An NSAID and COX2 inhibitor
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Labeled Version(s)
33813Nimesulide-d5
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Nimesulide

Item No. 70640

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N-(4-nitro-2-phenoxyphenyl)-methanesulfonamide
CAS Number
51803-78-2
Synonyms
  • R805
Molecular Formula
C13H12N2O5S
Formula Weight
308.3
Purity
≥99%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mlDMSO: 30 mg/mlDMSO:PBS (pH 7.2) (1:4): 0.20 mg/mlEthanol: 1 mg/ml
SMILES
O=S(NC1=C(OC2=CC=CC=C2)C=C([N+]([O-])=O)C=C1)(C)=O
InChi Code
InChI=1S/C13H12N2O5S/c1-21(18,19)14-12-8-7-10(15(16)17)9-13(12)20-11-5-3-2-4-6-11/h2-9,14H,1H3
InChi Key
HYWYRSMBCFDLJT-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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Certificates of Analysis & Batch Specific Data

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    1 g

    $20

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    5 g

    $69

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    25 g

    $241

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    Product Description

    Nimesulide is a non-steroidal anti-inflammatory drug (NSAID) and COX-2 inhibitor (IC50s = 1.27 and 0.03 µM for the human and ovine enzymes, respectively).1,2 It is selective for COX-2 over COX-1 (IC50s = 70 and 22 µM for the human and ovine enzymes, respectively). Nimesulide also inhibits sodium-dependent neutral amino acid transporter (B0AT1) with an IC50 value of 23 µM for the rat kidney transporter.3 It inhibits infection-induced increases in brain prostaglandin E2 (PGE2; Item No. 14010) levels, as well as reduces pyresis (ED50 = 0.3 mg/kg), in yeast-infected rats.4 Nimesulide (2.9 mg/kg) inhibits formalin-induced hindpaw thermal hyperalgesia in rats.5

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Johnson, J.L., Wimsatt, J., Buckel, S.D., et al. Purification and characterization of prostaglandin H synthase-2 from sheep placental cotyledons. Arch. Biochem. Biophys. 324(1), 26-34 (1995).

    2. Barnett, J., Chow, J., Ives, D., et al. Purification, characterization and selective inhibition of human prostaglandin G/H synthase 1 and 2 expressed in the baculovirus system. Biochim. Biophys. Acta 1209(1), 130-139 (1994).

    3. Pochini, L., Seidita, A., Sensi, C., et al. Nimesulide binding site in the B0AT1 (SLC6A19) amino acid transporter. Mechanism of inhibition revealed by proteoliposome transport assay and molecular modelling. Biochem. Pharmacol. 89(3), 422-430 (2014).

    4. Taniguchi, Y., Yokoyama, K., Inui, K., et al. Inhibition of brain cyclooxygenase-2 activity and the antipyretic action of nimesulide. Eur. J. Pharmacol. 330, 221-229 (1997).

    5. Bianchi, M., and Broggini, M. Anti-hyperalgesic effects of nimesulide: Studies in rats and humans. Int. J. Clin. Pract. Suppl. 57(128), 11-19 (2002).