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1025205 USP

Aminoglutethimide

United States Pharmacopeia (USP) Reference Standard

Synonym: 3-(p-Aminophenyl)-3-ethylpiperidine-2,6-dione, 3-(4-Aminophenyl)-3-ethyl-2,6-piperidinedione, DL-Aminoglutethimide

  • CAS Number 125-84-8

  • Empirical Formula (Hill Notation) C13H16N2O2

  • Molecular Weight 232.28

  •  MDL number MFCD00010122

  •  PubChem Substance ID 329748993

  •  NACRES NA.24

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Properties

Related Categories Analytical Standards, Analytical/Chromatography, Pharmacopeia & Metrological Institutes Standards, USP Standards, USP Standards A - B More...
grade   pharmaceutical primary standard
mfr. no.   USP
mp   152-154 °C (lit.)
Featured Industry   Pharmaceutical (small molecule)
SMILES string   CCC1(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)
InChI key   ROBVIMPUHSLWNV-UHFFFAOYSA-N
Gene Information   human ... CYP11A1(1583), CYP19A1(1588)

Description

General description

This product is provided as delivered and specified by the issuing Pharmacopoeia. All information provided in support of this product, including SDS and any product information leaflets have been developed and issued under the Authority of the issuing Pharmacopoeia.
For further information and support please go to the website of the issuing Pharmacopoeia.

Biochem/physiol Actions

DL-Aminoglutethimide is a derivative of the sedative glutethimide. Originally introduced as an anticonvulsant, it was found to cause adrenal insufficiency. Blocks adrenal steroidogenesis by inhibiting the enzymatic conversion of cholesterol to pregnenolone. It also blocks the peripheral conversion (aromatization) of androgenic precursors to estrogens. The D-isomer is 30 times more potent at inhibiting aromatase activity, whereas the L-isomer is more potent at inhibiting cholesterol side-chain cleavage (steroidogenesis).

Analysis Note

These products are for test and assay use only. They are not meant for administration to humans or animals and cannot be used to diagnose, treat, or cure diseases of any kind.  ​

Other Notes

USP issued SDS can be found here.

Sales restrictions may apply.

Safety & Documentation

Safety Information

Symbol 
GHS07  GHS07
Signal word 
Warning
Hazard statements 
Precautionary statements 
Target organs 
Respiratory system
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Protocols & Articles

Articles

HPLC Analysis of Aminoglutethimide Enantiomers on Astec® Cellulose DMP

From our library of Articles, Sigma-Aldrich presents HPLC Analysis of Aminoglutethimide Enantiomers on Astec® Cellulose DMP
Keywords: Antitumor agents, Chromatography, High performance liquid chromatography, Pharmaceutical

SFC Analysis of Aminoglutethimide Enantiomers on Astec® Cellulose DMP

From our library of Articles, Sigma-Aldrich presents SFC Analysis of Aminoglutethimide Enantiomers on Astec® Cellulose DMP
Keywords: Chromatography, Pharmaceutical, Supercritical fluid chromatography

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