M2696
Metyrapone
≥98% (HPLC), glucocorticoid synthesis inhibitor, solid
Synonym(s):
2-Methyl-1,2-di-3-pyridyl-1-propanone, Metyrapone, Su-4885
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About This Item
Empirical Formula (Hill Notation):
C14H14N2O
CAS Number:
Molecular Weight:
226.27
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
51111800
EC Number:
200-206-2
MDL number:
Beilstein/REAXYS Number:
163023
Product Name
Metyrapone, ≥98% (HPLC), solid
sterility
non-sterile
Quality Level
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
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.
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signalword
Warning
hcodes
Hazard Classifications
Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
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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
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