Metyrapone

Cat. No. 3292

Metyrapone C14H14N2O [54-36-4]

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Chemical Name: 2-Methyl-1,2-di-3-pyridinyl-1-propanone

Biological Activity

Cytochrome P450 inhibitor. Blocks glucocorticoid synthesis via inhibition of steroid 11-β hydroxylase (CYP11B1) activity (IC50 = 7.83 μM). Also inhibits CYP3A4 and cytochrome P450-mediated ω/ω-1 hydroxylase activity.

Technical Data

M.Wt:
226.27
Formula:
C14H14N2O
Solubility:
Soluble to 100 mM in water and to 100 mM in DMSO
Purity:
>99 %
Storage:
Store at +4°C
CAS No:
54-36-4

The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.
All Tocris products are intended for laboratory research use only.

Certificate of Analysis / Product Datasheet / Safety Data Sheet

Certificate of Analysis / Product Datasheet
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Park et al (2005) Structural and dynamic basis of broad substrate specificity, catalytic mechanism and inhibition of cytochrome P450 3A4. J.Am.Chem.Soc. 127 13634. PMID: 16190729.

Asakura and Shichi (1992) Cytochrome P450-mediated prostaglandin omega/omega-1 hydroxylase activities in porcine ciliary body epithelial cells. Exp.Eye Res. 55 377. PMID: 1426070.

Hays et al (1984) Structure-activity relationship study of the inhibition of adrenal cortical 11β-hydroxylase by new metyrapone analogues. J.Med.Chem. 27 15. PMID: 6606707.

If you know of a relevant reference for this product please let us know.

Citations are publications that use Tocris products. Selected citations for Metyrapone include:

Taves et al (2016) Lymphoid organs of neonatal and adult mice preferentially produce active glucocorticoids from metabolites, not precursors. Brain Behav.Immun. 57 271. PMID: 27165988.

Rincón-Cortés et al (2015) Enduring good memories of infant trauma: rescue of adult neurobehavioral deficits via amygdala serotonin and corticosterone interaction. Brain Res 112 881. PMID: 25561533.

Liu et al (2014) Chronic stress impairs GABAergic control of amygdala through suppressing the tonic GABAA receptor currents. Mol Brain 7 32. PMID: 24758222.

Do you know of a great paper that uses Metyrapone from Tocris? If so please let us know.

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Keywords: Metyrapone, supplier, steroid, 11-β, 11-beta, hydroxylase, inhibitors, inhibits, Cytochrome, P450, CYP11B1, CYP3A4, omega/ω-1, omega-1, Tocris Bioscience, Hydroxylase Inhibitor products

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