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MedKoo Cat#: 407341 | Name: TCPOBOP
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Description:

WARNING: This product is for research use only, not for human or veterinary use.

TCPOBOP is an agonist of the constitutive androstane receptor (CAR) (EC50 = 20 nM). 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. TCPOBOP has been used for enhancing Mcl-1-Italics promoter functions in mouse hepatoma cells. TCPOBOP has also been used to study constitutive androstane receptor(CAR)-induced gene expression in mouse hepatocytes.

Chemical Structure

TCPOBOP
TCPOBOP
CAS#76150-91-9

Theoretical Analysis

MedKoo Cat#: 407341

Name: TCPOBOP

CAS#: 76150-91-9

Chemical Formula: C16H8Cl4N2O2

Exact Mass: 399.9340

Molecular Weight: 402.05

Elemental Analysis: C, 47.80; H, 2.01; Cl, 35.27; N, 6.97; O, 7.96

Price and Availability

Size Price Availability Quantity
25mg USD 250.00 2 Weeks
50mg USD 450.00 2 Weeks
100mg USD 750.00 2 Weeks
200mg USD 1,250.00 2 Weeks
500mg USD 2,150.00 2 Weeks
1g USD 3,250.00 2 Weeks
2g USD 5,450.00 2 Weeks
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Related CAS #
No Data
Synonym
TCPOBOP
IUPAC/Chemical Name
1,4-bis((3,5-dichloropyridin-2-yl)oxy)benzene
InChi Key
BAFKRPOFIYPKBQ-UHFFFAOYSA-N
InChi Code
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
SMILES Code
ClC1=CN=C(OC2=CC=C(OC3=NC=C(Cl)C=C3Cl)C=C2)C(Cl)=C1
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO, not in water
Shelf Life
>2 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info
Solvent mg/mL mM
Solubility
Soluble in DMSO, not in water 0.0 0.00
Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.

Preparing Stock Solutions

The following data is based on the product molecular weight 402.05 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
1: Leoni VP, Ledda-Columbano GM, Pibiri M, Saliba C, Perra A, Kowalik MA, Grober OM, Ravo M, Weisz A, Locker J, Ghiso E, Giordano S, Columbano A. Expression of c-jun is not mandatory for mouse hepatocyte proliferation induced by two nuclear receptor ligands: TCPOBOP and T3. J Hepatol. 2011 Nov;55(5):1069-78. doi: 10.1016/j.jhep.2011.02.016. Epub 2011 Feb 25. PubMed PMID: 21354444. 2: Turányi E, Dezso K, Bugyik E, Szurián K, Paku S, Nagy P. The primary mitogen (TCPOBOP)-induced hepatocyte proliferation is resistant to transforming growth factor- β-1 inhibition. Liver Int. 2010 Nov;30(10):1505-10. doi: 10.1111/j.1478-3231.2010.02324.x. Epub 2010 Sep 8. PubMed PMID: 21040405. 3: Baskin-Bey ES, Anan A, Isomoto H, Bronk SF, Gores GJ. Constitutive androstane receptor agonist, TCPOBOP, attenuates steatohepatitis in the methionine choline-deficient diet-fed mouse. World J Gastroenterol. 2007 Nov 14;13(42):5635-41. PubMed PMID: 17948939; PubMed Central PMCID: PMC4172744. 4: Baskin-Bey ES, Huang W, Ishimura N, Isomoto H, Bronk SF, Braley K, Craig RW, Moore DD, Gores GJ. Constitutive androstane receptor (CAR) ligand, TCPOBOP, attenuates Fas-induced murine liver injury by altering Bcl-2 proteins. Hepatology. 2006 Jul;44(1):252-62. PubMed PMID: 16799968. 5: Ledda-Columbano GM, Pibiri M, Cossu C, Molotzu F, Locker J, Columbano A. Aging does not reduce the hepatocyte proliferative response of mice to the primary mitogen TCPOBOP. Hepatology. 2004 Oct;40(4):981-8. PubMed PMID: 15382178. 6: Ledda-Columbano GM, Pibiri M, Concas D, Molotzu F, Simbula G, Cossu C, Columbano A. Sex difference in the proliferative response of mouse hepatocytes to treatment with the CAR ligand, TCPOBOP. Carcinogenesis. 2003 Jun;24(6):1059-65. Epub 2003 Apr 24. PubMed PMID: 12807759. 7: Columbano A, Ledda-Columbano GM, Pibiri M, Piga R, Shinozuka H, De Luca V, Cerignoli F, Tripodi M. Increased expression of c-fos, c-jun and LRF-1 is not required for in vivo priming of hepatocytes by the mitogen TCPOBOP. Oncogene. 1997 Feb 20;14(7):857-63. PubMed PMID: 9047393. 8: Nims RW, Sinclair PR, Sinclair JF, Dragnev KH, Jones CR, Mellini DW, Thomas PE, Lubet RA. Dose-response relationships for the induction of P450 2B by 1,4-bis[2-(3,5-dichloropyridyloxy)]benzne (TCPOBOP) in rat and cultured rat hepatocytes. Xenobiotica. 1993 Dec;23(12):1411-26. Erratum in: Xenobiotica 1994 Mar;24(3):292. PubMed PMID: 7510916. 9: Diwan BA, Lubet RA, Ward JM, Hrabie JA, Rice JM. 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. 1992 Oct;13(10):1893-901. PubMed PMID: 1330346. 10: Kelley M, Lambert I, Merrill J, Safe S. 1,4-Bis[2-(3,5-dichloropyridyloxy)]benzene (TCPOBOP) and related compounds as inducers of hepatic monooxygenases. Structure-activity effects. Biochem Pharmacol. 1985 Oct 1;34(19):3489-94. PubMed PMID: 4052094.

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