Bromopride

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Bromopride
File:Bromopride.svg
File:Bromopride-3D-balls.png
Systematic (IUPAC) name
4-amino-5-bromo-N-[2-(diethylamino)ethyl]-2-methoxybenzamide
Clinical data
AHFS/Drugs.com International Drug Names
Legal status
  • ℞ (Prescription only)
Routes of
administration
Oral, IM, IV
Pharmacokinetic data
Bioavailability 50 to 75% (oral)
78% (intramuscular)
Protein binding 40%
Metabolism Hepatic
Biological half-life 4 to 5 hours
Excretion Renal, 10 to 14% unchanged
Identifiers
CAS Number 4093-35-0 N
ATC code A03FA04 (WHO)
PubChem CID: 2446
DrugBank DB09018 N
ChemSpider 2352 YesY
UNII 75473V2YZK YesY
KEGG D07101 YesY
ChEMBL CHEMBL399510 YesY
Chemical data
Formula C14H22BrN3O2
Molecular mass 344.248 g/mol
  • 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) YesY
  • Key:GIYAQDDTCWHPPL-UHFFFAOYSA-N YesY
 NYesY (what is this?)  (verify)

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.

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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