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Record Information
Version4.0
StatusExpected but not Quantified
Creation Date2017-11-21 17:38:11 UTC
Update Date2019-07-23 14:38:52 UTC
HMDB IDHMDB0240227
Secondary Accession NumbersNone
Metabolite Identification
Common NamePhenbenzamine
DescriptionPhenbenzamine, also known as viternum or cyproheptadine, belongs to the class of organic compounds known as phenylbenzamines. These are aromatic compounds consisting of a benzyl group that is N-linked to a benzamine. Phenbenzamine is a very strong basic compound (based on its pKa). In humans, phenbenzamine is involved in phenbenzamine h1-antihistamine action. Phenbenzamine (Antergan) is an antihistamine with anticholinergic properties.
Structure
Data?1563892732
Synonyms
ValueSource
ViternumHMDB
CyproheptadineHMDB
PeritolHMDB
DihexazinHMDB
PeriactinHMDB
2339 RPHMDB
AnterganHMDB
BridalHMDB
DimetinaHMDB
LergitinHMDB
N-Benzyl-n',n'-dimethyl-N-phenylethylenediamineHMDB
PM 245HMDB
PhenbenzamineHMDB
Chemical FormulaC17H22N2
Average Molecular Weight254.377
Monoisotopic Molecular Weight254.178298716
IUPAC NameN-benzyl-N-[2-(dimethylamino)ethyl]aniline
Traditional NameN-benzyl-N-[2-(dimethylamino)ethyl]aniline
CAS Registry Number961-71-7
SMILES
CN(C)CCN(CC1=CC=CC=C1)C1=CC=CC=C1
InChI Identifier
InChI=1S/C17H22N2/c1-18(2)13-14-19(17-11-7-4-8-12-17)15-16-9-5-3-6-10-16/h3-12H,13-15H2,1-2H3
InChI KeyCHOBRHHOYQKCOU-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as phenylbenzamines. These are aromatic compounds consisting of a benzyl group that is N-linked to a benzamine.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassPhenylmethylamines
Direct ParentPhenylbenzamines
Alternative Parents
Substituents
  • Phenylbenzamine
  • Aniline or substituted anilines
  • Dialkylarylamine
  • Tertiary aliphatic/aromatic amine
  • Benzylamine
  • Aralkylamine
  • Tertiary aliphatic amine
  • Tertiary amine
  • Organic nitrogen compound
  • Organopnictogen compound
  • Hydrocarbon derivative
  • Organonitrogen compound
  • Amine
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External DescriptorsNot Available
Ontology
Process

Naturally occurring process:

Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP3.78ALOGPS
logP3.82ChemAxon
logS-3.4ALOGPS
pKa (Strongest Basic)8.9ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area6.48 ŲChemAxon
Rotatable Bond Count6ChemAxon
Refractivity83.12 m³·mol⁻¹ChemAxon
Polarizability30.75 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0a4i-4090000000-70e24910df56da2bc8c6Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-006x-9020000000-8be29ee1402c65f03acdSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0006-9000000000-3e076c4e54e6ec3d4098Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0udi-0090000000-eb7c98d3ee27a8791371Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0udi-1290000000-1bcdc626772405d2a5a2Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-004i-9700000000-4e0e6fe5eb1ea2764454Spectrum
Biological Properties
Cellular LocationsNot Available
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID13155
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkPhenbenzamine
METLIN IDNot Available
PubChem Compound13751
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Wang XY, Lim-Jurado M, Prepageran N, Tantilipikorn P, Wang de Y: Treatment of allergic rhinitis and urticaria: a review of the newest antihistamine drug bilastine. Ther Clin Risk Manag. 2016 Apr 13;12:585-97. doi: 10.2147/TCRM.S105189. eCollection 2016. [PubMed:27110120 ]