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Also known as R-18553

Loperamide, sold under the brand name Imodium, among others, is a medication of the opioid receptor agonist class used to decrease the frequency of diarrhea. It is often used for this purpose in irritable bowel syndrome, inflammatory bowel disease, short bowel syndrome, Crohn's disease, and ulcerative colitis. Loperamide is taken by mouth.

OverviewAI-generated

Loperamide is a chemical compound with the formula C₂₉H₃₃ClN₂O₂. Its IUPAC name is 4-[4-(4-chlorophenyl)-4-hydroxypiperidin-1-yl]-N,N-dimethyl-2,2-diphenylbutanamide. The substance has a mass of 476.223056 and a weight of 477.0. It carries an MCN code of 2933.39.24.

Chemical properties include an xlogp of 5 and a tpsa of 43.8. The molecule contains one hydrogen bond donor and three hydrogen bond acceptors, with a charge of 0. The defined daily dose is 10.

Loperamide is referenced by 1,399 other encyclopedia articles. A PubMed query for the term yields a count of 2778.

Synthesized by Vinony from 19 facts across 4 sources: Wikidata, PubMed, PubChem, Vinony graph. Generated from structured data (not the Wikipedia text) and checked against those facts — may still contain errors.

Key facts

Drug.image: Loperamide.svg
Drug.image_class: skin-invert-image
Drug.width: 250
Drug.image2: Loperamide ball-and-stick.png
Drug.image_class2: bg-transparent
Drug.width2: 235
Drug.USAN: Loperamide hydrochloride
Drug.tradename: Imodium, others
Drug.MedlinePlus: a682280
Drug.DailyMedID: Loperamide
Drug.pregnancy_AU: B3
Drug.routes_of_administration: By mouth
Drug.ATC_prefix: A07
Drug.ATC_suffix: DA03
Drug.ATC_supplemental: (oxide)
Drug.legal_AU: S2
Drug.legal_BR: C1
Drug.legal_CA: OTC

via Wikipedia infobox

Chemical data

Formula: C29H33ClN2O2
Molecular weight: 477 g/mol
IUPAC name: 4-[4-(4-chlorophenyl)-4-hydroxypiperidin-1-yl]-N,N-dimethyl-2,2-diphenylbutanamide
SMILES: CN(C)C(=O)C(CCN1CCC(CC1)(C2=CC=C(C=C2)Cl)O)(C3=CC=CC=C3)C4=CC=CC=C4
InChIKey: RDOIQAHITMMDAJ-UHFFFAOYSA-N
XLogP: 5
Polar surface area: 43.8 Å²
H-bond donors: 1
H-bond acceptors: 3
Formal charge: 0