Bromopride

Chemical compound From Wikipedia, the free encyclopedia

Bromopride (INN) is a dopamine antagonist with prokinetic properties widely used as an antiemetic, closely related to metoclopramide. It is not available in the United States.

ATC code
Legal status
  • In general: ℞ (Prescription only)
Quick facts Clinical data, AHFS/Drugs.com ...
Bromopride
Clinical data
AHFS/Drugs.comInternational Drug Names
Routes of
administration
Oral, IM, IV
ATC code
Legal status
Legal status
  • In general: ℞ (Prescription only)
Pharmacokinetic data
Bioavailability50 to 75% (oral)
78% (intramuscular)
Protein binding40%
MetabolismHepatic
Elimination half-life4 to 5 hours
ExcretionRenal, 10 to 14% unchanged
Identifiers
  • 4-amino-5-bromo-N-[2-(diethylamino)ethyl]-2-methoxybenzamide
CAS Number
PubChem CID
DrugBank
ChemSpider
UNII
KEGG
ChEMBL
CompTox Dashboard (EPA)
ECHA InfoCard100.021.675 Edit this at Wikidata
Chemical and physical data
FormulaC14H22BrN3O2
Molar mass344.253 g·mol−1
3D model (JSmol)
  • Brc1cc(c(OC)cc1N)C(=O)NCCN(CC)CC
  • InChI=1S/C14H22BrN3O2/c1-4-18(5-2)7-6-17-14(19)10-8-11(15)12(16)9-13(10)20-3/h8-9H,4-7,16H2,1-3H3,(H,17,19) checkY
  • Key:GIYAQDDTCWHPPL-UHFFFAOYSA-N checkY
 ☒NcheckY (what is this?)  (verify)
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Bromopride appears to be safe and effective for use in pregnancy.[1]

Indications

Bromopride is indicated in the treatment of nausea and vomiting, including postoperative nausea and vomiting (PONV); gastroesophageal reflux disease (GERD/GORD); and as preparation for endoscopy and radiographic studies of the gastrointestinal tract. The manufacturer also claims it is valuable in, among other indications, hiccups and gastrointestinal adverse effects of radiation therapy.

Adverse effects

Bromopride is generally well tolerated; the most common adverse effects of its use are somnolence and fatigue. Bromopride may rarely cause extrapyramidal symptoms and, as with metoclopramide, may increase prolactin levels.[2]

Chemistry

Bromopride is a substituted benzamide, closely related to metoclopramide.[3] It is identical to metoclopramide except for the presence of a bromine atom where metoclopramide has a chlorine substituent.

Availability

Bromopride is not available in the United States or the United Kingdom. It is marketed in Brazil by Sanofi-Synthélabo under the trade name Digesan, by LIBBS under the name Plamet, and as a generic drug.

References

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