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Loperamide

Loperamide

Loperamide, sold under the brand name Imodium among others,[1] is a medication used to decrease the frequency of diarrhea.[2] It is often used for this purpose in gastroenteritis, inflammatory bowel disease, and short bowel syndrome. It is not recommended for those with blood in the stool. The medication is taken by mouth.[2]

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Product Description


4-[4-(4-Chlorophenyl)-4-hydroxypiperidin-1-yl]-N,N-dimethyl-2,2-diphenylbutanamide

Pronunciation /loʊˈpɛrəmaɪd/
Trade names Imodium, others[1]
AHFS/Drugs.com monograph
MedlinePlus a682280
Pregnancy
category
AU: B3
US: C (Risk not ruled out)
Legal status AU: S2 (Pharmacy only)
CA: OTC
UK: General sales list (GSL, OTC)
US: OTC
Routes of
administration
Oral

Bioavailability 0.3%
Protein binding 97%
Metabolism Liver (extensive)
Biological half-life 9-14 hours[2]
Excretion Faeces (30-40%), urine (1%)

CAS Number 53179-11-6
34552-83-5 (with HCl)
ATC code A07DA03
A07DA05 (oxide)
PubChem CID: 3955
IUPHAR/BPS 7215
DrugBank DB00836
ChemSpider 3818
UNII 6X9OC3H4II
KEGG D08144
ChEBI CHEBI:6532
ChEMBL CHEMBL841
Synonyms R-18553

Formula C29H33ClN2O2 Molecular mass 477.037 g/mol (513.506 with HCl) SMILES[show] InChI[show]