Showing Compound Chlorpheniramine (FDB022759)

Record Information

Version

1.0

Creation date

2011-09-21 00:19:09 UTC

Update date

2018-05-28 18:33:55 UTC

Primary ID

FDB022759

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

Chlorpheniramine

Description

A 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 Number

113-92-8

Structure

MOL SDF PDB SMILES InChI

Synonyms

Synonym	Source
1-(p-Chlorophenyl)-1-(2-pyridyl)-3-dimethylaminopropane	ChEBI
1-(p-Chlorophenyl)-1-(2-pyridyl)-3-N,N-dimethylpropylamine	ChEBI
2-[p-Chloro-alpha-[2-(dimethylamino)ethyl]benzyl]pyridine	ChEBI
3-(p-Chlorophenyl)-3-(2-pyridyl)-N,N-dimethylpropylamine	ChEBI
Chlorophenylpyridamine	ChEBI
Chlorphenamin	ChEBI
Chlorphenaminum	ChEBI
Chlorpheniraminum	ChEBI
Clofeniramina	ChEBI
Clorfenamina	ChEBI
Clorfeniramina	ChEBI
gamma-(4-Chlorophenyl)-gamma-(2-pyridyl)propyldimethylamine	ChEBI
gamma-(4-Chlorophenyl)-N,N-dimethyl-2-pyridinepropanamine	ChEBI
Haynon	ChEBI
Chlorphenamine	Kegg
2-[p-Chloro-a-[2-(dimethylamino)ethyl]benzyl]pyridine	Generator
2-[p-Chloro-α-[2-(dimethylamino)ethyl]benzyl]pyridine	Generator
g-(4-Chlorophenyl)-g-(2-pyridyl)propyldimethylamine	Generator
Γ-(4-chlorophenyl)-γ-(2-pyridyl)propyldimethylamine	Generator
g-(4-Chlorophenyl)-N,N-dimethyl-2-pyridinepropanamine	Generator
Γ-(4-chlorophenyl)-N,N-dimethyl-2-pyridinepropanamine	Generator
Chlor-trimeton	HMDB
Chloropheniramine maleate	HMDB
Chlorphenamine hydrogen maleate	HMDB
Chlorphenamine maleate	HMDB
Chlorpheniaramine maleate	HMDB
Chlorpheniramine maleate	HMDB
Teldrin	HMDB
Aller-chlor	HMDB
Chlor-tripolon	HMDB
Chlorpro	HMDB
Cloro-trimeton	HMDB
Kloromin	HMDB
Maleate, chlorpheniramine	HMDB
Piriton	HMDB
Rugby brand OF chlorpheniramine maleate	HMDB
Schering-plough brand OF chlorpheniramine maleate	HMDB
Tannate, chlorpheniramine	HMDB
Bayer brand OF chlorpheniramine maleate	HMDB
Chlo-amine	HMDB
Hogil brand 1 OF chlorpheniramine maleate	HMDB
Llorens brand OF chlorpheniramine maleate	HMDB
Schering brand OF chlorpheniramine maleate	HMDB
Vortech brand 1 OF chlorpheniramine maleate	HMDB
Antihistaminico llorens	HMDB
Chlorprophenpyridamine	HMDB
Chlorspan 12	HMDB
Chlortab-4	HMDB
Halsey drug brand OF chlorpheniramine maleate	HMDB
Stafford-miller brand OF chlorpheniramine maleate	HMDB
Vortech brand 3 OF chlorpheniramine maleate	HMDB
Chlor-100	HMDB
Chlorpheniramine tannate	HMDB
Efidac 24	HMDB
Hogil brand 2 OF chlorpheniramine maleate	HMDB
Intra brand OF chlorpheniramine maleate	HMDB
Schein brand OF chlorpheniramine maleate	HMDB
Vortech brand 2 OF chlorpheniramine maleate	HMDB
1-(P-Chlorophenyl)-1-(2-pyridyl)-3-dimethylaminopropane	ChEBI
1-(P-Chlorophenyl)-1-(2-pyridyl)-3-N,N-dimethylpropylamine	ChEBI
2-[P-chloro-a-[2-(dimethylamino)Ethyl]benzyl]pyridine	Generator
2-[P-chloro-alpha-[2-(dimethylamino)Ethyl]benzyl]pyridine	ChEBI
2-[P-chloro-α-[2-(dimethylamino)ethyl]benzyl]pyridine	Generator
3-(P-Chlorophenyl)-3-(2-pyridyl)-N,N-dimethylpropylamine	ChEBI
chlorphenamine hydrogen maleate	hmdb
Chlorphenamine Maleate	hmdb
chlorpheniaramine maleate	hmdb
Chlorpheniramine	hmdb
Chlorpheniramine Maleate	hmdb
γ-(4-chlorophenyl)-N,N-dimethyl-2-pyridinepropanamine	Generator
γ-(4-chlorophenyl)-γ-(2-pyridyl)propyldimethylamine	Generator

Predicted Properties

Property	Value	Source
Water Solubility	0.052 g/L	ALOGPS
logP	3.74	ALOGPS
logP	3.58	ChemAxon
logS	-3.7	ALOGPS
pKa (Strongest Basic)	9.47	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	16.13 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	80.85 m³·mol⁻¹	ChemAxon
Polarizability	30.82 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Chemical Formula

