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Safety Information

856525

Sigma-Aldrich

2-Methyl-1,2-di-3-pyridyl-1-propanone

96%

Synonym(s):

Metyrapone, Su-4885

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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:
12352100
PubChem Substance ID:
24888424
NACRES:
NA.22

Quality Level

100

Assay

96%

form

powder

mp

52-55 °C (lit.)

functional group

ketone

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

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Application

2-Methyl-1,2-di-3-pyridyl-1-propanone inhibits the biosynthesis of corticosterone by blocking the conversion of deoxycorticosterone to corticosterone. It is widely used in adrenocortical-related clinical studies.

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

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

856525-VAR:
856525-250MG:
856525-1G:
856525-BULK:
856525-5G:

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Certificates of Analysis (COA)

Lot/Batch Number
MKCK4981
MKCJ8956
MKBW9631V
MKBT4311V
MKBS5413V

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Secretion of cortisol and aldosterone as a vulnerable target for adrenal endocrine disruption?screening of 30 selected chemicals in the human H295R cell model.
Uller?s E, et al.
Journal of Applied Toxicology, 28(8), 1045-1053 (2008)
The relationship between adrenocortical function and Hsp70 expression in socially isolated Japanese quail.
Soleimani AF, et al.
Comparative Biochemistry and Physiology. Part A, Molecular & Integrative Physiology, 161(2), 140-144 (2012)
Screening for modulatory effects on steroidogenesis using the human H295R adrenocortical cell line: a metabolomics approach.
Rijk JCW, et al.
Chemical Research in Toxicology, 25(8), 1720-1731 (2012)
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
Qingzhong Hu et al.
Journal of medicinal chemistry, 53(15), 5749-5758 (2010-08-06)
Androgens are well-known to stimulate prostate cancer (PC) growth. Thus, blockade of androgen production in testes and adrenals by CYP17 inhibition is a promising strategy for the treatment of PC. Moreover, many PC patients suffer from glucocorticoid overproduction, and importantly
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