CHEBI:6532 - loperamide

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ChEBI Name loperamide
ChEBI ID CHEBI:6532
Definition A synthetic piperidine derivative, effective against diarrhoea resulting from gastroenteritis or inflammatory bowel disease.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C29H33ClN2O2
Net Charge 0
Average Mass 477.03800
Monoisotopic Mass 476.223
InChI InChI=1S/C29H33ClN2O2/c1-31(2)27(33)29(24-9-5-3-6-10-24,25-11-7-4-8-12-25)19-22-32-20-17-28(34,18-21-32)23-13-15-26(30)16-14-23/h3-16,34H,17-22H2,1-2H3
InChIKey RDOIQAHITMMDAJ-UHFFFAOYSA-N
SMILES CN(C)C(=O)C(CCN1CCC(O)(CC1)c1ccc(Cl)cc1)(c1ccccc1)c1ccccc1
Roles Classification
Biological Role(s): mu-opioid receptor agonist
A compound that exhibits agonist activity at the mu-opioid receptor.
Application(s): mu-opioid receptor agonist
A compound that exhibits agonist activity at the mu-opioid receptor.
antidiarrhoeal drug
Any drug found useful in the symptomatic treatment of diarrhoea.
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ChEBI Ontology
Outgoing loperamide (CHEBI:6532) has role μ-opioid receptor agonist (CHEBI:55322)
loperamide (CHEBI:6532) has role antidiarrhoeal drug (CHEBI:55323)
loperamide (CHEBI:6532) is a monocarboxylic acid amide (CHEBI:29347)
loperamide (CHEBI:6532) is a monochlorobenzenes (CHEBI:83403)
loperamide (CHEBI:6532) is a piperidines (CHEBI:26151)
loperamide (CHEBI:6532) is a tertiary alcohol (CHEBI:26878)
loperamide (CHEBI:6532) is conjugate base of loperamide(1+) (CHEBI:86969)
Incoming loperamide(1+) (CHEBI:86969) is conjugate acid of loperamide (CHEBI:6532)
IUPAC Name
4-[4-(4-chlorophenyl)-4-hydroxypiperidin-1-yl]-N,N-dimethyl-2,2-diphenylbutanamide
INNs Sources
loperamida ChemIDplus
loperamide ChemIDplus
loperamidum ChemIDplus
Synonyms Sources
lopéramide WHO MedNet
Loperamide KEGG COMPOUND
Database Links Databases
C07080 KEGG COMPOUND
D08144 KEGG DRUG
DB00836 DrugBank
FR2100711 Patent
HMDB04999 HMDB
Loperamide Wikipedia
LSM-3365 LINCS
US3714159 Patent
View more database links
Registry Numbers Types Sources
1558273 Beilstein Registry Number Beilstein
1558273 Reaxys Registry Number Reaxys
53179-11-6 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
15900907 PubMed citation Europe PMC
19034106 PubMed citation Europe PMC
24398461 PubMed citation Europe PMC
Last Modified
25 February 2016