Skip to Content
Merck
All Photos(1)

Key Documents

View All Documentation

M2696

Sigma-Aldrich

Metyrapone

≥98% (HPLC), solid

Synonym(s):

2-Methyl-1,2-di-3-pyridyl-1-propanone, Metyrapone, Su-4885

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Empirical Formula (Hill Notation):
C14H14N2O
CAS Number:
54-36-4
Molecular Weight:
226.27
Beilstein:
163023
EC Number:
200-206-2
MDL number:
MFCD00006397
UNSPSC Code:
51111800
PubChem Substance ID:
329817949
NACRES:
NA.77

sterility

non-sterile

Quality Level

100

Assay

≥98% (HPLC)

form

solid

technique(s)

toxicology assay: suitable

mp

52-55 °C (lit.)

solubility

H2O: <2 mg/mL
DMSO: >20 mg/mL

originator

Novartis

shipped in

ambient

storage temp.

room temp

SMILES string

CC(C)(c1cccnc1)C(=O)c2cccnc2

InChI

1S/C14H14N2O/c1-14(2,12-6-4-8-16-10-12)13(17)11-5-3-7-15-9-11/h3-10H,1-2H3

InChI key

FJLBFSROUSIWMA-UHFFFAOYSA-N

Looking for similar products? Visit Product Comparison Guide

Biochem/physiol Actions

Metyrapone is a glucocorticoid synthesis inhibitor; a standard in assessing adrenal gland function especially in response to stress, as well as pituitary gland function. In addition to acting as a glucocorticoid synthesis inhibitor, Metyrapone also inhibits cytochrome P450-mediated prostaglandin ω/ω-1 hydroxylase activity and impairs learning and memory. Data shows results in activation of the sleep EEG and a robust decrease in quantitative delta sleep.

Features and Benefits

This compound was developed by Novartis. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302,H315,H319,H335

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Customers Also Viewed

Slide 1 of 3

1 of 3

Corticosterone &#8805;92%

Sigma-Aldrich

C2505

Corticosterone

DL-Dithiothreitol for molecular biology, &#8805;98% (HPLC), &#8805;99% (titration)

Sigma-Aldrich

D9779

DL-Dithiothreitol

Dexamethasone powder, BioReagent, suitable for cell culture, &#8805;97%

Sigma-Aldrich

D4902

Dexamethasone

Angus Lindsay et al.
FASEB journal : official publication of the Federation of American Societies for Experimental Biology, 35(4), e21489-e21489 (2021-03-19)
Psychosocial stressors can cause physical inactivity, cardiac damage, and hypotension-induced death in the mdx mouse model of Duchenne muscular dystrophy (DMD). Because repeated exposure to mild stress can lead to habituation in wild-type mice, we investigated the response of mdx
Irit Akirav et al.
Learning & memory (Cold Spring Harbor, N.Y.), 11(2), 188-195 (2004-04-01)
Emotionally charged experiences alter memory storage via the activation of hormonal systems. Previously, we have shown that compared with rats trained for a massed spatial learning task in the water maze in warm water (25 degrees C), animals that were
Xavier Belda et al.
Hormones and behavior, 62(4), 515-524 (2012-09-19)
A single exposure to some severe stressors causes sensitization of the hypothalamic-pituitary-adrenal (HPA) response to novel stressors. However, the putative factors involved in stress-induced sensitization are not known. In the present work we studied in adult male rats the possible
Tamara M Rodela et al.
The Journal of experimental biology, 215(Pt 2), 314-323 (2011-12-23)
In their native environment, gulf toadfish excrete equal quantities of ammonia and urea. However, upon exposure to stressful conditions in the laboratory (i.e. crowding, confinement or air exposure), toadfish decrease branchial ammonia excretion and become ureotelic. The objective of this
Caitlin R Gabor et al.
Oecologia, 186(2), 393-404 (2017-12-10)
Adverse effects of anthropogenic changes on biodiversity might be mediated by their impacts on the stress response of organisms. To test this hypothesis, we crossed exposure to metyrapone, a synthesis inhibitor of the stress hormone corticosterone, with exposure to the
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service