File:Loperamide.svg · Wikimedia Commons · See Wikimedia Commons
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 Ų
- H-bond donors
- 1
- H-bond acceptors
- 3
- Formal charge
- 0
via PubChem
Research
2,778 papers- Loperamide.Journal of pain and symptom management · 2011
- Loperamide Cardiac Toxicity: Pathophysiology, Presentation, and Management.The Canadian journal of cardiology · 2022
- Loperamide: A Readily Available but Dangerous Opioid Substitute.Journal of clinical pharmacology · 2019
- Loperamide misuse and abuse.Journal of the American Pharmacists Association : JAPhA · 2017
- Loperamide toxicity: recommendations for patient monitoring and management.Clinical toxicology (Philadelphia, Pa.) · 2020
via PubMed
Wikidata facts
- Subclass of
- chemical compound
- Mass
- 476.223056
- Has use
- medication
Show 8 more facts
- chemical formula
- C₂₉H₃₃ClN₂O₂
- MCN code
- 2933.39.24
- medical condition treated
- irritable bowel syndrome
- canonical SMILES
- CN(C)C(=O)C(CCN1CCC(CC1)(C2=CC=C(C=C2)Cl)O)(C3=CC=CC=C3)C4=CC=CC=C4
- World Health Organisation international non-proprietary name
- loperamide
- Commons category
- Loperamide
- defined daily dose
- 2
- native label
- Loperamide
via Wikidata · CC0