domperidone   Click here for help

GtoPdb Ligand ID: 965

Synonyms: Motilium® | Nauzelin® | R-33812
Approved drug
domperidone is an approved drug
Compound class: Synthetic organic
Comment: Domperidone is an orally active, peripherally acting and selective antagonist of dopamine D2 and D3 receptors.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 3
Hydrogen bond donors 2
Rotatable bonds 5
Topological polar surface area 78.82
Molecular weight 425.16
XLogP 2.37
No. Lipinski's rules broken 0
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Canonical SMILES Clc1ccc2c(c1)[nH]c(=O)n2C1CCN(CC1)CCCn1c(=O)[nH]c2c1cccc2
Isomeric SMILES Clc1ccc2c(c1)[nH]c(=O)n2C1CCN(CC1)CCCn1c(=O)[nH]c2c1cccc2
InChI InChI=1S/C22H24ClN5O2/c23-15-6-7-20-18(14-15)25-22(30)28(20)16-8-12-26(13-9-16)10-3-11-27-19-5-2-1-4-17(19)24-21(27)29/h1-2,4-7,14,16H,3,8-13H2,(H,24,29)(H,25,30)
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Summary of Clinical Use Click here for help
Domperidone is used to manage dyspepsia, heartburn, epigastric pain, nausea, and vomiting. In some countries, domperidone is self-prescribed or prescribed for off-label use to enhance lactation. Domperidone-containing medicines are widely available over-the-counter or prescription-only medicines. Neither the US FDA or European Medicines Agency (EMA) websites carry information regarding marketing approval for domperidone, although both note that approval is granted by individual national agencies. The EMA is reviewing the benefit-risk balance of domperidone-containing medicines (March 2013)
Mechanism Of Action and Pharmacodynamic Effects Click here for help
Domperidone blocks dopamine receptors in the gut and in the part of the brain linked to vomiting (the chemoreceptor trigger zone, located just outside the blood brain barrier). This results in increased esophageal and gastric peristalsis, such that food moves more quickly through the stomach and into the intestine. This helps prevent vomiting and reduces feelings of sickness, bloating and fullness. Domperidone also stimulates prolactin release.