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| Clinical data | |
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| Trade names | Seractil, Deltaran, Ibusoft, Monactil |
| Other names | S(+)Ibuprofen |
| AHFS/Drugs.com | International Drug Names |
| Routes of administration | Oral |
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| CompTox Dashboard (EPA) | |
| ECHA InfoCard | 100.106.960 |
| Chemical and physical data | |
| Formula | C13H18O2 |
| Molar mass | 206.285 g·mol−1 |
| 3D model (JSmol) | |
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Dexibuprofen is a nonsteroidal anti-inflammatory drug (NSAID). It is the active dextrorotatory enantiomer of ibuprofen. [1] Most ibuprofen formulations, as well as other drugs of the profen drug class, contain a racemic mixture of both isomers.
Dexibuprofen is a chiral switch of racemic ibuprofen. The chiral carbon in dexibuprofen is assigned an absolute configuration of (S) per the Cahn–Ingold–Prelog rules. [2] [3] Dexibuprofen is also called (S)-(+)-ibuprofen. [4]
Ibuprofen is an α-arylpropionic acid used largely in the treatment of rheumatoid arthritis and widely used over-the counter drug for headache and minor pains. This drug has a chiral center and exists as a pair of enantiomers. (S)-Ibuprofen, the eutomer, is responsible for the desired therapeutic effect. The inactive (R)-enantiomer, the distomer, undergoes a unidirectional chiral inversion to give the active (S)-enantiomer, the former acting as a prodrug for the latter. [5] [6] [7] [8] [9] That is, when the ibuprofen is administered as a racemate the distomer is converted in vivo into the eutomer while the latter is unaffected.
