CHEBI:52010 - chlorphenamine

ChEBI IDCHEBI:52010
ChEBI Namechlorphenamine
Stars
DefinitionA 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.
Secondary ChEBI IDsCHEBI:3644, CHEBI:52008
Last Modified22 February 2017
SubmitterKirill Degtyarenko, rafalcan
DownloadsMolfile
FormulaC16H19ClN2
Net Charge0
Average Mass274.795
Monoisotopic Mass274.12368
SMILESCN(C)CCC(c1ccc(Cl)cc1)c1ccccn1
InChIInChI=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
InChIKeySOYKEARSMXGVTM-UHFFFAOYSA-N
Wikipedia
Roles Classification
Chemical Role:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Roles:
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.
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.
Applications:
antipruritic drug  A drug, usually applied topically, that relieves pruritus (itching).
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.
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.
anti-allergic agent  A drug used to treat allergic reactions.
ChEBI Ontology
Outgoing Relation(s)
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 Relation(s)
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  Source
chlorphenamineKEGG DRUG
chlorphenaminumChemIDplus
clorfenaminaChemIDplus
chlorphénamineWHO MedNet
Synonyms  Source
ChlorpheniramineKEGG COMPOUND
chlorpheniraminumChemIDplus
2-[p-chloro-α-[2-(dimethylamino)ethyl]benzyl]pyridineNIST Chemistry WebBook
ChlorphenaminChEBI
γ-(4-chlorophenyl)-N,N-dimethyl-2-pyridinepropanamineNIST Chemistry WebBook
1-(p-chlorophenyl)-1-(2-pyridyl)-3-dimethylaminopropaneNIST Chemistry WebBook
Brand Names  Source
ClofeniraminaKEGG DRUG
HaynonChemIDplus
Manual XrefsDatabases
C06905KEGG COMPOUND
DB01114DrugBank
D07398KEGG DRUG
US2567245Patent
US2676964Patent
US2766174Patent
ChlorpheniramineWikipedia
HMDB0001944HMDB
LSM-1263LINCS
616DrugCentral
Registry NumbersSources
Beilstein:87362Beilstein
Reaxys:87362Reaxys
CAS:132-22-9KEGG COMPOUND
CAS:132-22-9NIST Chemistry WebBook
CAS:132-22-9ChemIDplus
Citations