Nabumetone

Nabumetone
Nabumetone
Systematic (IUPAC) name
4-(6-methoxy-2-naphthyl)-2-butanone
Clinical data
AHFS/Drugs.com monograph
MedlinePlus a692022
Pregnancy cat.  ?
Legal status POM
Routes Oral
Pharmacokinetic data
Protein binding > 99% (active metabolite)
Metabolism Hepatic, to active metabolite 6-methoxy-2-naphthylacetic acid; 6-MNA
Half-life 23 hours (active metabolite)
Excretion Renal
Identifiers
CAS number 42924-53-8
ATC code M01AX01
PubChem CID 4409
DrugBank APRD01128
ChemSpider 4256 YesY
UNII LW0TIW155Z YesY
KEGG D00425 YesY
ChEMBL CHEMBL1070 YesY
Chemical data
Formula C15H16O2 
Mol. mass 228.29 g/mol
SMILES eMolecules & PubChem
 YesY(what is this?)  (verify)

Nabumetone is a non-steroidal anti-inflammatory drug[1] (NSAID), the only 1-naphthaleneacetic acid derivative. Nabumetone has been developed by Beecham. It is available under numerous brand names, such as Relafen, Relifex and Gambaran.

It is used to treat pain or inflammation caused by arthritis. Nabumetone works by reducing the effects of hormones that cause pain and inflammation.

It has been shown to have a slightly lower risk of gastrointestinal side effects than most other non-selective NSAIDs since it is a non-acidic prodrug which is then metabolized to its active 6MNA (6-methoxy-2-naphthylacetic acid) form.

References

  1. ^ Gonzalo-Garijo MA, Cordobés-Duran C, Lamilla-Yerga AM, Moreno-Gastón I (2007). "Severe immediate reaction to nabumetone". Journal of Investigational Allergology and Clinical Immunology : official organ of the International Association of Asthmology (INTERASMA) and Sociedad Latinoamericana de Alergia e Inmunología 17 (4): 274–6. PMID 17694703. 
v · d · eAnti-inflammatory products (M01A)
Pyrazolidine/Butylpyrazolidines
Acetic acid derivatives
and related substances
Oxicams
Propionic acid derivatives
Fenamates
Coxibs
Other

M: MUS, DF+DRCT

anat (h/n, u, t/d, a/p, l)/phys/devp/hist

noco(m, s, c)/cong(d)/tumr, sysi/epon, injr

proc, drug (M1A/3)
v · d · eNon-steroidal anti-inflammatory drug (NSAID) products (primarily M01A and M02A, also N02BA)
Salicylates
Arylalkanoic acids
2-Arylpropionic acids
(profens)
N-Arylanthranilic acids
(fenamic acids)
Pyrazolidine derivatives
Oxicams
COX-2 inhibitors
Celecoxib • Deracoxib‡ • Etoricoxib • Firocoxib‡ • Lumiracoxib† • Parecoxib • Rofecoxib† • Valdecoxib†
Sulfonanilides
Topically used products
COX-inhibiting nitric oxide donators
Others
Items listed in bold indicate initially developed compounds of specific groups. †Withdrawn drugs. ‡Veterinary use medications.


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