A9657

DL-Aminoglutethimide

• Sinónimos: 3-(4-Aminophenyl)-3-ethyl-2,6-piperidinedione, 3-(p-Aminophenyl)-3-ethylpiperidine-2,6-dione
• Fórmula empírica (notación de Hill): C₁₃H₁₆N₂O₂
• Número de CAS: 125-84-8
• Peso molecular: 232.28
• Número CE: 204-756-4
• Número MDL: MFCD00010122
• Código UNSPSC: 51111800
• ID de la sustancia en PubChem: 24278142
• NACRES: NA.77

Propiedades

• origen biológico: synthetic
• Ensayo: ≥98% (TLC)
• Formulario: powder or crystals
• color: white
• mp: 152-154 °C (lit.)
• solubilidad: H₂O: slightly soluble 0.2 mg/mL; 45% (w/v) aq 2-hydroxypropyl-β-cyclodextrin: 1.2 mg/mL; 0.1 M HCl: soluble; acetonitrile: soluble; methanol: soluble
• emisor: Novartis
• temp. de almacenamiento: room temp
• cadena SMILES: 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)
• Clave InChI: ROBVIMPUHSLWNV-UHFFFAOYSA-N
• Información sobre el gen: human ... CYP11A1(1583) , CYP17A1(1586) , CYP19A1(1588) ; rat ... Cyp19a1(25147)

Descripción

Aplicación

DL-Aminoglutethimide has been used:

• as a steroid synthesis inhibitor to study its effects on steroid synthesis in amphibian Xenopus laevis oocytes
• as an adrenostatic compound to study its effects on full form Enhanced green fluorescent protein (EGFP) andproopiomelanocortin (POMC) expression in the anterior domain of zebrafish pituitary corticotrophs
• as an inhibitor of steroidogenic enzymes to study its effects on estrogen receptor (ER) mRNA levels in mouse tumor leydig cell line

Acciones bioquímicas o fisiológicas

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).

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.

Características y beneficios

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

Envase

Bottomless glass bottle. Contents are inside inserted fused cone.

Información de seguridad

• Pictogramas: GHS07
• Palabra de señalización: Warning
• Frases de peligro: H315,H319,H335
• Consejos de prudencia: P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338
• Clasificaciones de peligro: Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• Órganos de actuación: Respiratory system
• Código de clase de almacenamiento: 11 - Combustible Solids
• Clase de riesgo para el agua (WGK): WGK 3
• Punto de inflamabilidad (°F): Not applicable
• Punto de inflamabilidad (°C): Not applicable
• Equipo de protección personal: dust mask type N95 (US), Eyeshields, Gloves