- Molecular NameIbuprofen
- SynonymIbuprophen; P-Isobutylhydratropic Acid; Para-Isobutylhydratropic Acid
- Weight206.285
- Drugbank_IDDB01050
- ACS_NO15687-27-1
- Show 2D model
- LogP (experiment)3.481
- LogP (predicted, AB/LogP v2.0)3.63
- pka4.4, 5.2
- LogD (pH=7, predicted)0.95
- Solubility (experiment)0.0212 mg/ml
- LogS (predicted, ACD/Labs)(ph=7)-0.52
- LogSw (predicted, AB/LogsW2.0)0.12
- Sw (mg/ml) (predicted, ACD/Labs)0.21
- No.of HBond Donors1
- No.of HBond Acceptors2
- No.of Rotatable Bonds4
- TPSA37.3
- StatusFDA approved
- AdministrationOral, rectal, topical, and intravenous
- PharmacologyA non-steroidal anti-inflammatory drug (NSAID) originally marketed as Brufen
- Absorption_value98.0
- Absorption (description)Readily and almost completely absorbed after oral administration.
- Caco_2-4.28
- Bioavailability80.0
- Protein binding99.0
- Volume of distribution (VD)0.15 L/kg
- Blood/Plasma Partitioning ratio (D_blood)N/A
- MetabollsmHepatic (CYP2C9)
- Half life2 h
- ExcretionMore than 60% of a dose is excreted in the urine in 24 h, including about 9% of the dose as the 2-hydroxy metabolite, 2-[4-(2-hydroxy-2-methylpropyl)phenyl]propionic acid, about 17% as the conjugated hydroxy metabolite, about 16% as the 2-carboxy metabolite, 2-[4-(carboxypropyl)phenyl]propionic acid, and about 19% as the conjugated carboxy metabolite (both metabolites are inactive); less than 10% of a dose is excreted unchanged. The remainder of the dose is probably eliminated in the faeces after excretion in the bile; excretion is virtually complete within 24 h. It is found in breast milk in very low concentrations. Ibuprofen's disposition is stereoselective and there is some metabolic conversion of the inactive R-(??)-enantiomer to the active S-(+)-form (dexibuprofen).
- Urinary Excretion<1
- Clerance0.75 ml/min/kg
- ToxicityIn an attempted suicide involving the ingestion of 12 g of ibuprofen, an initial serum concentration of 840 mg/L was reported; this declined to 220 mg/L at 3 h; chlorphenamine was also detected in the urine. The subject was comatose but recovered within 24 h [D. P. Hunt and R. J. Leigh,BMJ,1980, 281, 1458–1459].
- LD50 (rat)N/A
- LD50 (mouse)LD50=1255mg/kg