CHEBI:5818 - hydroxyzine

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ChEBI Name hydroxyzine
ChEBI ID CHEBI:5818
Definition A N-alkylpiperazine that is piperzine in which the nitrogens atoms are substituted by 2-(2-hydroxyethoxy)ethyl and (4-chlorophenyl)(phenyl)methyl groups respectively.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C21H27ClN2O2
Net Charge 0
Average Mass 374.90406
Monoisotopic Mass 374.176
InChI InChI=1S/C21H27ClN2O2/c22-20-8-6-19(7-9-20)21(18-4-2-1-3-5-18)24-12-10-23(11-13-24)14-16-26-17-15-25/h1-9,21,25H,10-17H2
InChIKey ZQDWXGKKHFNSQK-UHFFFAOYSA-N
SMILES OCCOCCN1CCN(CC1)C(c1ccccc1)c1ccc(Cl)cc1
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.
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.
anxiolytic drug
Anxiolytic drugs are agents that alleviate anxiety, tension, and anxiety disorders, promote sedation, and have a calming effect without affecting clarity of consciousness or neurologic conditions.
dermatologic drug
A drug used to treat or prevent skin disorders or for the routine care of skin.
antipruritic drug
A drug, usually applied topically, that relieves pruritus (itching).
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ChEBI Ontology
Outgoing hydroxyzine (CHEBI:5818) has role antipruritic drug (CHEBI:59683)
hydroxyzine (CHEBI:5818) has role anxiolytic drug (CHEBI:35474)
hydroxyzine (CHEBI:5818) has role dermatologic drug (CHEBI:50177)
hydroxyzine (CHEBI:5818) has role H1-receptor antagonist (CHEBI:37955)
hydroxyzine (CHEBI:5818) is a N-alkylpiperazine (CHEBI:46845)
hydroxyzine (CHEBI:5818) is a hydroxyether (CHEBI:46789)
hydroxyzine (CHEBI:5818) is a monochlorobenzenes (CHEBI:83403)
Incoming hydroxyzine hydrochloride (CHEBI:5819) has part hydroxyzine (CHEBI:5818)
hydroxyzine pamoate (CHEBI:31680) has part hydroxyzine (CHEBI:5818)
IUPAC Name
2-(2-{4-[(4-chlorophenyl)(phenyl)methyl]piperazin-1-yl}ethoxy)ethanol
INNs Sources
hidroxizina ChemIDplus
hydroxyzine ChemIDplus
hydroxyzinum ChemIDplus
Synonyms Sources
Hychotine ChemIDplus
Hydroxine ChemIDplus
Hydroxizine ChemIDplus
Hydroxizinum ChemIDplus
Hydroxycine ChemIDplus
Hydroxyzin ChemIDplus
Hydroxyzine KEGG COMPOUND
Manual Xrefs Databases
1400 DrugCentral
2977 VSDB
C07045 KEGG COMPOUND
D08054 KEGG DRUG
DB00557 DrugBank
HMDB0014697 HMDB
Hydroxyzine Wikipedia
LSM-5103 LINCS
US2899436 Patent
View more database links
Registry Numbers Types Sources
321392 Reaxys Registry Number Reaxys
321392 Beilstein Registry Number Beilstein
68-88-2 CAS Registry Number KEGG COMPOUND
68-88-2 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
15233966 PubMed citation Europe PMC
19057127 PubMed citation Europe PMC
19348661 PubMed citation Europe PMC
Last Modified
22 February 2017