Loxoprofen
M01A - NSAIDs and antirheumatic products, non-steroids
ATC M01AE
Small molecule
Oral
Prodrug
Natural product
Active form: Loxoprofen Trans Alcohol.
JFDA label: Roxonin Tab
Mechanism of Action
Inhibitor of Cyclooxygenase — Cyclooxygenase inhibitor
| Target | Action | Gene / class |
|---|---|---|
| Cyclooxygenase efficacy | INHIBITOR |
Indications
Approved
- Arthralgia — Arthralgia
- Myalgia — Myalgia
- Rheumatic Diseases — rheumatic disease
Off-label
- Arthritis, Rheumatoid
- Low Back Pain
- Muscular Diseases
- Neck Pain
- Pain
Pregnancy & Lactation
Pregnancy
Chemistry & Properties
| Formula | C15H18O3 |
|---|---|
| Molecular weight | 246.31 g/mol |
| IUPAC name | 2-[4-[(2-oxocyclopentyl)methyl]phenyl]propanoic acid |
| CAS | 68767-14-6 |
| PubChem CID | 3965 |
| InChIKey | YMBXTVYHTMGZDW-UHFFFAOYSA-N |
| logP | 2.79 (XLogP 2.4) |
| Polar surface area | 54.37 Ų |
| H-bond acceptors / donors | 2 / 1 |
| Drug-likeness (QED) | 0.89 |
| Lipinski violations | 0 |
SMILES
CC(C(=O)O)c1ccc(CC2CCCC2=O)cc1Biology & Pharmacokinetics
Pharmacokinetics predicted
| Bioavailability | 10.0% |
|---|---|
| Half-life | 1.744 h |
| Volume of distribution | 0.114 L/kg |
| Protein binding | 95.2% |
| BBB penetrant | No |
Enzyme interactions
| Enzyme | Role | Detail |
|---|---|---|
| CYP2C9 | Substrate | — |
Transporters
BCRP (Inhibitor)BSEP (Inhibitor)MCT (Inhibitor)MRP1 (Inhibitor)OAT3 (Inhibitor)OATP1B1 (Inhibitor)OATP1B3 (Inhibitor)P-gp (Inhibitor)P-gp (Substrate)
Registered Products (10)
| Brand | Form / strength | Pack | Agent | Citizen (JOD) |
|---|---|---|---|---|
| Fenlox | Tablet 60 mg | 20 tab pack varies | SAVVY PHARMA/JORDAN | 5.330 |
| Proloxan | Tablet Loxoprofen Sodium 60 mg | 20 tab pack varies | Hayat pharmaceutical industries | 5.340 |
| Roxonin Tape | Tablet Loxoprofen 50 mg | (7 PAT) | Itqan Pharmaceutical Industries / Itqan Pharmaceutical Industries / General | 5.680 |
| Olaxy | Tablet 60 mg | 20 tab pack varies | UNITED PHARM.MFG.CO.LTD(UPM)/JORDAN | 5.830 |
| Roxonin Tab | Tablet 60 mg | 20 tab pack varies | Ibn Rushd Drug Store | 6.490 |
| Roxonin Tape | Tablet Loxoprofen 100 mg | (7 PAT) | Itqan Pharmaceutical Industries / Itqan Pharmaceutical Industries / General | 7.160 |
| Fenlox | Tablet 60 mg | 40 tab pack varies | SAVVY PHARMA/JORDAN | 10.130 |
| Proloxan | Tablet Loxoprofen Sodium 60 mg | 40 tab pack varies | Hayat pharmaceutical industries | 10.140 |
| Olaxy | Tablet 60 mg | 40 tab pack varies | UNITED PHARM.MFG.CO.LTD(UPM)/JORDAN | 11.100 |
| Roxonin Tab | Tablet 60 mg | 40 tab pack varies | Ibn Rushd Drug Store | 12.330 |