Potent inhibitor of soluble epoxide hydrolase with good bioavailability
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TPPU

Item No. 11120

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N-[1-(1-oxopropyl)-4-piperidinyl]-N’-[4-(trifluoromethoxy)phenyl)-urea
CAS Number
1222780-33-7
Molecular Formula
C16H20F3N3O3
Formula Weight
359.3
Purity
≥98%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 15 mg/mlDMF:PBS (pH 7.2) (1:9): 0.1 mg/mlDMSO: 12.5 mg/mlEthanol: 5 mg/ml
λmax
241 nm
SMILES
CCC(N(CC1)CCC1NC(NC2=CC=C(OC(F)(F)F)C=C2)=O)=O
InChi Code
InChI=1S/C16H20F3N3O3/c1-2-14(23)22-9-7-12(8-10-22)21-15(24)20-11-3-5-13(6-4-11)25-16(17,18)19/h3-6,12H,2,7-10H2,1H3,(H2,20,21,24)
InChi Key
AAJMQTLFRTZCJK-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

    $36

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    5 mg

    $103

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    10 mg

    $186

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    25 mg

    $420

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    Product Description

    Soluble epoxide hydrolase (sEH) converts epoxides to their corresponding diols. Inhibitors of sEH have anti-inflammatory, anti-hypertensive, neuroprotective, and cardioprotective effects.1,2 TPPU is a potent inhibitor of both human and mouse sEH (IC50 = 3.7 and 2.8 nM, respectively).3 The pharmacokinetics of this compound are dramatically superior to those of the 1-adamantylurea based inhibitors, like AUDA.3,4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Schmelzer, K.R., Kubala, L., Newman, J.W., et al. Soluble epoxide hydrolase is a therapeutic target for acute inflammation. Proc. Natl. Acad. Sci. USA 102(28), 9772-9777 (2005).

    2. Yu, Z., Xu, F., Huse, L.M., et al. Soluble epoxide hydrolase regulates hydrolysis of vasoactive epoxyeicosatrienoic acids. Circ. Res. 87(11), 992-998 (2000).

    3. Rose, T.E., Morisseau, C., Liu, J.Y., et al. 1-aryl-3-(1-acylpiperidin-4-yl)urea inhibitors of human and murine soluble epoxide hydrolase: Structure-activity relationships, pharmacokinetics, and reduction of inflammatory pain. J. Med. Chem. 53(19), 7067-7075 (2010).

    4. Tsai, H.J., Hwang, S.H., Morisseau, C., et al. Pharmacokinetic screening of soluble epoxide hydrolase inhibitors in dogs. Eur. J. Pharm. Sci. 40(3), 222-238 (2010).

    Product Citations

    Biliktu, M., Senol, S.P., Temiz-Resitoglu, M., et al. Pharmacological inhibition of soluble epoxide hydrolase attenuates chronic experimental autoimmune encephalomyelitis by modulating inflammatory and anti-inflammatory pathways in an inflammasome-dependent and -independent manner. Inflammopharmacology 28(6), 1509-1524 (2020).