CHEBI:52010 - chlorphenamine

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ChEBI Name chlorphenamine
ChEBI ID CHEBI:52010
Definition A tertiary amino compound that is propylamine which is substituted at position 3 by a pyridin-2-yl group and a p-chlorophenyl group and in which the hydrogens attached to the nitrogen are replaced by methyl groups. A histamine H1 antagonist, it is used to relieve the symptoms of hay fever, rhinitis, urticaria, and asthma.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Rafael Alc�ntara
Secondary ChEBI IDs CHEBI:52008, CHEBI:3644
Supplier Information eMolecules:901628
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Formulae C16H19ClN2
C16H19ClN2
Net Charge 0
Average Mass 274.78800
Monoisotopic Mass 274.12368
InChI 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
InChIKey SOYKEARSMXGVTM-UHFFFAOYSA-N
SMILES CN(C)CCC(c1ccc(Cl)cc1)c1ccccn1
Roles Classification
Chemical Role(s): Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
Biological Role(s): serotonin uptake inhibitor
A compound that specifically inhibits the reuptake of serotonin in the brain. This increases the serotonin concentration in the synaptic cleft which then activates serotonin receptors to a greater extent.
H1-receptor antagonist
H1-receptor antagonists are the drugs that selectively bind to but do not activate histamine H1 receptors, thereby blocking the actions of endogenous histamine.
histamine antagonist
Histamine antagonists are the drugs that bind to but do not activate histamine receptors, thereby blocking the actions of histamine or histamine agonists.
Application(s): serotonin uptake inhibitor
A compound that specifically inhibits the reuptake of serotonin in the brain. This increases the serotonin concentration in the synaptic cleft which then activates serotonin receptors to a greater extent.
antidepressant
Antidepressants are mood-stimulating drugs used primarily in the treatment of affective disorders and related conditions.
H1-receptor antagonist
H1-receptor antagonists are the drugs that selectively bind to but do not activate histamine H1 receptors, thereby blocking the actions of endogenous histamine.
histamine antagonist
Histamine antagonists are the drugs that bind to but do not activate histamine receptors, thereby blocking the actions of histamine or histamine agonists.
antipruritic drug
A drug, usually applied topically, that relieves pruritus (itching).
anti-allergic agent
A drug used to treat allergic reactions.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing chlorphenamine (CHEBI:52010) has role anti-allergic agent (CHEBI:50857)
chlorphenamine (CHEBI:52010) has role antidepressant (CHEBI:35469)
chlorphenamine (CHEBI:52010) has role antipruritic drug (CHEBI:59683)
chlorphenamine (CHEBI:52010) has role H1-receptor antagonist (CHEBI:37955)
chlorphenamine (CHEBI:52010) has role histamine antagonist (CHEBI:37956)
chlorphenamine (CHEBI:52010) has role serotonin uptake inhibitor (CHEBI:50949)
chlorphenamine (CHEBI:52010) is a monochlorobenzenes (CHEBI:83403)
chlorphenamine (CHEBI:52010) is a pyridines (CHEBI:26421)
chlorphenamine (CHEBI:52010) is a tertiary amino compound (CHEBI:50996)
Incoming dexchlorpheniramine (CHEBI:4464) is a chlorphenamine (CHEBI:52010)
levochlorpheniramine (CHEBI:52013) is a chlorphenamine (CHEBI:52010)
IUPAC Name
3-(4-chlorophenyl)-N,N-dimethyl-3-pyridin-2-ylpropan-1-amine
INNs Sources
chlorphenamine KEGG DRUG
chlorphénamine WHO MedNet
chlorphenaminum ChemIDplus
clorfenamina ChemIDplus
Synonyms Sources
1-(p-chlorophenyl)-1-(2-pyridyl)-3-dimethylaminopropane NIST Chemistry WebBook
1-(p-chlorophenyl)-1-(2-pyridyl)-3-N,N-dimethylpropylamine ChemIDplus
2-[p-chloro-α-[2-(dimethylamino)ethyl]benzyl]pyridine NIST Chemistry WebBook
3-(p-chlorophenyl)-3-(2-pyridyl)-N,N-dimethylpropylamine ChemIDplus
chlorophenylpyridamine ChemIDplus
Chlorphenamin ChEBI
Chlorphenamine KEGG COMPOUND
Chlorpheniramine KEGG COMPOUND
chlorpheniraminum ChemIDplus
clorfeniramina ChemIDplus
γ-(4-chlorophenyl)-γ-(2-pyridyl)propyldimethylamine ChemIDplus
γ-(4-chlorophenyl)-N,N-dimethyl-2-pyridinepropanamine NIST Chemistry WebBook
Brand Names Sources
Clofeniramina KEGG DRUG
Haynon ChemIDplus
Manual Xrefs Databases
616 DrugCentral
C06905 KEGG COMPOUND
Chlorpheniramine Wikipedia
D07398 KEGG DRUG
DB01114 DrugBank
HMDB0001944 HMDB
LSM-1263 LINCS
US2567245 Patent
US2676964 Patent
US2766174 Patent
View more database links
Registry Numbers Types Sources
132-22-9 CAS Registry Number KEGG COMPOUND
132-22-9 CAS Registry Number NIST Chemistry WebBook
132-22-9 CAS Registry Number ChemIDplus
87362 Beilstein Registry Number Beilstein
87362 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
10796091 PubMed citation Europe PMC
11284026 PubMed citation Europe PMC
16119587 PubMed citation Europe PMC
16413139 PubMed citation Europe PMC
Last Modified
22 February 2017