 | |
-ibuprofen-3D-balls.png) | |
| Clinical data | |
|---|---|
| Trade names | Seractil, Deltaran, Ibusoft, Monactil |
| Other names | S(+)Ibuprofen |
| AHFS/Drugs.com | International Drug Names |
| Routes of administration | Oral |
| ATC code | |
| Identifiers | |
| |
| CAS Number | |
| PubChemCID | |
| ChemSpider |
|
| UNII | |
| KEGG |
|
| ChEBI | |
| ChEMBL | |
| CompTox Dashboard(EPA) | |
| ECHA InfoCard | 100.106.960 |
| Chemical and physical data | |
| Formula | C13H18O2 |
| Molar mass | 206.285 g·mol−1 |
| 3D model (JSmol) | |
| |
| |
| (verify) | |
Dexibuprofen is anonsteroidal anti-inflammatory drug (NSAID). It is the activedextrorotatoryenantiomer ofibuprofen.[1] Most ibuprofen formulations, as well as other drugs of theprofen drug class, contain aracemic mixture of both isomers.
Dexibuprofen is achiral switch of racemic ibuprofen. The chiral carbon in dexibuprofen is assigned an absolute configuration of (S) per theCahn–Ingold–Prelog rules.[2][3] Dexibuprofen is also called (S)-(+)-ibuprofen.[4]
Ibuprofen is an α-arylpropionic acid used largely in the treatment ofrheumatoid arthritis and widely used over-the counter drug for headache and minor pains. This drug has achiral center and exists as a pair ofenantiomers. (S)-Ibuprofen, theeutomer, is responsible for the desired therapeutic effect. The inactive (R)-enantiomer, thedistomer, undergoes a unidirectional chiral inversion to give the active (S)-enantiomer, the former acting as aprodrug for the latter.[5][6][7][8][9] That is, when the ibuprofen is administered as a racemate the distomer is convertedin vivo into the eutomer while the latter is unaffected.
| pyrazolones / pyrazolidines | |
|---|---|
| salicylates | |
| acetic acid derivatives and related substances | |
| oxicams | |
| propionic acid derivatives (profens) |
|
| n-arylanthranilic acids (fenamates) | |
| COX-2 inhibitors (coxibs) | |
| other | |
| NSAID combinations | |
Key:underline indicates initially developed first-in-class compound of specific group;#WHO-Essential Medicines;†withdrawn drugs;‡veterinary use. | |
