CHEBI:59788 - diphenylpyraline

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ChEBI Name diphenylpyraline
ChEBI ID CHEBI:59788
Definition A member of the class of piperidines that is the benzhydryl ether derivative of 1-methyl-4-hydroxypiperidine. A sedating antihistamine, it is used as the hydrochloride for the symptomatic relief of allergic conditions including rhinitis and hay fever, and in pruritic skin disorders. It is also used as the teoclate salt (piprinhydrinate) as an ingredient in compound preparations for the symptomatic relief of coughs and the common cold.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C19H23NO
Net Charge 0
Average Mass 281.39200
Monoisotopic Mass 281.17796
InChI InChI=1S/C19H23NO/c1-20-14-12-18(13-15-20)21-19(16-8-4-2-5-9-16)17-10-6-3-7-11-17/h2-11,18-19H,12-15H2,1H3
InChIKey OWQUZNMMYNAXSL-UHFFFAOYSA-N
SMILES CN1CCC(CC1)OC(c1ccccc1)c1ccccc1
Roles Classification
Chemical Role(s): Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
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.
cholinergic antagonist
Any drug that binds to but does not activate cholinergic receptors, thereby blocking the actions of acetylcholine or cholinergic 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.
cholinergic antagonist
Any drug that binds to but does not activate cholinergic receptors, thereby blocking the actions of acetylcholine or cholinergic agonists.
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ChEBI Ontology
Outgoing diphenylpyraline (CHEBI:59788) has role cholinergic antagonist (CHEBI:48873)
diphenylpyraline (CHEBI:59788) has role H1-receptor antagonist (CHEBI:37955)
diphenylpyraline (CHEBI:59788) is a piperidines (CHEBI:26151)
diphenylpyraline (CHEBI:59788) is a tertiary amine (CHEBI:32876)
Incoming diphenylpyraline hydrochloride (CHEBI:31508) has part diphenylpyraline (CHEBI:59788)
IUPAC Name
4-(diphenylmethoxy)-1-methylpiperidine
INNs Sources
difenilpiralina ChemIDplus
diphenylpyraline ChemIDplus
diphenylpyralinum ChemIDplus
Synonyms Sources
1-methyl-4-hydroxypiperidine benzhydryl ether ChEBI
1-methyl-4-piperidyl benzhydryl ether ChemIDplus
4-(benzhydryloxy)-1-methylpiperidine ChemIDplus
4-(benzhydryloxy)-N-methylpiperidine ChEBI
diphenylpyralamine DrugBank
Manual Xrefs Databases
920 DrugCentral
D07862 KEGG DRUG
DB01146 DrugBank
Diphenylpyraline Wikipedia
HMDB0015277 HMDB
LSM-5385 LINCS
US2479843 Patent
View more database links
Registry Numbers Types Sources
147-20-6 CAS Registry Number NIST Chemistry WebBook
147-20-6 CAS Registry Number KEGG DRUG
147-20-6 CAS Registry Number ChemIDplus
245467 Beilstein Registry Number Beilstein
245467 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
14039 PubMed citation Europe PMC
15627433 PubMed citation Europe PMC
22445882 PubMed citation Europe PMC
Last Modified
22 February 2017