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ChemicalBook--->CAS DataBase List--->76150-91-9

76150-91-9

76150-91-9 Structure

76150-91-9 Structure
IdentificationBack 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 PropertiesBack 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.
Safety DataBack Directory
[Safety Statements ]

22-24/25
[WGK Germany ]

3
[RTECS ]

UT7145000
Hazard InformationBack 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
Spectrum DetailBack Directory
[Spectrum Detail]

TCPOBOP(76150-91-9)1HNMR
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