/h9-12,17-18,20H,8,13-16H2,1-7H3
InChI KeySGTNSNPWRIOYBX-UHFFFAOYSA-N
Isomeric SMILESCOC1=C(OC)C=C(CCN(C)CCCC(C#N)(C(C)C)C2=CC(OC)=C(OC)C=C2)C=C1
Average Molecular Weight454.6016
Monoisotopic Molecular Weight454.283157714
Classification
Description belongs to the class of organic compounds known as phenylbutylamines. Phenylbutylamines are compounds containing a phenylbutylamine moiety, which consists of a phenyl group substituted at the fourth carbon by an butan-1-amine.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassPhenylbutylamines
Direct ParentPhenylbutylamines
Alternative Parents
Substituents
  • Phenylbutylamine
  • Dimethoxybenzene
  • O-dimethoxybenzene
  • Phenethylamine
  • Phenylpropane
  • Anisole
  • Phenol ether
  • Phenoxy compound
  • Methoxybenzene
  • Alkyl aryl ether
  • Aralkylamine
  • Tertiary aliphatic amine
  • Tertiary amine
  • Nitrile
  • Carbonitrile
  • Ether
  • Organic oxygen compound
  • Amine
  • Organic nitrogen compound
  • Organooxygen compound
  • Organonitrogen compound
  • Organopnictogen compound
  • Hydrocarbon derivative
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Ontology
Physiological effect

Health effect:

Disposition

Source:

Route of exposure:

Biological location:

Role

Environmental role:

Industrial application:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateSolid
Physical DescriptionNot Available
Mass CompositionNot Available
Melting PointNot Available
Boiling PointNot Available
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0cdu-4391500000-cd36ebd65bc8c7765961JSpectraViewer
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated)splash10-004l-0702900000-6a46ea2d5eed6d8b01ebJSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)splash10-0006-4109800000-80d342090a0be3344e82JSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)splash10-054w-0954400000-2def387c7c93ab211423JSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 10V, Positivesplash10-0a4i-0000900000-4cde9a4b3a4f83d16afcJSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 20V, Positivesplash10-0a4i-0000900000-980b47834e505d54a0e6JSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 30V, Positivesplash10-066r-0902800000-ae024239c46b33917426JSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 40V, Positivesplash10-014i-0901000000-81d1159b3102cff76218JSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 50V, Positivesplash10-014i-0900000000-d9c344fee7b45b4030e6JSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-IT (LC/MSD Trap XCT, Agilent Technologies) , Positivesplash10-0gb9-0914000000-070bdb975910e9aae99cJSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-IT (LC/MSD Trap XCT, Agilent Technologies) , Positivesplash10-03di-0390000000-f41d80462c5d06c4f001JSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-IT (LC/MSD Trap XCT, Agilent Technologies) , Positivesplash10-0097-2980000000-9a2ab0bcab33f7eaac6bJSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-IT (LC/MSD Trap XCT, Agilent Technologies) , Positivesplash10-0uxr-0900000000-252a9989a8511cb2db80JSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-IT (LC/MSD Trap XCT, Agilent Technologies) , Positivesplash10-0f79-0900000000-4fd6ca2c6c19c3bbf8f0JSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , positivesplash10-0a4i-0000900000-4365a47b2dc2f86bb272JSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , positivesplash10-0a4i-0000900000-e6a2b357160bf5b92c22JSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , positivesplash10-066r-0902400000-d8eac2ccd0a767c7e432JSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , positivesplash10-014i-0901000000-688f3c2345c5d9ccb8a5JSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , positivesplash10-014i-0900000000-cd09f8a2be876936f662JSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , positivesplash10-0uxr-0918000000-76641dd6dbc5cb05e79aJSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , positivesplash10-0a4i-0000900000-05ea95eb1f39b6515212JSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , positivesplash10-066r-0902600000-a675e624692c25472ce8JSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , positivesplash10-014i-0901000000-70d820628d2613557239JSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , positivesplash10-0gb9-0900000000-e3ca24cf75d574df08a8JSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , positivesplash10-0uyi-0900000000-f3a9fa002c56d3e5689aJSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , positivesplash10-0zg0-2900000000-101e077b890671063633JSpectraViewer | MoNA
MSMass Spectrum (Electron Ionization)splash10-0udi-3519000000-b5e0b9e0caac5cb57222JSpectraViewer | MoNA
1D NMR1H NMR SpectrumNot AvailableJSpectraViewer
2D NMR[1H,13C] 2D NMR SpectrumNot AvailableJSpectraViewer
ChemSpider ID2425
ChEMBL IDCHEMBL6966
KEGG Compound IDC07188
Pubchem Compound ID2520
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDDB00661
HMDB IDHMDB01850
CRC / DFC (Dictionary of Food Compounds) IDNot Available
EAFUS IDNot Available
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDNot Available
SuperScent IDNot Available
Wikipedia IDVerapamil
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / BioactivitiesNot Available
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSshow
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference