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]
Starting at
(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) |