CHEBI:6533 - loperamide hydrochloride

ChEBI IDCHEBI:6533
ChEBI Nameloperamide hydrochloride
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DefinitionA hydrochloride obtained by combining loperamide with one equivalent of hydrochloric acid. Used for treatment of diarrhoea resulting from gastroenteritis or inflammatory bowel disease.
Last Modified23 April 2020
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FormulaC29H33ClN2O2.HCl
Net Charge0
Average Mass513.509
Monoisotopic Mass512.19973
SMILESCN(C)C(=O)C(CCN1CCC(O)(c2ccc(Cl)cc2)CC1)(c1ccccc1)c1ccccc1.Cl
InChIInChI=1S/C29H33ClN2O2.ClH/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;1H
InChIKeyPGYPOBZJRVSMDS-UHFFFAOYSA-N
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:
mu-opioid receptor agonist  A compound that exhibits agonist activity at the μ-opioid receptor.
antidiarrhoeal drug  Any drug found useful in the symptomatic treatment of diarrhoea.
ChEBI Ontology
Outgoing Relation(s)
loperamide hydrochloride (CHEBI:6533) has part loperamide(1+) (CHEBI:86969)
loperamide hydrochloride (CHEBI:6533) has role anticoronaviral agent (CHEBI:149553)
loperamide hydrochloride (CHEBI:6533) has role antidiarrhoeal drug (CHEBI:55323)
loperamide hydrochloride (CHEBI:6533) has role μ-opioid receptor agonist (CHEBI:55322)
loperamide hydrochloride (CHEBI:6533) is a hydrochloride (CHEBI:36807)
IUPAC Names 
4-(4-chlorophenyl)-1-[4-(dimethylamino)-4-oxo-3,3-diphenylbutyl]-4-hydroxypiperidin-1-ium chloride
4-[4-(4-chlorophenyl)-4-hydroxypiperidin-1-yl]-N,N-dimethyl-2,2-diphenylbutanamide hydrochloride
Synonyms  Source
Loperamide HClChemIDplus
ImodiumChemIDplus
4-(p-Chlorophenyl)-4-hydroxy-N,N-dimethyl-alpha,alpha-diphenyl-1-piperidinebutyramide monohydrochlorideChemIDplus
4-(p-Chlorophenyl)-4-hydroxy-N,N-dimethyl-alpha,alpha-diphenyl-1-piperidine butyramide HClChemIDplus
Manual XrefsDatabases
D00729KEGG DRUG
DB00836DrugBank
Registry NumbersSources
Reaxys:4087090Reaxys
CAS:34552-83-5ChemIDplus