Omeprazole, sold under the brand names Prilosec and Losec among others, is a medication used to treat gastroesophageal reflux disease, peptic ulcer disease, and Zollinger–Ellison syndrome.[1] It is also used to prevent upper gastrointestinal bleeding in people who are at high risk.[1] It is taken by mouth.[1]
Starting at
6-methoxy-2-[(4-methoxy-3,5-dimethylpyridin-2-yl)methylsulfinyl]-1H-benzimidazole |
Pronunciation | /oʊˈmɛprəzoʊl/ |
Trade names | Losec, Prilosec, Zegerid, others[1] |
AHFS/Drugs.com | monograph |
Licence data | US FDA:link |
Pregnancy category |
AU: B3 US: C (Risk not ruled out) |
Legal status |
AU: S4 (Prescription only) UK: General sales list (GSL, OTC) US: OTC |
Routes of administration |
Oral, IV |
Bioavailability | 35–76%[2][3] |
Protein binding | 95% |
Metabolism | Hepatic (CYP2C19, CYP3A4) |
Biological half-life | 1–1.2 hours |
Excretion | 80% (urine) 20% (feces) |
CAS Number | 73590-58-6 |
ATC code | A02BC01 |
PubChem | CID: 4594 |
IUPHAR/BPS | 4279 |
DrugBank | DB00338 |
ChemSpider | 4433 |
UNII | KG60484QX9 |
KEGG | D00455 |
ChEBI | CHEBI:7772 |
ChEMBL | CHEMBL1503 |
PDB ligand ID | 1C6 (PDBe, RCSB PDB) |
Formula | C17H19N3O3S |
Molecular mass | 345.42 g/mol |
SMILES[show] | |
InChI[show] |