TCPOBOP

Synonym(s):1,4-Bis-[2-(3,5-dichloropyridyloxy)]benzene;1,4-Bis[2-(3,5-dichloropyridyloxy)]benzene;3,3′,5,5′-Tetrachloro-1,4-bis(pyridyloxy)benzene;TCPOBOP - CAS 76150-91-9 - Calbiochem

CAS NO.：76150-91-9
Empirical Formula: C16H8Cl4N2O2
Molecular Weight: 402.06
MDL number: MFCD00057368
SAFETY DATA SHEET (SDS)
Update Date: 2023-09-20 16:43:00

What is TCPOBOP?

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.

The Uses of TCPOBOP

TCPOBOP is an agonist for mCAR, inducing cytochrome P450 monooxygenases and multidrug resistance and cenobiotic efflux proteins.

What are the applications of Application

TCPOBOP is the most potent activator of the phenobarbital-like class of cytochrome P450 (CYP)-inducing agents.

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

Properties of TCPOBOP

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.