Domperidone

Title: Domperidone
CAS Registry Number: 57808-66-9
CAS Name: 5-Chloro-1-[1-[3-(2,3-dihydro-2-oxo-1H-benzimidazol-1-yl)propyl]-4-piperidinyl]-1,3-dihydro-2H-benzimidazol-2-one
Additional Names: 5-chloro-1-[1-[3-(2-oxo-1-benzimidazolinyl)propyl]-4-piperidyl]-2-benzimidazolinone
Manufacturers' Codes: R-33812
Trademarks: Euciton (Roux-Ocefa); Evoxin (Sterling Winthrop); Gastronorm (Janssen); Mod (Irbi); Motilium (Janssen); Nauzelin (Janssen); Peridon (Italchimici); Peridys (Robapharm)
Molecular Formula: C22H24ClN5O2
Molecular Weight: 425.91
Percent Composition: C 62.04%, H 5.68%, Cl 8.32%, N 16.44%, O 7.51%
Literature References: A novel in vitro dopamine antagonist with antinauseant properties. Prepn: J. Vandenberk et al., DE 2632870; eidem, US 4066772 (1977, 1978 both to Janssen). Pharmacology: C. Ennis et al., J. Pharm. Pharmacol. 31, Suppl., 14P (1979). Gastrokinetic properties: J. M. Van Neuten et al., Life Sci. 23, 453 (1978). 3H-domperidone studies: M. P. Martres et al., ibid. 1781; M. Baudry et al., Arch. Pharmacol. 308, 231 (1979). Clinical studies: A. J. Reyntjens et al., Arzneim.-Forsch. 28, 1194 (1978); D. B. Wilson, J. W. Dundee, Anaesthesia 34, 765 (1979). Review of pharmacology, pharmacokinetics and therapeutic efficacy: R. N. Brogden et al., Drugs 24, 360-400 (1982).
Properties: Crystals from DMF/water, mp 242.5°.
Melting point: mp 242.5°
Therap-Cat: Antiemetic.
Keywords: Antiemetic; Dopamine Receptor Antagonist.
Dopan Dopastin Dopexamine Dorzolamide Dosmalfate

Domperidone
Domperidone structure.png
Domperidone 3D.png
Systematic (IUPAC) name
5-chloro-1-(1-[3-(2-oxo-2,3-dihydro-1H-benzo[d]imidazol-1-yl)propyl]piperidin-4-yl)-1H-benzo[d]imidazol-2(3H)-one
Clinical data
Trade names Motilium
AHFS/Drugs.com Micromedex Detailed Consumer Information
Pregnancy cat. Not classified (US)
Legal status Not approved for use or sale: US; prescription medicine (POM): India, Australia, Canada, Israel; Over the Counter (OTC): UK (Pharmacy only), Belgium, Egypt, Ireland, Italy, Japan, Netherlands, South Africa, Switzerland, China, Russia, Slovakia, Thailand, Malta, South Korea, and Romania[1]
Routes Oral, intravenous, rectal
Pharmacokinetic data
Bioavailability High
Protein binding 91–93%
Metabolism Hepatic and intestinal (first-pass)
Half-life 7 hours
Excretion Breast milk, renal
Identifiers
CAS number 57808-66-9 YesY
ATC code A03FA03 QP51AX24
PubChem CID 3151
IUPHAR ligand 965
DrugBank DB01184
ChemSpider 3039 YesY
UNII 5587267Z69 YesY
KEGG D01745 YesY
ChEBI CHEBI:31515 YesY
ChEMBL CHEMBL219916 YesY
Chemical data
Formula C22H24ClN5O2 
Mol. mass 425.911 g/mol
 YesY (what is this?)  (verify)

Domperidone (trade names Motilium, Motillium, Motinorm Costi, Nomit and Molax) is a medication developed by Janssen Pharmaceutica that is a peripheral, specific blocker of dopamine receptors. It is administered orally, rectally, or intravenously. Domperidone is given in order to relieve nausea and vomiting; to increase the transit of food through the stomach (as a prokinetic agent through increase in gastrointestinal peristalsis); and to increase lactation (breast milk production) by release of prolactin. It is also used in the scientific study of the way dopamine (an important neurotransmitter) acts in the body.