Record Information
Version1.0
Creation date2011-09-21 00:19:09 UTC
Update date2018-05-28 18:33:55 UTC
Primary IDFDB022759
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameChlorpheniramine
DescriptionA histamine H1 antagonist used in allergic reactions, hay fever, rhinitis, urticaria, and asthma. It has also been used in veterinary applications. One of the most widely used of the classical antihistaminics, it generally causes less drowsiness and sedation than Promethazine. -- Pubchem; Chlorphenamine or chlorpheniramine, commonly marketed as its salt chlorphenamine maleate (Chlor- Trimeton, Piriton, Chlor- Tripolon), is a first generation antihistamine used in the prevention of the symptoms of allergic conditions such as rhinitis and urticaria.- wikipedia [HMDB]
CAS Number113-92-8
Structure
Thumb
Synonyms
SynonymSource
1-(p-Chlorophenyl)-1-(2-pyridyl)-3-dimethylaminopropaneChEBI
1-(p-Chlorophenyl)-1-(2-pyridyl)-3-N,N-dimethylpropylamineChEBI
2-[p-Chloro-alpha-[2-(dimethylamino)ethyl]benzyl]pyridineChEBI
3-(p-Chlorophenyl)-3-(2-pyridyl)-N,N-dimethylpropylamineChEBI
ChlorophenylpyridamineChEBI
ChlorphenaminChEBI
ChlorphenaminumChEBI
ChlorpheniraminumChEBI
ClofeniraminaChEBI
ClorfenaminaChEBI
ClorfeniraminaChEBI
gamma-(4-Chlorophenyl)-gamma-(2-pyridyl)propyldimethylamineChEBI
gamma-(4-Chlorophenyl)-N,N-dimethyl-2-pyridinepropanamineChEBI
HaynonChEBI
ChlorphenamineKegg
2-[p-Chloro-a-[2-(dimethylamino)ethyl]benzyl]pyridineGenerator
2-[p-Chloro-α-[2-(dimethylamino)ethyl]benzyl]pyridineGenerator
g-(4-Chlorophenyl)-g-(2-pyridyl)propyldimethylamineGenerator
Γ-(4-chlorophenyl)-γ-(2-pyridyl)propyldimethylamineGenerator
g-(4-Chlorophenyl)-N,N-dimethyl-2-pyridinepropanamineGenerator
Γ-(4-chlorophenyl)-N,N-dimethyl-2-pyridinepropanamineGenerator
Chlor-trimetonHMDB
Chloropheniramine maleateHMDB
Chlorphenamine hydrogen maleateHMDB
Chlorphenamine maleateHMDB
Chlorpheniaramine maleateHMDB
Chlorpheniramine maleateHMDB
TeldrinHMDB
Aller-chlorHMDB
Chlor-tripolonHMDB
ChlorproHMDB
Cloro-trimetonHMDB
KlorominHMDB
Maleate, chlorpheniramineHMDB
PiritonHMDB
Rugby brand OF chlorpheniramine maleateHMDB
Schering-plough brand OF chlorpheniramine maleateHMDB
Tannate, chlorpheniramineHMDB
Bayer brand OF chlorpheniramine maleateHMDB
Chlo-amineHMDB
Hogil brand 1 OF chlorpheniramine maleateHMDB
Llorens brand OF chlorpheniramine maleateHMDB
Schering brand OF chlorpheniramine maleateHMDB
Vortech brand 1 OF chlorpheniramine maleateHMDB
Antihistaminico llorensHMDB
ChlorprophenpyridamineHMDB
Chlorspan 12HMDB
Chlortab-4HMDB
Halsey drug brand OF chlorpheniramine maleateHMDB
Stafford-miller brand OF chlorpheniramine maleateHMDB
Vortech brand 3 OF chlorpheniramine maleateHMDB
Chlor-100HMDB
Chlorpheniramine tannateHMDB
Efidac 24HMDB
Hogil brand 2 OF chlorpheniramine maleateHMDB
Intra brand OF chlorpheniramine maleateHMDB
Schein brand OF chlorpheniramine maleateHMDB
Vortech brand 2 OF chlorpheniramine maleateHMDB
1-(P-Chlorophenyl)-1-(2-pyridyl)-3-dimethylaminopropaneChEBI
1-(P-Chlorophenyl)-1-(2-pyridyl)-3-N,N-dimethylpropylamineChEBI
2-[P-chloro-a-[2-(dimethylamino)Ethyl]benzyl]pyridineGenerator
2-[P-chloro-alpha-[2-(dimethylamino)Ethyl]benzyl]pyridineChEBI
2-[P-chloro-α-[2-(dimethylamino)ethyl]benzyl]pyridineGenerator
3-(P-Chlorophenyl)-3-(2-pyridyl)-N,N-dimethylpropylamineChEBI
chlorphenamine hydrogen maleatehmdb
Chlorphenamine Maleatehmdb
chlorpheniaramine maleatehmdb
Chlorpheniraminehmdb
Chlorpheniramine Maleatehmdb
γ-(4-chlorophenyl)-N,N-dimethyl-2-pyridinepropanamineGenerator
γ-(4-chlorophenyl)-γ-(2-pyridyl)propyldimethylamineGenerator
Predicted Properties
PropertyValueSource
Water Solubility0.052 g/LALOGPS
logP3.74ALOGPS
logP3.58ChemAxon
logS-3.7ALOGPS
pKa (Strongest Basic)9.47ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area16.13 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity80.85 m³·mol⁻¹ChemAxon
Polarizability30.82 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Chemical FormulaC16H19ClN2
IUPAC name[3-(4-chlorophenyl)-3-(pyridin-2-yl)propyl]dimethylamine
InChI IdentifierInChI=1S/C16H19ClN2/c1-19(2)12-10-15(16-5-3-4-11-18-16)13-6-8-14(17)9-7-13/h3-9,11,15H,10,12H2,1-2H3
InChI KeySOYKEARSMXGVTM-UHFFFAOYSA-N
Isomeric SMILESCN(C)CCC(C1=CC=C(Cl)C=C1)C1=CC=CC=N1
Average Molecular Weight274.788
Monoisotopic Molecular Weight274.123676325
Classification
Description belongs to the class of organic compounds known as pheniramines. Pheniramines are compounds containing a pheniramine moiety, which is structurally characterized by the presence of a 2-benzylpyridine linked to an dimethyl(propyl)amine to form a dimethyl[3-phenyl-3-(pyridin-2-yl)propyl]amine skeleton.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassPyridines and derivatives
Sub ClassPheniramines
Direct ParentPheniramines
Alternative Parents
Substituents
  • Pheniramine
  • Chlorobenzene
  • Halobenzene
  • Aralkylamine
  • Aryl chloride
  • Benzenoid
  • Monocyclic benzene moiety
  • Aryl halide
  • Heteroaromatic compound
  • Tertiary aliphatic amine
  • Tertiary amine
  • Azacycle
  • Organic nitrogen compound
  • Organonitrogen compound
  • Organochloride
  • Organohalogen compound
  • Amine
  • Hydrocarbon derivative
  • Organopnictogen compound
  • Aromatic heteromonocyclic compound
Molecular FrameworkAromatic heteromonocyclic compounds
External Descriptors
Ontology
Disposition

