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CHEBI:3739 - clemastine fumarate

ChEBI IDCHEBI:3739
ChEBI Nameclemastine fumarate
Stars
DefinitionThe 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.
Last Modified30 June 2010
DownloadsMolfile
FormulaC21H26ClNO.C4H4O4
Net Charge0
Average Mass459.970
Monoisotopic Mass459.18125
SMILESO=C(O)/C=C/C(=O)O.[H][C@]1(CCO[C@](C)(c2ccccc2)c2ccc(Cl)cc2)CCCN1C
InChIInChI=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
InChIKeyPMGQWSIVQFOFOQ-YKVZVUFRSA-N
Roles Classification
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:
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).
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.
ChEBI Ontology
Outgoing Relation(s)
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  Source
clemastine hydrogen fumarateChemIDplus
(+)-(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-enoateIUPAC
Manual XrefsDatabases
D00666KEGG DRUG
DB00283DrugBank
Registry NumbersSources
Beilstein:6472482Beilstein
CAS:14976-57-9KEGG DRUG
CAS:14976-57-9ChemIDplus