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Loxoprofen

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Loxoprofen
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Systematic (IUPAC) name
(RS)-2-{4-[(2-oxocyclopentyl)methyl]phenyl}propanoic acid
Clinical data
AHFS/Drugs.com International Drug Names
Oral, transdermal
Pharmacokinetic data
Protein binding 97%
Metabolism Hepatic glucuronidation
Half-life 75 minutes
Excretion Renal
Identifiers
68767-14-6 7pxN
M01AE
PubChem CID 3965
ChemSpider 3828 7pxY
UNII 3583H0GZAP 7pxY
KEGG D08149 7pxY
ChEBI CHEBI:76172 7pxN
ChEMBL CHEMBL19299 7pxY
Chemical data
Formula C15H18O3
246.302 g/mol
304.314 g/mol (sodium salt)
 14pxN (what is this?)  (verify)

Loxoprofen (INN) is a non-steroidal anti-inflammatory drug in the propionic acid derivatives group, which also includes ibuprofen and naproxen among others. It is marketed in Brazil, Mexico and Japan by Sankyo as its sodium salt, loxoprofen sodium, under the trade name Loxonin, Argentina as Oxeno and in India as Loxomac. It is available in these countries for oral administration, and a transdermal preparation was approved for sale in Japan on January 2006.[1]

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.

Mechanism of action

As most NSAIDs, loxoprofen is a non-selective cyclooxygenase inhibitor, and works by reducing the synthesis of prostaglandins from arachidonic acid.

Interactions

Loxoprofen should not be administered at the same time as second-generation quinolone antibiotics such as ciprofloxacin and norfloxacin, as it increases their inhibition of GABA and this may cause seizures.[2] 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.[2]

References

  1. ^ Daiichi Sankyo Co. (January 24, 2006). "Percutaneous Absorption-Type Analgesic and Anti-inflammatory Drug Loxonin Poultice 100mg Receives Approval for Manufacture" (Press release). Doctor's Guide Global Edition. Retrieved 2007-04-19. 
  2. ^ a b "LOXONIN - Bula do Medicamento [Label Information]" (in português). Centralx. 2007. Retrieved 2007-04-19.