An agonist for mouse CAR
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TCPOBOP

Item No. 14140

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
2,2'-[1,4-phenylenebis(oxy)]bis[3,5-dichloro]-pyridine
CAS Number
76150-91-9
Molecular Formula
C16H8Cl4N2O2
Formula Weight
402.1
Purity
≥95%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 3 mg/ml
λmax
235, 290 nm
SMILES
ClC1=CN=C(OC2=CC=C(OC3=C(Cl)C=C(Cl)C=N3)C=C2)C(Cl)=C1
InChi Code
InChI=1S/C16H8Cl4N2O2/c17-9-5-13(19)15(21-7-9)23-11-1-2-12(4-3-11)24-16-14(20)6-10(18)8-22-16/h1-8H
InChi Key
BAFKRPOFIYPKBQ-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    5 mg

    $49

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    10 mg

    $86

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    25 mg

    $167

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    50 mg

    $306

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    Cayman Chemical
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    Product Description

    TCPOBOP is an agonist for mCAR (EC50 = 20 nM) that is effective for the mouse receptor but not for human or rat CAR receptors.1,2 Through its effects on mCAR, TCPOBOP potently induces cytochrome P450 monooxygenases and multidrug resistance and xenobiotic efflux proteins.3,4,5 The action of TCPOBOP on mCAR-mediated gene expression can be repressed by retinoic acids.6

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Tzameli, I., Pissios, P., Schuetz, E.G., et al. The xenobiotic compound 1,4-bis[2-(3,5-dichloropyridyloxy)]benzene is an agonist ligand for the nuclear receptor CAR. Mol. Cell. Biol. 20(9), 2951-2958 (2000).

    2. Timsit, Y.E., and Negishi, M. CAR and PXR: The xenobiotic-sensing receptors. Steroids 72(3), 231-246 (2007).

    3. Smith, G., Henderson, C.J., Parker, M.G., et al. 1,4-Bis[2-(3,5-dichloropyridyloxy)]benzene, an extremely potent modulator of mouse hepatic cytochrome P-450 gene expression. Biochem. J. 289(Pt 3), 807-813 (1993).

    4. Wang, X., Sykes, D.B., and Miller, D.S. Constitutive androstane receptor-mediated up-regulation of ATP-driven xenobiotic efflux transporters at the blood-brain barrier. Mol. Pharmacol. 78(3), 376-383 (2010).

    5. Maher, J.M., Cheng, X., Slitt, A.L., et al. Induction of the multidrug resistance-associated protein family of transporters by chemical activators of receptor-mediated pathways in mouse liver. Drug Metab. Dispos. 33(7), 956-962 (2005).

    6. Kakizaki, S., Karami, S., and Negishi, M. Retinoic acids repress constitutive active receptor-mediated induction by 1,4-bis[2-(3,5-dichloropyridyloxy)]benzene of the CYP2B10 gene in mouse primary hepatocytes. Drug Metab. Dispos. 30(2), 208-211 (2002).