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QuickView for Metoclopramide (compound)

Name: Metoclopramide
PubChem Compound ID: 21761
Description: A dopamine D2 antagonist that is used as an antiemetic.
Molecular formula: C14H24Cl3N3O2
Molecular weight: 372.717 g/mol
2576-84-3; Metoclopramide dihydrochloride; o-Anisamide, 4-amino-5-chloro-N-(2-(diethylamino)ethyl)-, dihydrochloride, monohydrate; 4-Amino-5-chloro-N-(2-(diethylamino)ethyl)-o-anisamide dihydrochloride monohydrate; o-ANISAMIDE, 4-AMINO-5-CHLORO-N-(2-(DIETHYLAMINO)ETHYL)-, DIHYDROCHLORIDE, MONOH; 2-Methoxy-4-amino-5-chloro-N-(beta-(diethylamino)ethyl)benzamide dihydrochloride monohydrate; Metoclopramide dihydrochloride monohydrate; 364-62-5; 4-Amino-5-chloro-N-(2-(diethylamino)ethyl)-2-methoxybenzamide dihydrochloride; EINECS 219-926-3.
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Name: Metoclopramide
Name (isomeric): DB01233
Drug Type: small molecule
Description: A dopamine D2 antagonist that is used as an antiemetic.
Metoclopramidum [INN-Latin]; Metoclopramida [INN-Spanish]; Methochlopramide; Metochlopramide; Metaclopramide; Metoclopramide Hydrochloride; Metoclopramide Hcl; Methoclopramide; Metaclopromide
Brand: Octamide, Nu-Metoclopramide, Gastrosil, Metamide, Reglan, Paspertin, Apo-Metoclop, Primperan, Pramidin, Clopra, Terperan, DEL, Parmid, Elieten, Clopra-Yellow, Peraprin, Duraclamid, Moriperan, Metramid, Pms-Metoclopramide, Maxolon, Meclopran, Metoclopramide Intensol, Metocobil, Eucil, Reclomide, Metoclopramide Omega, Emperal, Imperan, Reliveran, Metoclol, Emetid, Emitasol, Mygdalon, Gastro-Timelets, Pramiel, Gastrotem, Plasil, Neu-Sensamide, Gastrobid, Pramin, Clopromate, Gastronerton, Cerucal, Gastromax, Gastrese, Gastrotablinen, Maxeran
Category: Antiemetics, Dopamine Antagonists, Prokinetic Agents
CAS number: 364-62-5
Indication: For the treatment of gastroesophageal reflux disease (GERD). It is also used in treating nausea and vomiting, and to increase gastric emptying.
Metoclopramide, although chemically related to procainamide, does not possess local anesthetic or antiarrhythmic properties. Metoclopramide is used to enhance GI motility, to treat diabetic gastroparesis, as an antinauseant, and to facilitate intubation of the small bowel during radiologic examination. Metoclopramide may be used to treat chemothera...
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Mechanism of Action:
Metoclopramide inhibits gastric smooth muscle relaxation produced by dopamine, therefore increasing cholinergic response of the gastrointestinal smooth muscle. It accelerates intestinal transit and gastric emptying by preventing relaxation of gastric body and increasing the phasic activity of antrum. Simultaneously, this action is accompanied by re...
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Absorption: Rapidly and well absorbed (oral bioavailability 80±15.5%).
Protein binding: 30%
Biotransformation: Hepatic
Route of elimination: Approximately 85% of the radioactivity of an orally administered dose appears in the urine within 72 hours.
Half Life: 5-6 hr
Clearance: 0.67 +/- 0.14 L/hr/kg [infants (0.9-5.4 months) with gastroesophageal reflux (GER)]
Toxicity: Oral, mouse LD50: 280 mg/kg. Signs of overdose include drowsiness, disorientation, and extrapyramidal reactions.
Affected organisms: Humans and other mammals
Food interaction:
Food reduces availability, take 30 minutes before meals. Avoid alcohol.
Drug interaction:
VenlafaxinePossible serotoninergic syndrome with this combination
TacrolimusMetoclopramide may increase the concentration of Tacrolimus in the blood. Monitor for changes in the therapeutic/toxic effects of Tacrolimus if Metoclopramide therapy is initiated, discontinued or altered.
PaliperidoneMetoclopramide may increase the risk of extrapyramidal side effects of paliperidone. Concomitant therapy should be avoided.
LevodopaLevodopa decreases the effect of metoclopramide
CyclosporineMetoclopramide increases serum levels of cyclosporine
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