Nabumetone

  • CAT Number: A000640
  • CAS Number: 42924-53-8
  • Molecular Formula: C15H16O2
  • Molecular Weight: 228.3
  • Purity: ≥95%
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Nabumetone is a non-steroidal anti-inflammatory drug (NSAID), the only 1-naphthaleneacetic acid derivative. It is a nonacidic NSAID that is rapidly metabolized in the liver to a major active metabolite, 6-methoxy-2-naphthyl acetic acid. As found with previous NSAIDs, nabumetone/’s active metabolite inhibits the cyclooxygenase enzyme and preferentially blocks COX-2 activity (which is indirectly responsible for the production of inflammation and pain during arthritis). The active metabolite of nabumetone is felt to be the compound primarily responsible for therapeutic effect. Comparatively, the parent drug is a poor inhibitor of COX-2 byproducts, particularly prostaglandins. It may be less nephrotoxic than indomethacin.


Catalog Number A000640
CAS Number 42924-53-8
Synonyms

42924-53-8; Relafen; 4-(6-methoxynaphthalen-2-yl)butan-2-one; Arthaxan; Relifex

Molecular Formula C15H16O2
Purity ≥95%
Target COX
Solubility Soluble in DMSO > 10 mM
Storage -20°C
InChI 1S/C15H16O2/c1-11(16)3-4-12-5-6-14-10-15(17-2)8-7-13(14)9-12/h5-10H,3-4H2,1-2H3
InChIKey BLXXJMDCKKHMKV-UHFFFAOYSA-N
SMILES CC(=O)CCC1=CC2=C(C=C1)C=C(C=C2)OC
Reference

1: Suárez D, Díaz N. Conformational and entropy analyses of extended molecular
dynamics simulations of α-, β- and γ-cyclodextrins and of the
β-cyclodextrin/nabumetone complex. Phys Chem Chem Phys. 2017 Jan
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floating organic drop combined with high performance liquid chromatography for
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fractions: exploratory prediction using inhibitors and substrates as marker
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8: Varfaj F, Zulkifli SN, Park HG, Challinor VL, De Voss JJ, Ortiz de Montellano
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28. PubMed PMID: 24584631; PubMed Central PMCID: PMC3989788.
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9: &#268;eslová L, Hol&#269;apek M, Nobilis M. Identification of combined conjugation of
nabumetone phase I metabolites with glucuronic acid and glycine in minipig
biotransformation using coupling high-performance liquid chromatography with
electrospray ionization mass spectrometry. J Pharm Biomed Anal. 2014
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10: Perez-Ezquerra PR, Sanchez-Morillas L, Laguna Martinez JJ, Gonzalez Mendiola
R, Gomez-Traseira C, Carrasco Garcia I, Herranz Ma&#241;as M, Rubio Matos A.
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Asthma Immunol. 2013 Jul;111(1):74-5. doi: 10.1016/j.anai.2013.05.006. PubMed
PMID: 23806470.

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