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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

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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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