Loxoprofen
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Loxoprofen
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Systematic (IUPAC) name | |
2-{4-[(2-oxocyclopentyl)methyl]phenyl}propanoic acid | |
Identifiers | |
CAS number | |
ATC code | M01 |
PubChem | |
Chemical data | |
Formula | C15H18O3 |
Mol. mass | 246.302 g/mol 304.314 g/mol (sodium salt) |
Pharmacokinetic data | |
Bioavailability | ? |
Protein binding | 97% |
Metabolism | Hepatic glucuronidation |
Half life | 75 minutes |
Excretion | Renal |
Therapeutic considerations | |
Pregnancy cat. |
? |
Legal status |
Red Stripe (Brazil) |
Routes | Oral, transdermal |
Loxoprofen (INN) is a non-steroidal anti-inflammatory drug in the propionic acid derivatives group. It is marketed in Brazil, Mexico and Japan by Sankyo as its sodium salt, loxoprofen sodium, under the trade name Loxonin®, and in Argentina as Oxeno®. It is available in these countries for oral administration, and a transdermal preparation was recently approved for sale in Japan.
[edit] Pharmacokinetics
Loxoprofen is a prodrug. It is quickly converted to its active trans-alcohol metabolite following oral administration, and reaches its peak plasma concentration within 30 to 50 minutes.
[edit] Mechanism of action
As most NSAIDs, loxoprofen is a non-selective cyclooxygenase inhibitor, and works by reducing the synthesis of prostaglandins from arachidonic acid.
[edit] Drug interactions
Loxoprofen should not be administered concomitantly with second-generation quinolone antibiotics such as ciprofloxacin and norfloxacin, as it increases their inhibition of GABA and this may cause seizures. It may also increase the plasma concentration of warfarin, methotrexate, sulfonylurea derivatives and lithium salts, so care should be taken when loxoprofen is administered to patients taking any of these drugs.
Salicylates: Aspirin (Acetylsalicylic Acid), Diflunisal, Ethenzamide
Arylalkanoic acids: Diclofenac, Indometacin, Sulindac
2-Arylpropionic acids (profens): Carprofen, Flurbiprofen, Ibuprofen, Ketoprofen, Ketorolac, Loxoprofen, Naproxen, Tiaprofenic acid
N-Arylanthranilic acids (fenamic acids): Mefenamic acid
Pyrazolidine derivatives: Phenylbutazone
Coxibs: Celecoxib, Etoricoxib, Parecoxib, Rofecoxib, Valdecoxib
Sulphonanilides: Nimesulide
Topically used products: Diclofenac, Flurbiprofen, Ibuprofen, Indometacin, Ketoprofen, Naproxen, Piroxicam