DL-Aminoglutethimide

• Catalog No.: A9657
• CAS Number: 125-84-8
• M. F.: C13H16N2O2
• M. W.: 232.27834

SYNONYMS

• IUPAC name: 3-(4-aminophenyl)-3-ethylpiperidine-2,6-dione
• IUPAC Traditional name: aminoglutethimide
• Synonyms: 3-(p-Aminophenyl)-3-ethylpiperidine-2,6-dione; 3-(4-Aminophenyl)-3-ethyl-2,6-piperidinedione

DATABASE IDS

• PubChem SID: 24278142
• CAS Number: 125-84-8
• MDL Number: MFCD00010122
• EC Number: 204-756-4

PROPERTIES

• Gene Information: human ... CYP17A1(1586), CYP19A1(1588)rat ... Cyp19a1(25147)
• Apperance: white
• Melting Point: 152-154 °C(lit.)
• Solubility: H2O: slightly soluble0.2 mg/mL
• Solubility: 45% (w/v) aq 2-hydroxypropyl-β-cyclodextrin: soluble1.2 mg/mL
• Solubility: 0.1 M HCl: soluble
• Solubility: acetonitrile: soluble
• Solubility: methanol: soluble
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• European Hazard Symbols: Irritant (Xi)
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• GHS Precautionary statements: P261-P305 + P351 + P338
• Risk Statements: 36/37/38
• RTECS: MA4026950
• Safety Statements: 26-36
• German water hazard class: 3

DETAILS

Description (English)

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).
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.