A dual inhibitor of COX and 5-LO
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Tepoxalin

Item No. 34849

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
5-(4-chlorophenyl)-N-hydroxy-1-(4-methoxyphenyl)-N-methyl-1H-pyrazole-3-propanamide
CAS Number
103475-41-8
Synonyms
  • ORF 20485
  • RWJ 20485
Molecular Formula
C20H20ClN3O3
Formula Weight
385.8
Purity
≥98%
Formulation
A solid
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mlDMSO: 30 mg/mlEthanol: 15 mg/mlPBS (pH 7.2): insolu
λmax
237, 256 nm
SMILES
ClC(C=C1)=CC=C1C2=CC(CCC(N(O)C)=O)=NN2C3=CC=C(OC)C=C3
InChi Code
InChI=1S/C20H20ClN3O3/c1-23(26)20(25)12-7-16-13-19(14-3-5-15(21)6-4-14)24(22-16)17-8-10-18(27-2)11-9-17/h3-6,8-11,13,26H,7,12H2,1-2H3
InChi Key
XYKWNRUXCOIMFZ-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

    $41

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    5 mg

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    10 mg

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    25 mg

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    Product Description

    Tepoxalin is a dual inhibitor of COX and 5-lipoxygenase (5-LO; IC50s = 2.84 and 0.15 µM, respectively, in RBL-1 cell lysates).1 It also inhibits the activity of 12-, but not 15-, LO (IC50s = 4.45 and 146.6 µM for the human platelet and rabbit reticulocyte enzymes, respectively). Tepoxalin reduces the production of thromboxane B2 (TXB2; Item No. 19030) and leukotriene B4 (LTB4; Item No. 20110) induced by the calcium ionophore A23187 (Item Nos. 11016 | 22030) in human peripheral blood mononuclear cells (PBMCs; IC50s = 0.01 and 0.07 µM, respectively) and decreases epinephrine-induced platelet aggregation in human platelet-rich plasma (PRP; IC50 = 0.045 µM). It inhibits paw swelling in a rat model of adjuvant-induced arthritis with an ED50 value of 3.5 mg/kg.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Argentieri, D.C., Ritchie, D.M., Ferro, M.P., et al. Tepoxalin: A dual cyclooxygenase/5-lipoxygenase inhibitor of arachidonic acid metabolism with potent anti-inflammatory activity and a favorable gastrointestinal profile. J. Pharmacol. Exp. Ther. 271, 1399-1408 (1994).