| 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. | [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 | [InChIKey]
BAFKRPOFIYPKBQ-UHFFFAOYSA-N | [SMILES]
Clc1cnc(Oc2ccc(Oc3ncc(Cl)cc3Cl)cc2)c(Cl)c1 |
| 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. | [in vivo]
TCPOBOP (oral; 3 mg/kg; 1-5 days) remarkable increases Liver weight to body weight in LW/BW ratio at 48 hours[1]. | Animal Model: | METfl/fl: Tam-Cre+/+ mice with a targeted deletion for exon 16 with MET KO[1] | | Dosage: | 3 mg/kg
| | Administration: | Oral; 1, 2, 5 days | | Result: | Increased Liver weight to body weight. |
| [IC 50]
Bcl-2 | [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 |
|
| Company Name: |
Sigma-Aldrich
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| Tel: |
021-61415566 800-8193336 |
| Website: |
https://www.sigmaaldrich.cn |
| Company Name: |
Energy Chemical
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| Tel: |
021-58432009 400-005-6266 |
| Website: |
http://www.energy-chemical.com |
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