A dual inhibitor of sEH and COX-2
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PTUPB

Item No. 10897

Technical Information
Formal Name
4-[5-phenyl-3-[3-[[[[4-(trifluoromethyl)phenyl]amino]carbonyl]amino]propyl]-1H-pyrazol-1-yl]-benzenesulfonamide
CAS Number
1287761-01-6
Molecular Formula
C26H24F3N5O3S
Formula Weight
Purity
≥98%
Formulation
A solid
DMF: 30 mg/mlDMSO: 30 mg/mlDMSO:PBS (pH 7.2) (1:2): 0.30 mg/mlEthanol: 1 mg/ml
λmax
253 nm
SMILES
NS(C1=CC=C(N2N=C(CCCNC(NC3=CC=C(C(F)(F)F)C=C3)=O)C=C2C4=CC=CC=C4)C=C1)(=O)=O
InChi Code
InChI=1S/C26H24F3N5O3S/c27-26(28,29)19-8-10-20(11-9-19)32-25(35)31-16-4-7-21-17-24(18-5-2-1-3-6-18)34(33-21)22-12-14-23(15-13-22)38(30,36)37/h1-3,5-6,8-15,17H,4,7,16H2,(H2,30,36,37)(H2,31,32,35)
InChi Key
CSEPEVFNTFMBAE-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    PTUPB is a dual inhibitor of soluble epoxide hydrolase (sEH) and COX-2 (IC50s = 0.009 and 1.26 µM, respectively).1 It is selective for sEH and COX-2 over COX-1 (IC50 = >100 µM). PTUPB (10 mg/kg) increases latency to paw withdrawal in the von Frey mechanical assay in a rat model of LPS-induced inflammatory pain. It inhibits VEGF-induced angiogenesis in a Matrigel plug assay in mice, as well as reduces the number of metastases in a murine Lewis lung carcinoma model, when administered at a dose of 30 mg/kg per day.2 PTUPB reduces body and hepatic weights, as well as hepatic triglyceride and cholesterol levels and collagen deposition in a mouse model of high-fat diet-induced non-alcoholic fatty liver disease (NAFLD).3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Hwang, S.H., Wagner, K.M., Morisseau, C., et alSynthesis and structure-activity relationship studies of urea-containing pyrazoles as dual inhibitors of cyclooxygenase-2 and soluble epoxide hydrolase. J. Med. Chem. 54(8), 3037-3050 (2011).

    2. Zhang, G., Panigrahy, D., Hwang, S.H., et alDual inhibition of cyclooxygenase-2 and soluble epoxide hydrolase synergistically suppresses primary tumor growth and metastasis. Proc. Natl. Acad. Sci. USA 111(30), 11127-11132 (2014).

    3. Sun, C.-C., Zhang, C.-Y., Duan, J.-X., et alPTUPB ameliorates high-fat diet-induced non-alcoholic fatty liver disease via inhibiting NLRP3 inflammasome activation in mice. Biochem. Biophys. Res. Commun. 523(4), 1020-1026 (2020).