Route of exposure:

Biological location:

Role

Biological 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
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0zfr-6290000000-2ca3230cde716588805eJSpectraViewer | MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0zfr-6290000000-2ca3230cde716588805eJSpectraViewer | MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0a4i-9380000000-f4a0f7b13adeafb1762dJSpectraViewer
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 10V, N/A (Annotated)splash10-01b9-3900000000-ea4ccfd2afe05f49fc7aJSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 25V, N/A (Annotated)splash10-004i-0090000000-9e46eb080de95d4f8f8eJSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 40V, N/A (Annotated)splash10-014i-1920000000-d2d2acf559d9070a1d47JSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - EI-B (Unknown) , Positivesplash10-0zfr-6190000000-2ca3230cde716588805eJSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-qTof , Positivesplash10-0uy0-0960000000-1f750af75fe542c6c06fJSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - , positivesplash10-001i-0290000000-03651b7b90a1745fdf23JSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - , positivesplash10-0uy0-0960000000-1f750af75fe542c6c06fJSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-004i-0090000000-9b4d486e9c2c7712ca4dJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0059-0190000000-2c96b165338a445b284dJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0ue9-3960000000-73025748bd5a00459938JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-00di-0090000000-90a6e640c735788d17caJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-00di-1090000000-89ac3cf688134ba8a50bJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-01tc-6490000000-4242ef7cec7b0b0a7393JSpectraViewer
MSMass Spectrum (Electron Ionization)splash10-0zfr-6490000000-8e58cd1c686f23a7dac6JSpectraViewer | MoNA
1D NMR1H NMR SpectrumNot AvailableJSpectraViewer
2D NMR[1H,13C] 2D NMR SpectrumNot AvailableJSpectraViewer
ChemSpider ID2624
ChEMBL IDCHEMBL505
KEGG Compound IDC06905
Pubchem Compound ID2725
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDDB01114
HMDB IDHMDB01944
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 IDChlorpheniramine
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
Enzymes
NameGene NameUniProt ID
Histamine H1 receptorHRH1P35367
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
Flavours
FlavorCitations
bitter
  1. Ayana Wiener, Marina Shudler, Anat Levit, Masha Y. Niv. BitterDB: a database of bitter compounds. Nucleic Acids Res 2012, 40(Database issue):D413-419. DOI:10.1093/nar/gkr755
Files
MSDSshow
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference