Ibuprofen, from isobutylphenylpropanoic acid, is a nonsteroidal anti-inflammatory drug (NSAID) used for treating pain, fever, and inflammation.[4] This includes painful menstrual periods, migraines, and rheumatoid arthritis.[4] About 60% of people improve with any given NSAID, and it is recommended that if one does not work then another should be tried.[5] It may also be used to close a patent ductus arteriosus in a premature baby. It can be used by mouth or intravenously. It typically begins working within an hour.[4]

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| (RS)-2-(4-(2-Methylpropyl)phenyl)propanoic acid |
| Pronunciation | /ˈaɪbjuːproʊfɛn/, /aɪbjuːˈproʊfən/, EYE-bew-PROH-fən |
| Trade names | Advil, Motrin, Nurofen, others |
| AHFS/Drugs.com | monograph |
| MedlinePlus | a682159 |
| Licence data | US FDA:link |
| Pregnancy category |
AU: C US: C (Risk not ruled out) D (US) at ≥30 weeks of gestation, due to the potential for premature closure or patent ductus arteriosus |
| Legal status |
AU: Pharmacy Only (S2) to Prescription Only (S4) CA: OTC UK: General sales list (GSL, OTC) US: OTC/℞-only |
| Routes of administration |
Oral, rectal, topical, and intravenous |
| Bioavailability | 87–100% (oral), 87% (rectal)[1] |
| Protein binding | 98%[1] |
| Metabolism | Hepatic (CYP2C9)[1] |
| Onset of action | 30 min[2] |
| Biological half-life | 1.3–3 h[1] |
| Excretion | Urine (95%)[1][3] |
| CAS Number | 15687-27-1 |
| ATC code | C01EB16 G02CC01 M01AE01 M02AA13 R02AX02 |
| PubChem | CID: 3672 |
| IUPHAR/BPS | 2713 |
| DrugBank | DB01050 |
| ChemSpider | 3544 |
| UNII | WK2XYI10QM |
| KEGG | D00126 |
| ChEBI | CHEBI:5855 |
| ChEMBL | CHEMBL521 |
| PDB ligand ID | IBP (PDBe, RCSB PDB) |
| Chemical data | |
|---|---|
| Formula | C13H18O2 |
| Molecular mass | 206.29 g/mol |
| SMILES[show] | |
| InChI[show] | |
| Density | 1.03 g/ml g/cm3 |
| Melting point | 75 to 78 °C (167 to 172 °F) |
| Boiling point | 157 °C (315 °F) |