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545864

Sigma-Aldrich

(S)-(−)-Aminoglutethimide

97%

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About This Item

Empirical Formula (Hill Notation):
C13H16N2O2
CAS Number:
57288-03-6
Molecular Weight:
232.28
UNSPSC Code:
12352005
PubChem Substance ID:
24878856
NACRES:
NA.22

Assay

97%

optical activity

[α]20/D −160°, c = 1 in methanol

mp

115.5-119.5 °C (lit.)

SMILES string

CC[C@]1(CCC(=O)NC1=O)c2ccc(N)cc2

InChI

1S/C13H16N2O2/c1-2-13(8-7-11(16)15-12(13)17)9-3-5-10(14)6-4-9/h3-6H,2,7-8,14H2,1H3,(H,15,16,17)/t13-/m0/s1

InChI key

ROBVIMPUHSLWNV-ZDUSSCGKSA-N

Gene Information

human ... CYP17A1(1586) , CYP19A1(1588)

Application

(S)-(−)-Aminoglutethimide can be used:
  • As an internal standard in the separation of the pyridoglutethimide enantiomers using the HPLC technique.
  • In the study of steroid hormones role on human cytomegalovirus replication in adrenocortical cells.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

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’.

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Stereoselective determination of pyridoglutethimide enantiomers in serum with a chiral cellulose-based high-performance liquid chromatographic column using solid phase extraction and UV detection
Hefnawy MM
Journal of Pharmaceutical and Biomedical Analysis, 31(5), 999-1005 (2003)
Marta Trevisan et al.
Journal of cellular physiology, 221(3), 629-641 (2009-08-19)
Following our recent findings on the presence of human cytomegalovirus (HCMV) in the normal human adrenal cortex and in adrenocortical tumors, especially in cortisol-secreting tumors, aim of the present study was to investigate the direct effects of HCMV infection on

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