domperidone

Also known as Motilium®, Nauzelin®, R-33812, 5-chloro-1-(1-(3-(2-oxo-1-benzimidazolinyl)propyl)-4-piperidyl)-2-benzimidazolinone, 5-chloro-1-(1-(3-(2-oxo-2,3-Dihydrobenzo[D]imidazol-1-yl)propyl)piperidin-4-yl)-1H-benzo[D]imidazol-2(3H)-one, 5-chloro-1-{1-[3-(2-oxo-2,3-dihydro-benzoimidazol-1-yl)-propyl]-piperidin-4-yl}-1,3-dihydro-benzoimidazol-2-one, Domperidona

Domperidone, sold under the brand name Motilium among others, is a dopamine antagonist medication which is used to treat nausea and vomiting and certain gastrointestinal problems like gastroparesis (delayed gastric emptying). It raises the level of prolactin in the human body. It may be taken by mouth or rectally.

Key facts

Drug.Watchedfields: changed
Drug.verifiedrevid: 458442916
Drug.image: Domperidone 2D structure.svg
Drug.image_class: skin-invert-image
Drug.width: 250
Drug.image2: Domperidone-from-xtal-3D-bs-17.png
Drug.image_class2: bg-transparent
Drug.width2: 250
Drug.tradename: Motilium, others
Drug.pregnancy_AU: B2
Drug.routes_of_administration: By mouth, rectal
Drug.class: D2 receptor antagonist; Prolactin releaser
Drug.ATC_prefix: A03
Drug.ATC_suffix: FA03
Drug.legal_AU: S4
Drug.legal_CA: Rx-only
Drug.legal_UK: POM
Drug.legal_EU: Rx-only

via Wikipedia infobox

Chemical data

Formula: C22H24ClN5O2
Molecular weight: 425.9 g/mol
IUPAC name: 6-chloro-3-[1-[3-(2-oxo-3H-benzimidazol-1-yl)propyl]piperidin-4-yl]-1H-benzimidazol-2-one
SMILES: C1CN(CCC1N2C3=C(C=C(C=C3)Cl)NC2=O)CCCN4C5=CC=CC=C5NC4=O
InChIKey: FGXWKSZFVQUSTL-UHFFFAOYSA-N
XLogP: 3.9
Polar surface area: 67.9 Å²
H-bond donors: 2
H-bond acceptors: 3
Formal charge: 0

via PubChem

Research

3,049 papers

Domperidone: review of pharmacology and clinical applications in gastroenterology.The American journal of gastroenterology · 2007
Domperidone.General pharmacology · 1988
Domperidone: The Forbidden Fruit.Breastfeeding medicine : the official journal of the Academy of Breastfeeding Medicine · 2017
Domperidone for Hypotension in Parkinson's Disease: A Systematic Review.Journal of Parkinson's disease · 2017
Domperidone and Parkinson's disease.Clinical neuropharmacology · 1986

via PubMed

Wikidata facts

Mass: 425.161853

Show 5 more facts

chemical formula: C₂₂H₂₄ClN₅O₂
canonical SMILES: C1CN(CCC1N2C3=C(C=C(C=C3)Cl)NC2=O)CCCN4C5=CC=CC=C5NC4=O
World Health Organisation international non-proprietary name: domperidone
Commons category: Domperidone
defined daily dose: 30

Sources (4)

via Wikidata · CC0

~23 min read

Article

32 sections

Contents

Medical uses
Nausea and vomiting
Gastroparesis
Lactation
Other uses
Parkinson's disease
Other gastrointestinal uses
Available forms
Veterinary uses
Contraindications
Side effects
Elevated prolactin levels
Rare reactions
Cardiac complications
Possible central toxicity in infants
Interactions
Pharmacology
Pharmacodynamics
Effects on prolactin levels
Pharmacokinetics
Absorption
Distribution
Metabolism
Elimination
Chemistry
History
Society and culture
Generic names
Regulatory approval
Formulations
Research
References

Side effects may include headache, anxiety, dry mouth, abdominal cramps, diarrhea, and elevated prolactin levels. Secondary to increased prolactin levels, breast changes, milk outflow, menstrual irregularities, and hypogonadism can occur. Domperidone may also cause QT prolongation and has rarely been associated with serious cardiac complications such as sudden cardiac death. However, the risks are small and occur more with high doses. Domperidone acts as a peripherally selective antagonist of the dopamine D2 and D3 receptors. Due to its low entry into the brain, the side effects of domperidone are different from those of other dopamine receptor antagonists like metoclopramide and it produces little in the way of central nervous system adverse effects. However, domperidone can nonetheless increase prolactin levels as the pituitary gland is outside of the blood–brain barrier.