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    Nabumetone (BRL 14777)
    Nabumetone (BRL 14777)

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    This product is for research use only, not for human use. We do not sell to patients.
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    InvivoChem Cat #: V1072
    CAS #: 42924-53-8Purity ≥98%

    Description: Nabumetone (formerly BRL-14777; BRL14777; Relafen, Relifex, Gambaran, Arthraxan), a non-steroidal anti-inflammatory drug (NSAID), is a selective COX-2 inhibitor and a prodrug with potential anti-inflammatory activity. It has an active metabolite that also inhibits COX. As a prodrug, nabumetone itself is non-acidic and undergoes first-pass metabolism extensively following absorption, to form the main circulating active metabolite (6-MNA) which is a much more potent COX-2 inhibitor.

    References: Drugs. 2004;64(20):2315-43; discussion 2344-5; J Pharm Pharmacol. 1982 Sep;34(9):562-9.

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    Molecular Weight (MW)228.29 
    FormulaC15H16O2 
    CAS No.42924-53-8 
    Storage-20℃ for 3 years in powder form
    -80℃ for 2 years in solvent
    Solubility (In vitro)DMSO: 46 mg/mL (201.5 mM) 
    Water: <1 mg/mL
    Ethanol: 25 mg/mL (109.5 mM)
    Other info

    Chemical Name: 4-(6-methoxynaphthalen-2-yl)butan-2-one

    InChi Key: BLXXJMDCKKHMKV-UHFFFAOYSA-N

    InChi Code: 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

    SMILES Code: CC(CCC1=CC=C2C=C(OC)C=CC2=C1)=O

    SynonymsBRL-14777; Nabumetone, Relafen, BRL14777; BRL 14777; Relifex, Gambaran, Arthraxan


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    In Vitro

    In vitro activity: Nabumetone is a nonsteroidal anti-inflammatory prodrug. Nabumetone itself is non-acidic and, following absorption, it undergoes extensive first-pass metabolism to form the main circulating active metabolite (6-MNA) which is a much more potent inhibitor of preferentially COX-2.


    Cell Assay: Every cell line is plated into 6-well plates at a concentration of 3 × 105/mL with or without drugs (Nabumetone, etc.) and incubated for 48 h. Viable cells are then counted using the trypan blue dye exclusion test. The percentage of proliferation inhibition is calculated as 1-(viable cells exposed to drug/viable cells in control) ×100.

    In VivoNabumetone displays acute anti-inflammatory activity in the carrageenan-induced oedema model in rats and the ultraviolet-induced erythema model in guinea-pigs. Its activity in these tests is greater than that of aspirin but less than that of naproxen and indomethacin. In the cotton pellet-induced granuloma model in the rat, Nabumetone is active and produces no signs of toxicity at doses much greater than the lowest effective dose, unlike aspirin, naproxen or indomethacin. Nabumetone is also active in the adjuvant-induced arthritis test in rats. In contrast to aspirin, indomethacin and naproxen, Nabumetone is well tolerated by the stomach of fasted rats at doses in excess of those with anti-inflammatory activity. 
    Animal modelRats and guinea pigs
    Formulation & DosageN/A
    References

    Drugs. 2004;64(20):2315-43; discussion 2344-5; J Pharm Pharmacol. 1982 Sep;34(9):562-9. 


    These protocols are for reference only. InvivoChem does not independently validate these methods.

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