An NSAID and a COX-2 inhibitor
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Celecoxib

Item No. 10008672

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
4-[5-(4-methylphenyl)-3-(trifluoromethyl)-1H-pyrazol-1-yl]-benzenesulfonamide
CAS Number
169590-42-5
Synonyms
  • SC-58635
  • YM-177
Molecular Formula
C17H14F3N3O2S
Formula Weight
381.4
Purity
≥98%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 25 mg/mlDMSO: 15 mg/mlEthanol: 25 mg/mlEthanol:PBS (pH 7.2) (1:4): 0.1 mg/ml
λmax
204, 254 nm
SMILES
NS(C1=CC=C(N2C(C3=CC=C(C)C=C3)=CC(C(F)(F)F)=N2)C=C1)(=O)=O
InChi Code
InChI=1S/C17H14F3N3O2S/c1-11-2-4-12(5-3-11)15-10-16(17(18,19)20)22-23(15)13-6-8-14(9-7-13)26(21,24)25/h2-10H,1H3,(H2,21,24,25)
InChi Key
RZEKVGVHFLEQIL-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    50 mg

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    250 mg

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    Product Description

    Celecoxib is a non-steroidal anti-inflammatory drug (NSAID) and COX-2 inhibitor (IC50 = 0.05 µM).1 It is selective for COX-2 over COX-1 (IC50 = 22.9 µM).1,2 Celecoxib induces apoptosis in BJAB and Jurkat cancer cells in a concentration-dependent manner.3 It reduces blood glucose levels in a rat model of diabetes induced by streptozotocin (STZ; Item No. 13104).4 Celecoxib reduces the latency to escape and the path length in the Morris water maze, as well as increases BDNF and tropomyosin-related kinase B (TrkB) protein levels in the hippocampus, in the same model. It inhibits the production of IL-1β and TNF-α and reduces synovial fluid expression of the gene encoding matrix metalloproteinase-3 (MMP-3) in a rabbit model of osteoarthritis when administered intra-articularly.5 Celecoxib (100 mg/kg per day) increases serum levels of lactate dehydrogenase (LDH), troponin-T, TNF-α, and creatine kinase-MB (CK-MB), markers of cardiotoxicity, in rats.6 Formulations containing celecoxib have been used in the treatment of osteoarthritis, and rheumatoid arthritis, and as an analgesic.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Uddin, M.J., Rao, P.N.P., and Knaus, E.E. Design and synthesis of novel celecoxib analogues as selective cyclooxygenase-2 (COX-2) inhibitors: Replacement of the sulfonamide pharmacophore by a sulfonylazide bioisostere. Bioorg. Med. Chem. 11(23), 5273-5280 (2003).

    2. Mardini, I.A., and Fitzgerald, G.A. Selective inhibitors of cyclooxygenase-2: A growing class of anti-inflammatory drugs. Mol. Interv. 1(1), 30-38 (2001).

    3. Jendrossek, V., Handrick, R., and Belka, C. Celecoxib activates a novel mitochondrial apoptosis signaling pathway. The FASEB Journal 17(11), 1547-1549 (2003).

    4. Yang, Y., and Gao, L. Celecoxib alleviates memory deficits by downregulation of COX-2 expression and upregulation of the BDNF-TrkB signaling pathway in a diabetic rat model. J. Mol. Neurosci. 62(2), 188-198 (2017).

    5. Jiang, D., Zou, J., Huang, L., et al. Efficacy of intra-articular injection of celecoxib in a rabbit model of osteoarthritis. Int. J. Mol. Sci. 11(10), 4106-4113 (2010).

    6. Ahmad, S., Panda, B.P., Fahim, M., et al. Ameliorative effect of beraprost sodium on celecoxib induced cardiotoxicity in rats. Iran. J. Pharm. Res. 17(1), 155-163 (2018).