Nabumetone

• CAT Number: A000640
• CAS Number: 42924-53-8
• Molecular Formula: C15H16O2
• Molecular Weight: 228.3
• Purity: ≥95%
• Synonyms: 42924-53-8; Relafen; 4-(6-methoxynaphthalen-2-yl)butan-2-one; Arthaxan; Relifex
• 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

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.

Reference

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