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CHEBI:6532 - loperamide

ChEBI IDCHEBI:6532
ChEBI Nameloperamide
Stars
DefinitionA synthetic piperidine derivative, effective against diarrhoea resulting from gastroenteritis or inflammatory bowel disease.
Last Modified23 April 2020
DownloadsMolfile
FormulaC29H33ClN2O2
Net Charge0
Average Mass477.048
Monoisotopic Mass476.22306
SMILESCN(C)C(=O)C(CCN1CCC(O)(c2ccc(Cl)cc2)CC1)(c1ccccc1)c1ccccc1
InChIInChI=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
InChIKeyRDOIQAHITMMDAJ-UHFFFAOYSA-N
Wikipedia
Roles Classification
Biological Roles:
anticoronaviral agent  Any antiviral agent which inhibits the activity of coronaviruses.
mu-opioid receptor agonist  A compound that exhibits agonist activity at the μ-opioid receptor.
Applications:
antidiarrhoeal drug  Any drug found useful in the symptomatic treatment of diarrhoea.
mu-opioid receptor agonist  A compound that exhibits agonist activity at the μ-opioid receptor.
ChEBI Ontology
Outgoing Relation(s)
loperamide (CHEBI:6532) has role anticoronaviral agent (CHEBI:149553)
loperamide (CHEBI:6532) has role antidiarrhoeal drug (CHEBI:55323)
loperamide (CHEBI:6532) has role μ-opioid receptor agonist (CHEBI:55322)
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 Relation(s)
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  Source
loperamideChemIDplus
loperamidaChemIDplus
loperamidumChemIDplus
Synonyms  Source
LoperamideKEGG COMPOUND
lopéramideWHO MedNet
Manual XrefsDatabases
C07080KEGG COMPOUND
FR2100711Patent
US3714159Patent
LoperamideWikipedia
DB00836DrugBank
HMDB0004999HMDB
D08144KEGG DRUG
LSM-3365LINCS
1599DrugCentral
Registry NumbersSources
Reaxys:1558273Reaxys
CAS:53179-11-6KEGG COMPOUND
CAS:53179-11-6ChemIDplus
Citations