CHEBI:4637 - diphenhydramine hydrochloride

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ChEBI Name diphenhydramine hydrochloride
ChEBI ID CHEBI:4637
Definition The hydrochloride salt of diphenhydramine.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C17H22ClNO
Net Charge 0
Average Mass 291.81600
Monoisotopic Mass 291.13899
InChI InChI=1S/C17H21NO.ClH/c1-18(2)13-14-19-17(15-9-5-3-6-10-15)16-11-7-4-8-12-16;/h3-12,17H,13-14H2,1-2H3;1H
InChIKey PCHPORCSPXIHLZ-UHFFFAOYSA-N
SMILES [Cl-].C[NH+](C)CCOC(c1ccccc1)c1ccccc1
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.
antiemetic
A drug used to prevent nausea or vomiting. An antiemetic may act by a wide range of mechanisms: it might affect the medullary control centres (the vomiting centre and the chemoreceptive trigger zone) or affect the peripheral receptors.
sedative
A central nervous system depressant used to induce drowsiness or sleep or to reduce psychological excitement or anxiety.
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.
antiparkinson drug
A drug used in the treatment of Parkinson's disease.
antipruritic drug
A drug, usually applied topically, that relieves pruritus (itching).
local anaesthetic
Any member of a group of drugs that reversibly inhibit the propagation of signals along nerves. Wide variations in potency, stability, toxicity, water-solubility and duration of action determine the route used for administration, e.g. topical, intravenous, epidural or spinal block.
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ChEBI Ontology
Outgoing diphenhydramine hydrochloride (CHEBI:4637) has part diphenhydramine (CHEBI:4636)
diphenhydramine hydrochloride (CHEBI:4637) has role anti-allergic agent (CHEBI:50857)
diphenhydramine hydrochloride (CHEBI:4637) has role antiemetic (CHEBI:50919)
diphenhydramine hydrochloride (CHEBI:4637) has role antiparkinson drug (CHEBI:48407)
diphenhydramine hydrochloride (CHEBI:4637) has role antipruritic drug (CHEBI:59683)
diphenhydramine hydrochloride (CHEBI:4637) has role H1-receptor antagonist (CHEBI:37955)
diphenhydramine hydrochloride (CHEBI:4637) has role local anaesthetic (CHEBI:36333)
diphenhydramine hydrochloride (CHEBI:4637) has role muscarinic antagonist (CHEBI:48876)
diphenhydramine hydrochloride (CHEBI:4637) has role sedative (CHEBI:35717)
diphenhydramine hydrochloride (CHEBI:4637) is a hydrochloride (CHEBI:36807)
diphenhydramine hydrochloride (CHEBI:4637) is a organoammonium salt (CHEBI:46850)
IUPAC Name
2-(diphenylmethoxy)-N,N-dimethylethanaminium chloride
Synonyms Sources
2-(benzhydryloxy)-N,N-dimethylethylamine hydrochloride ChemIDplus
2-(diphenylmethoxy)-N,N-dimethylethanamine hydrochloride IUPAC
α-hydroxydiphenylmethane-β-dimethylaminoethyl ether hydrochloride ChemIDplus
β-dimethylaminoethyl benzhydryl ether hydrochloride ChemIDplus
diphenhydramine HCl ChemIDplus
Manual Xrefs Databases
D00669 KEGG DRUG
DB01075 DrugBank
Diphenhydramine_Hydrochloride Wikipedia
View more database links
Registry Numbers Types Sources
147-24-0 CAS Registry Number ChemIDplus
147-24-0 CAS Registry Number KEGG DRUG
3918132 Beilstein Registry Number Beilstein
Last Modified
04 August 2014
General Comment
2010-12-14 A sedating antihistamine with antimuscarinic properties, it is used for the symptomatic relief of allergic conditions including urticaria, rhinitis, and conjunctivitis, and in pruritic skin disorders. Its antiemetic properties are used in the treatment of nausea and vomiting, particularly for motion sickness, and in the treatment of vertigo. Its antimuscarinic properties are used in the control of parkinsonism, while its central sedative properties are used in the short-term management of insomnia. Diphenhydramine is a common ingredient of preparations for the symptomatic treatment of coughs and the common cold.