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A9657 Sigma

DL-Aminoglutethimide

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

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Properties

Related Categories A to C, A-AM, Antitumor Agents, Approved Therapeutics/Drug Candidates, Aromatase Inhibitors,
InChI Key   ROBVIMPUHSLWNV-UHFFFAOYSA-N
color   white
mp   152-154 °C(lit.)
solubility   H2O: slightly soluble0.2 mg/mL
  45% (w/v) aq 2-hydroxypropyl-β-cyclodextrin: soluble1.2 mg/mL
  0.1 M HCl: soluble
  acetonitrile: soluble
  methanol: soluble
originator   Novartis
Gene Information   human ... CYP17A1(1586), CYP19A1(1588)
rat ... Cyp19a1(25147)

Description

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

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).

Features and Benefits

This compound is also offered as part of Sigma′s Library of Pharmacologically Active Compounds (LOPAC®1280), a biologically annotated collection of high-quality, ready-to-screen compounds. Click here to learn more.

This compound was developed by Novartis. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

Legal Information

LOPAC is a registered trademark of Sigma-Aldrich Co. LLC

Other Notes

Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. A9657.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.

Price and Availability

Safety & Documentation

Safety Information

Symbol 
GHS07  GHS07
Signal word 
Warning
Hazard statements 
Precautionary statements 
Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
3
RTECS 
MA4026950
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

Peer-Reviewed Papers
15

References

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