C16H19ClN2

IUPAC name

[3-(4-chlorophenyl)-3-(pyridin-2-yl)propyl]dimethylamine

InChI Identifier

InChI=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 Key

SOYKEARSMXGVTM-UHFFFAOYSA-N

Isomeric SMILES

CN(C)CCC(C1=CC=C(Cl)C=C1)C1=CC=CC=N1

Average Molecular Weight

274.788

Monoisotopic Molecular Weight

274.123676325

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.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Pyridines and derivatives

Sub Class

Pheniramines

Direct Parent

Pheniramines

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 Framework

Aromatic heteromonocyclic compounds

External Descriptors

tertiary amino compound (CHEBI:52010 )
pyridines (CHEBI:52010 )
monochlorobenzenes (CHEBI:52010 )

Ontology

Disposition

Route of exposure:

Enteral:

Gastrointestinal

Biological location:

Subcellular:

Organ and components:

Skin

Role

Biological role:

Serotonin uptake inhibitor

Industrial application:

Drug

Pharmaceutical industry:

Physico-Chemical Properties - Experimental

Property	Value	Reference
Physical state	Solid
Physical Description	Not Available
Mass Composition	Not Available
Melting Point	Not Available
Boiling Point	Not Available
Experimental Water Solubility	Not Available
Experimental logP	Not Available
Experimental pKa	Not Available
Isoelectric point	Not Available
Charge	Not Available
Optical Rotation	Not Available
Spectroscopic UV Data	Not Available
Density	Not Available
Refractive Index	Not Available

Spectra

Spectrum Type	Description	Splash Key	View
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-0zfr-6290000000-2ca3230cde716588805e	JSpectraViewer \| MoNA
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-0zfr-6290000000-2ca3230cde716588805e	JSpectraViewer \| MoNA
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4i-9380000000-f4a0f7b13adeafb1762d	JSpectraViewer
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 10V, N/A (Annotated)	splash10-01b9-3900000000-ea4ccfd2afe05f49fc7a	JSpectraViewer \| MoNA
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 25V, N/A (Annotated)	splash10-004i-0090000000-9e46eb080de95d4f8f8e	JSpectraViewer \| MoNA
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 40V, N/A (Annotated)	splash10-014i-1920000000-d2d2acf559d9070a1d47	JSpectraViewer \| MoNA
LC-MS/MS	LC-MS/MS Spectrum - EI-B (Unknown) , Positive	splash10-0zfr-6190000000-2ca3230cde716588805e	JSpectraViewer \| MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-qTof , Positive	splash10-0uy0-0960000000-1f750af75fe542c6c06f	JSpectraViewer \| MoNA
LC-MS/MS	LC-MS/MS Spectrum - , positive	splash10-001i-0290000000-03651b7b90a1745fdf23	JSpectraViewer \| MoNA
LC-MS/MS	LC-MS/MS Spectrum - , positive	splash10-0uy0-0960000000-1f750af75fe542c6c06f	JSpectraViewer \| MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-004i-0090000000-9b4d486e9c2c7712ca4d	JSpectraViewer
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0059-0190000000-2c96b165338a445b284d	JSpectraViewer
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0ue9-3960000000-73025748bd5a00459938	JSpectraViewer
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-00di-0090000000-90a6e640c735788d17ca	JSpectraViewer
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-00di-1090000000-89ac3cf688134ba8a50b	JSpectraViewer
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-01tc-6490000000-4242ef7cec7b0b0a7393	JSpectraViewer
MS	Mass Spectrum (Electron Ionization)	splash10-0zfr-6490000000-8e58cd1c686f23a7dac6	JSpectraViewer \| MoNA
1D NMR	1H NMR Spectrum	Not Available	JSpectraViewer
2D NMR	[1H,13C] 2D NMR Spectrum	Not Available	JSpectraViewer

External Links

ChemSpider ID

ChEMBL ID

KEGG Compound ID

Pubchem Compound ID

Pubchem Substance ID

Not Available

ChEBI ID

Not Available

Phenol-Explorer ID

Not Available

DrugBank ID

DB01114

HMDB ID

HMDB01944

CRC / DFC (Dictionary of Food Compounds) ID

Not Available

EAFUS ID

Not Available

Dr. Duke ID

Not Available

BIGG ID

Not Available

KNApSAcK ID

Not Available

HET ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

Flavornet ID

Not Available

GoodScent ID

Not Available

SuperScent ID

Not Available

Wikipedia ID

Chlorpheniramine

Phenol-Explorer Metabolite ID

Not Available

Duplicate IDS

Not Available

Old DFC IDS

Not Available

Associated Foods

Food	Content Range	Average	Reference
Food			Reference

Biological Effects and Interactions

Health Effects / Bioactivities

Not Available

Enzymes

Name	Gene Name	UniProt ID
Histamine H1 receptor	HRH1	P35367

Pathways

Not Available

Metabolism

Not Available

Biosynthesis

Not Available

Organoleptic Properties

Flavours

Flavor	Citations
bitter	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

MSDS

show

References

Synthesis Reference

Not Available

General Reference

Not Available

Content Reference

Showing Compound Chlorpheniramine (FDB022759)

Structure for FDB022759 (Chlorpheniramine)