EMBL-EBI | Chemical Biology | ChEBI

Example searches: iron*, InChI=1S/CH4O/c1-2/h2H,1H3, caffeine | Advanced Search

CHEBI:3738 - clemastine

ChEBI IDCHEBI:3738
ChEBI Nameclemastine
Stars
Definition2-[(2R)-1-Methylpyrrolidin-2-yl]ethanol in which the hydrogen of the hydroxy group is substituted by a 1-(4-chlorophenyl)-1-phenylethyl group (R configuration). An antihistamine with antimuscarinic and moderate sedative properties, it is used as its fumarate salt for the symptomatic relief of allergic conditions such as rhinitis, urticaria, conjunctivitis and in pruritic (severe itching) skin conditions.
Secondary ChEBI IDCHEBI:569763
Last Modified22 February 2017
DownloadsMolfile
FormulaC21H26ClNO
Net Charge0
Average Mass343.898
Monoisotopic Mass343.17029
SMILES[H][C@]1(CCO[C@](C)(c2ccccc2)c2ccc(Cl)cc2)CCCN1C
InChIInChI=1S/C21H26ClNO/c1-21(17-7-4-3-5-8-17,18-10-12-19(22)13-11-18)24-16-14-20-9-6-15-23(20)2/h3-5,7-8,10-13,20H,6,9,14-16H2,1-2H3/t20-,21-/m1/s1
InChIKeyYNNUSGIPVFPVBX-NHCUHLMSSA-N
Wikipedia
Roles Classification
Chemical Role:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Roles:
muscarinic antagonist  A drug that binds to but does not activate muscarinic cholinergic receptors, thereby blocking the actions of endogenous acetylcholine or exogenous agonists.
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.
Applications:
muscarinic antagonist  A drug that binds to but does not activate muscarinic cholinergic receptors, thereby blocking the actions of endogenous acetylcholine or exogenous agonists.
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.
anti-allergic agent  A drug used to treat allergic reactions.
ChEBI Ontology
Outgoing Relation(s)
clemastine (CHEBI:3738) has role anti-allergic agent (CHEBI:50857)
clemastine (CHEBI:3738) has role antipruritic drug (CHEBI:59683)
clemastine (CHEBI:3738) has role H1-receptor antagonist (CHEBI:37955)
clemastine (CHEBI:3738) has role muscarinic antagonist (CHEBI:48876)
clemastine (CHEBI:3738) is a N-alkylpyrrolidine (CHEBI:46775)
clemastine (CHEBI:3738) is a monochlorobenzenes (CHEBI:83403)
Incoming Relation(s)
clemastine fumarate (CHEBI:3739) has part clemastine (CHEBI:3738)
IUPAC Name 
(2R)-2-{2-[(1R)-1-(4-chlorophenyl)-1-phenylethoxy]ethyl}-1-methylpyrrolidine
INNs  Source
clemastineChemIDplus
clemastinaChemIDplus
clemastinumChemIDplus
Synonyms  Source
ClemastineKEGG COMPOUND
(+)-(2R)-2-(2-(((R)-p-chloro-α-methyl-α-phenylbenzyl)oxy)ethyl)-1-methylpyrrolidineChemIDplus
(+)-(2R)-2-[2-[[(R)-p-chloro-α-methyl-α-phenylbenzyl]oxy]ethyl]-1-methylpyrrolidineNIST Chemistry WebBook
Manual XrefsDatabases
C06913KEGG COMPOUND
D03535KEGG DRUG
DB00283DrugBank
GB942152Patent
ClemastineWikipedia
LSM-2655LINCS
671DrugCentral
Registry NumbersSources
Beilstein:6486432Beilstein
CAS:15686-51-8KEGG COMPOUND
CAS:15686-51-8ChemIDplus
CAS:15686-51-8NIST Chemistry WebBook
Citations