Metoclopramide is a medication used mostly for stomach and esophageal problems.[1] It is commonly used to treat nausea and vomiting, to help with emptying of the stomach in people with delayed stomach emptying due to either diabetes or following surgery, and to help with gastroesophageal reflux disease.[2] It is also used to treat migraine headaches.[3]
Starting at
Systematic (IUPAC) name | |
---|---|
4-Amino-5-chloro-N-(2-(diethylamino)ethyl)-2-methoxybenzamide |
Pronunciation | /ˌmɛtəˈklɒprəmaɪd/ |
Trade names | list |
AHFS/Drugs.com | monograph |
MedlinePlus | a684035 |
Licence data | US FDA:link |
Pregnancy category |
AU: A US: B (No risk in non-human studies) |
Legal status |
AU: S4 (Prescription only) UK: POM (Prescription only) US: ℞-only |
Routes of administration |
Oral, intravenous, intramuscular |
Bioavailability | 80±15% (oral) |
Metabolism | Hepatic |
Biological half-life | 5–6 hours |
Excretion | 70–85% renal, 2% faecal |
CAS Number | 364-62-5 |
ATC code | A03FA01 |
PubChem | CID: 4168 |
IUPHAR/BPS | 241 |
DrugBank | DB01233 |
ChemSpider | 4024 |
UNII | L4YEB44I46 |
KEGG | D00726 |
ChEBI | CHEBI:107736 |
ChEMBL | CHEMBL86 |
Formula | C14H22ClN3O2 |
Molecular mass | 299.80 g/mol |
SMILES[show] |
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InChI[show] |
Melting point | 147.3 °C (297.1 °F) |