Bromopride
{{Short description|Chemical compound}}
{{Drugbox
| Verifiedfields = changed
| verifiedrevid = 459984201
| IUPAC_name = 4-amino-5-bromo-N-[2-(diethylamino)ethyl]-2-methoxybenzamide
| image = Bromopride.svg
| image2 = Bromopride-3D-balls.png
| tradename =
| Drugs.com = {{drugs.com|international|bromopride}}
| pregnancy_AU =
| pregnancy_US =
| pregnancy_category =
| legal_AU =
| legal_CA =
| legal_UK =
| legal_US =
| legal_status = Rx-only
| routes_of_administration = Oral, IM, IV
| bioavailability = 50 to 75% (oral)
78% (intramuscular)
| protein_bound = 40%
| metabolism = Hepatic
| elimination_half-life = 4 to 5 hours
| excretion = Renal, 10 to 14% unchanged
| CAS_number_Ref = {{cascite|changed|??}}
| CAS_number = 4093-35-0
| ATC_prefix = A03
| ATC_suffix = FA04
| PubChem = 2446
| DrugBank_Ref = {{drugbankcite|changed|drugbank}}
| DrugBank = DB09018
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| ChemSpiderID = 2352
| UNII_Ref = {{fdacite|correct|FDA}}
| UNII = 75473V2YZK
| KEGG_Ref = {{keggcite|correct|kegg}}
| KEGG = D07101
| ChEMBL_Ref = {{ebicite|correct|EBI}}
| ChEMBL = 399510
| C=14 | H=22 | Br=1 | N=3 | O=2
| smiles = Brc1cc(c(OC)cc1N)C(=O)NCCN(CC)CC
| StdInChI_Ref = {{stdinchicite|correct|chemspider}}
| StdInChI = 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)
| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}
| StdInChIKey = GIYAQDDTCWHPPL-UHFFFAOYSA-N
}}
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.{{cite journal | author = Araújo JR | title = Evaluation of bromopride in nausea and vomiting of pregnancy | language = pt | journal = J Bras Ginecol | year = 1981 | volume = 91 | issue = 4 | pages = 283–5}}
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.{{cite web | url = http://bulario.bvs.br/index.php?action=search.2004031716564761099966000112&mode=dir&letter=B | title = Bula do Profissional de Saúde: Bromoprida | date = April 11, 2006 | access-date = 2007-07-23 | publisher = Brazilian National Health Surveillance Agency | work = Bulário Eletrônico da Anvisa | language = pt | url-status = dead | archive-url = https://web.archive.org/web/20070928064543/http://bulario.bvs.br/index.php?action=search.2004031716564761099966000112&mode=dir&letter=B | archive-date = September 28, 2007 }}
Chemistry
Bromopride is a substituted benzamide, closely related to metoclopramide.{{cite journal |vauthors=Brodie RR, Chasseaud LF, Darragh A, Lambe RF, Rooney L, Taylor T |title=Pharmacokinetics and bioavailability of the anti-emetic agent bromopride |journal=Biopharm Drug Dispos |volume=7 |issue=3 |pages=215–22 |year=1986 |pmid=3730521 |doi=10.1002/bdd.2510070302}} 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
{{Reflist}}
{{Dopaminergics}}
{{Propulsives}}