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metoclopramide

File:Metoclopramide.svg · Wikimedia Commons · See Wikimedia Commons

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metoclopramide

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Also known as metaclopromide, methochlopramide, metochlopramide, metoclopramide hydrochloride, Reglan®, 4-amino-5-chloro-N-(2-(diethylamino)ethyl)-2-methoxybenzamide, 4-amino-5-chloro-N-(2-(diethylamino)ethyl)-o-anisamide, 4-amino-5-chloro-2-methoxy-N-(beta-diethylaminoethyl)benzamide

Metoclopramide is a medication used to treat nausea, vomiting, gastroparesis, and gastroesophageal reflux disease. It is also used to treat migraine headaches.

Key facts

Drug.ATC_suffix
FA01
Drug.legal_AU
S4
Drug.H
22
Drug.Cl
1
Drug.Watchedfields
changed
Drug.verifiedrevid
464194334
Drug.image
Metoclopramide.svg
Drug.image_class
skin-invert-image
Drug.width
200
Drug.image2
Metoclofinal.png
Drug.image_class2
bg-transparent
Drug.width2
200
Drug.tradename
Primperan, others
Drug.MedlinePlus
a684035
Drug.DailyMedID
Metoclopramide
Drug.pregnancy_AU
A
Drug.routes_of_administration
By mouth, intravenous, intramuscular, nasal spray
Drug.class
D2 receptor antagonist; 5-HT3 receptor antagonist; 5-HT4 receptor agonist; Prolactin releaser

via Wikipedia infobox

Chemical data

Formula
C14H22ClN3O2
Molecular weight
299.79 g/mol
IUPAC name
4-amino-5-chloro-N-[2-(diethylamino)ethyl]-2-methoxybenzamide
SMILES
CCN(CC)CCNC(=O)C1=CC(=C(C=C1OC)N)Cl
InChIKey
TTWJBBZEZQICBI-UHFFFAOYSA-N
XLogP
2.6
Polar surface area
67.6 Ų
H-bond donors
2
H-bond acceptors
4
Formal charge
0

via PubChem

~16 min read

Encyclopedic overview

21 sections
Contents
  • Medical uses
  • Nausea
  • Migraine
  • Gastroparesis
  • Lactation
  • Procedures
  • Contraindications
  • Pregnancy
  • Infants
  • Side effects
  • Rare side effects
  • Pharmacology
  • Mechanism of action
  • Pharmacokinetics
  • Chemistry
  • History
  • Society and culture
  • Brand names
  • Veterinary use
  • References
  • External links

Metoclopramide is a medication used to treat nausea, vomiting, gastroparesis, and gastroesophageal reflux disease. It is also used to treat migraine headaches.

Common side effects include feeling tired, diarrhea, and akathisia. More serious side effects include neuroleptic malignant syndrome, tardive dyskinesia, and depression. It is thus rarely recommended that people take the medication for longer than twelve weeks. No evidence of harm has been found after being taken by many pregnant women. It belongs to the group of medications known as dopamine receptor antagonists and works as a prokinetic.

Excerpted from Wikipedia’s “metoclopramide” article, available under the CC BY-SA 4.0 licence.

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