A prodrug form of valdecoxib
Related Products
Active Metabolite(s)
10006120Valdecoxib
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Parecoxib (sodium salt)

Item No. 29017

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N-[[4-(5-methyl-3-phenyl-4-isoxazolyl)phenyl]sulfonyl]-propanamide, monosodium salt
CAS Number
198470-85-8
Synonyms
  • SC-69124A
Molecular Formula
C19H17N2O4S • Na
Formula Weight
392.4
Purity
≥98%
Formulation
A solid
Solubility(Learn about Variance in Solubility)
DMF: 10mg/mLDMSO: 15mg/mLEthanol: 3mg/mLPBS (pH 7.2): 5mg/mL
λmax
245 nm
SMILES
O=S(C1=CC=C(C2=C(C)ON=C2C3=CC=CC=C3)C=C1)([N-]C(CC)=O)=O.[Na+]
InChi Code
InChI=1S/C19H18N2O4S.Na/c1-3-17(22)21-26(23,24)16-11-9-14(10-12-16)18-13(2)25-20-19(18)15-7-5-4-6-8-15;/h4-12H,3H2,1-2H3,(H,21,22);/q;+1/p-1
InChi Key
HQPVVKXJNZEAFW-UHFFFAOYSA-M
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    10 mg

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    Product Description

    Parecoxib is a prodrug form of the COX-2 inhibitor valdecoxib (Item No. 10006120).1 It is converted to valdecoxib by human liver microsomes in vitro and in vivo in rats, dogs, and cynomolgous monkeys. Parecoxib is also a cannabinoid (CB) receptor 1 agonist with an EC50 value of 2.4 µM in HEK293 cells.2 It reduces hyperalgesia in a rat model of carrageenan-induced foot pad edema (ED50 = 5 mg/kg) and decreases inflammation in a rat model of M. butyricum-induced arthritis (ED50 = 0.08 mg/kg).1

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Talley, J.J., Bertenshaw, S.R., Brown, D.L., et al. N-[[(5-methyl-3-phenylisoxazol-4-yl)-phenyl]sulfonyl]propanamide, sodium salt, parecoxib sodium: A potent and selective inhibitor of COX-2 for parenteral administration. J. Med. Chem. 43(9), 1661-1663 (2000).

    2. Schröder, H., Höllt, V., and Becker, A. Parecoxib and its metabolite valdecoxib directly interact with cannabinoid binding sites in CB1-expressing HEK 293 cells and rat brain tissue. Neurochem. Int. 58(1), 9-13 (2011).