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TCPOBOP

Product Name: TCPOBOP
CAS No.: 76150-91-9
Chemical Name: TCPOBOP
Synonyms: TCPOBOP;TCPOBOP, 10 mM in DMSO;3,3',5,5'-TETRACHLORIDE-BPB;TCPOBOP - CAS 76150-91-9 - Calbiochem;inhibit,Bcl-2 Family,TCPOBOP,Inhibitor;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;TCPOBOP, Androstane receptor (mCAR) agonist;3,3',5,5'-TETRACHLORIDE-BISPYRIDYLOXYBENZENE
CBNumber: CB8155924
Molecular Formula: C16H8Cl4N2O2
Formula Weight: 402.06
MOL File: 76150-91-9.mol

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TCPOBOP Property

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.

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Safety

Safety Statements: 22-24/25
WGK Germany: 3
RTECS: UT7145000

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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: T1443
Product name: TCPOBOP
Purity: ≥98% (HPLC), solid
Packaging: 5mg
Price: $83
Updated: 2025/07/31

Sigma-Aldrich

Product number: 580563
Product name: TCPOBOP
Packaging: 25mg
Price: $182
Updated: 2025/07/31

TCI Chemical

Product number: T4221
Product name: TCPOBOP
Packaging: 50MG
Price: $345
Updated: 2025/07/31

Cayman Chemical

Product number: 14140
Product name: TCPOBOP
Purity: ≥95%
Packaging: 5mg
Price: $44
Updated: 2024/03/01

Cayman Chemical

Product number: 14140
Product name: TCPOBOP
Purity: ≥95%
Packaging: 10mg
Price: $78
Updated: 2024/03/01

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TCPOBOP Chemical Properties,Usage,Production

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:	MET^fl/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] I TZAMELI. The xenobiotic compound 1,4-bis[2-(3,5-dichloropyridyloxy)]benzene is an agonist ligand for the nuclear receptor CAR.[J]. Molecular and Cellular Biology, 2000, 20 9: 2951-2958. DOI:10.1128/mcb.20.9.2951-2958.2000
[2] B A DIWAN. 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.[J]. Carcinogenesis, 1992, 13 10: 1893-1901. DOI:10.1093/carcin/13.10.1893

TCPOBOP Preparation Products And Raw materials

Raw materials

Preparation Products

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TCPOBOP Suppliers

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76150-91-9, TCPOBOPRelated Search:

TYRPHOSTIN AG 879 AG 490 (+)-Camptothecin Brefeldin A TCPOBOP 580563, [3H] TCPOBOP 580563 3-CHLORO-2-METHOXYPYRIDINE 3,5-Dichloropyridine 3,5-DICHLORO-2-PYRIDONE TCPOBOP 3-Chloropyridin-2-ol 5-Chloro-2-methoxypyridine 5-CHLORO-2-HYDROXYPYRIDINE

3,3',5,5'-TETRACHLORIDE-BISPYRIDYLOXYBENZENE

3,3',5,5'-TETRACHLORIDE-BPB

1,4-BIS[2-(3,5-DICHLOROPYRIDYLOXY)]BENZENE

TCPOBOP

2,2’-(1,4-phenylenebis(oxy))bis(3,5-dichloro-pyridin

1,4-Bis-[2-(3,5-dichloropyridyloxy)]benzene, 3,3μ,5,5μ-Tetrachloro-1,4-bis(pyridyloxy)benzene

1,4-Bis(3,5-dichloro-2-pyridyloxy)benzene

1,4-Bis[(3,5-dichloropyridin-2-yl)oxy]benzene

TCPOBOP - CAS 76150-91-9 - Calbiochem

1,4-Bis(3,5-Dichloro-2-pyridinyloxy)benzene

2,2'-(4,1-Phenylenebisoxy)bis(3,5-dichloropyridine)

2,2'-(p-Phenylenebisoxy)bis(3,5-dichloropyridine)

2,2'-[Benzene-1,4-diylbis(oxy)]bis(3,5-dichloropyridine)

3,3′,5,5′-Tetrachloro-1,4-bis(pyridyloxy)benzene

3,5-dichloro-2-{4-[(3,5-dichloropyridin-2-yl)oxy]phenoxy}pyridine

Pyridine, 2,2'-[1,4-phenylenebis(oxy)]bis[3,5-dichloro-

inhibit,Bcl-2 Family,TCPOBOP,Inhibitor

TCPOBOP, Androstane receptor (mCAR) agonist

TCPOBOP, 10 mM in DMSO

76150-91-9

C16H8N2O2Cl4

C16H8Cl4N2O2

Apoptosis and Cell Cycle

Cell Cycle Regulators

Cell Cycle

Cell Biology

Cell Signaling and Neuroscience

BioChemical