Identification | Back Directory | [Name]
TCPOBOP | [CAS]
76150-91-9 | [Synonyms]
TCPOBOP 3,3',5,5'-TETRACHLORIDE-BPB TCPOBOP - CAS 76150-91-9 - Calbiochem 1,4-Bis(3,5-dichloro-2-pyridyloxy)benzene 1,4-BIS[2-(3,5-DICHLOROPYRIDYLOXY)]BENZENE 1,4-Bis(3,5-Dichloro-2-pyridinyloxy)benzene 3,3',5,5'-TETRACHLORIDE-BISPYRIDYLOXYBENZENE 1,4-Bis[(3,5-dichloropyridin-2-yl)oxy]benzene 3,3′,5,5′-Tetrachloro-1,4-bis(pyridyloxy)benzene 2,2'-(p-Phenylenebisoxy)bis(3,5-dichloropyridine) 2,2'-(4,1-Phenylenebisoxy)bis(3,5-dichloropyridine) 2,2’-(1,4-phenylenebis(oxy))bis(3,5-dichloro-pyridin Pyridine, 2,2'-[1,4-phenylenebis(oxy)]bis[3,5-dichloro- 2,2'-[Benzene-1,4-diylbis(oxy)]bis(3,5-dichloropyridine) 3,5-dichloro-2-{4-[(3,5-dichloropyridin-2-yl)oxy]phenoxy}pyridine 1,4-Bis-[2-(3,5-dichloropyridyloxy)]benzene, 3,3μ,5,5μ-Tetrachloro-1,4-bis(pyridyloxy)benzene | [Molecular Formula]
C16H8Cl4N2O2 | [MDL Number]
MFCD00057368 | [MOL File]
76150-91-9.mol | [Molecular Weight]
402.06 |
Chemical Properties | Back Directory | [Boiling point ]
444.8±45.0 °C(Predicted) | [density ]
1.518±0.06 g/cm3(Predicted) | [storage temp. ]
2-8°C | [solubility ]
DMSO: >10 mg/mL
| [form ]
solid
| [pka]
-0.52±0.10(Predicted) | [color ]
white
| [Stability:]
Stable for 2 years from date of purchase as supplied. Solutions in DMSO may be stored at -20°C for up to 1 week. |
Hazard Information | Back Directory | [Description]
TCPOBOP (76150-91-9) is an activator of the mouse constitutive androstane receptor (mCAR) and human Preganane X receptor.1 Tumor promoter of mouse hepatocarcinogenesis. | [Uses]
TCPOBOP is an agonist for mCAR, inducing cytochrome P450 monooxygenases and multidrug resistance and cenobiotic efflux proteins. | [General Description]
A highly potent inducer of phenobarbital-like class of cytochrome P450 (CYP) enzymes. A tumor promoter that induces hepatocyte proliferation, independent of the presence of cytokines or transcription factors. Activates orphan nuclear receptors mCAR (mouse constitutive androstane receptor) and hPXR (human pregane X receptor), but has little or no effect on hCAR and mPXR. Also suppresses the expression of multi-drug resistance genes mdr2 and mdr3 in mouse liver. | [Biochem/physiol Actions]
TCPOBOP enhances the nuclear receptor CAR transactivation of cytochrome P450 (CYP), as dose-dependent direct agonist of CAR. The most potent known member of the phenobarbital-like class of CYP-inducing agents. | [References]
1) Tzameli et al. (2000) The xenobiotic compound 1,4-bis[2-(3,5-dichloropyridyloxy)]benzene is an agonist ligand for the nuclear receptor CAR; Mol. Cell. Biol., 20 2951
2) Diwan et al. (1992) Tumor-promoting and hepatocarcinogenic effects of 1,4-bis[2-(3,5-dichloropyridyloxy)]benzene (TCPOBOP) in DBA/2NCr and C57BL/6NCr mice and an apparent promoting effect on nasal cavity tumors but not on hepatocellular tumors in F344/NCr rats initiated with N-nitrosodiethylamine; Carcinogenesis, 13 1893 |
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Sigma-Aldrich
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DC Chemicals
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