CHEBI:3739 - clemastine fumarate

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ChEBI Name clemastine fumarate
ChEBI ID CHEBI:3739
Definition The fumaric acid salt of clemastine. An antihistamine with antimuscarinic and moderate sedative properties, it is used for the symptomatic relief of allergic conditions such as rhinitis, urticaria, conjunctivitis and in pruritic (severe itching) skin conditions.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C25H30ClNO5
Net Charge 0
Average Mass 459.96200
Monoisotopic Mass 459.18125
InChI InChI=1S/C21H26ClNO.C4H4O4/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;5-3(6)1-2-4(7)8/h3-5,7-8,10-13,20H,6,9,14-16H2,1-2H3;1-2H,(H,5,6)(H,7,8)/b;2-1+/t20-,21-;/m1./s1
InChIKey PMGQWSIVQFOFOQ-YKVZVUFRSA-N
SMILES OC(=O)\C=C\C(O)=O.[H][C@@]1(CCCN1C)CCO[C@](C)(c1ccccc1)c1ccc(Cl)cc1
Roles Classification
Biological Role(s): 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.
muscarinic antagonist
A drug that binds to but does not activate muscarinic cholinergic receptors, thereby blocking the actions of endogenous acetylcholine or exogenous agonists.
Application(s): 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.
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).
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ChEBI Ontology
Outgoing clemastine fumarate (CHEBI:3739) has part clemastine (CHEBI:3738)
clemastine fumarate (CHEBI:3739) has role anti-allergic agent (CHEBI:50857)
clemastine fumarate (CHEBI:3739) has role antipruritic drug (CHEBI:59683)
clemastine fumarate (CHEBI:3739) has role H1-receptor antagonist (CHEBI:37955)
clemastine fumarate (CHEBI:3739) has role muscarinic antagonist (CHEBI:48876)
clemastine fumarate (CHEBI:3739) is a fumarate salt (CHEBI:50921)
IUPAC Name
(2R)-2-{2-[(1R)-1-(4-chlorophenyl)-1-phenylethoxy]ethyl}-1-methylpyrrolidine (2E)-but-2-enedioate
Synonyms Sources
(+)-(2R)-2-(2-(((R)-p-chloro-α-methyl-α-phenylbenzyl)oxy)ethyl)-1-methylpyrrolidine fumarate (1:1) ChemIDplus
(2R)-2-{2-[(1R)-1-(4-chlorophenyl)-1-phenylethoxy]ethyl}-1-methylpyrrolidinium (2E)-3-carboxyprop-2-enoate IUPAC
clemastine hydrogen fumarate ChemIDplus
Manual Xrefs Databases
D00666 KEGG DRUG
DB00283 DrugBank
View more database links
Registry Numbers Types Sources
14976-57-9 CAS Registry Number KEGG DRUG
14976-57-9 CAS Registry Number ChemIDplus
6472482 Beilstein Registry Number Beilstein
Last Modified
30 June 2010