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Merck
CN

M2696

Metyrapone

≥98% (HPLC), glucocorticoid synthesis inhibitor, solid

别名:

2-甲基-1,2-二-3-吡啶基-1-丙酮, Su-4885, 美替拉酮

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关于此项目

经验公式(希尔记法):
C14H14N2O
化学文摘社编号:
分子量:
226.27
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
51111800
EC Number:
200-206-2
MDL number:
Beilstein/REAXYS Number:
163023
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产品名称

Metyrapone, ≥98% (HPLC), solid

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

SMILES string

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

InChI key

FJLBFSROUSIWMA-UHFFFAOYSA-N

sterility

non-sterile

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

Quality Level

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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

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

存储类别

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

法规信息

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历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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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
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
Oleg Vetrovoy et al.
Developmental neuroscience, 42(2-4), 145-158 (2021-01-14)
Prenatal hypoxia is a risk factor for the development of numerous neurological disorders. It is known that the maternal stress response to hypoxia determines the epigenetic impairment of the perinatal expression of glucocorticoid receptors (GR) in the hippocampus of the
B J Carroll et al.
Acta psychiatrica Scandinavica, 125(6), 478-491 (2012-01-04)
To test three theories of hypercortisolemia in depression-hypothalamic overdrive, impaired glucocorticoid feedback, or autonomous cortisol production. We applied an overnight low-cortisol feedback strategy by administering metyrapone to hypercortisolemic depressed in-patients and control subjects. Under metyrapone, the increases of plasma adrenocorticotropic

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