A9657

DL-Aminoglutethimide

• Sinonimo/i: 3-(4-Aminophenyl)-3-ethyl-2,6-piperidinedione, 3-(p-Aminophenyl)-3-ethylpiperidine-2,6-dione
• Formula empirica (notazione di Hill): C₁₃H₁₆N₂O₂
• Numero CAS: 125-84-8
• Peso molecolare: 232.28
• Numero CE: 204-756-4
• Numero MDL: MFCD00010122
• Codice UNSPSC: 51111800
• ID PubChem: 24278142
• NACRES: NA.77

Proprietà

• Origine biologica: synthetic
• Saggio: ≥98% (TLC)
• Stato: powder or crystals
• Colore: white
• Punto di fusione: 152-154 °C (lit.)
• Solubilità: 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
• Ideatore: Novartis
• Temperatura di conservazione: room temp
• Stringa SMILE: 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); ROBVIMPUHSLWNV-UHFFFAOYSA-N
• Informazioni sul gene: human ... CYP11A1(1583) , CYP17A1(1586) , CYP19A1(1588) ; rat ... Cyp19a1(25147)

Descrizione

Applicazioni

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

Azioni biochim/fisiol

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.

Caratteristiche e vantaggi

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

Confezionamento

Bottomless glass bottle. Contents are inside inserted fused cone.

Informazioni sulla sicurezza

• Pittogrammi: GHS07
• Avvertenze: Warning
• Indicazioni di pericolo: H315,H319,H335
• Consigli di prudenza: P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338
• Classi di pericolo: Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• Organi bersaglio: Respiratory system
• Codice della classe di stoccaggio: 11 - Combustible Solids
• Classe di pericolosità dell'acqua (WGK): WGK 3
• Punto d’infiammabilità (°F): Not applicable
• Punto d’infiammabilità (°C): Not applicable
• Dispositivi di protezione individuale: dust mask type N95 (US), Eyeshields, Gloves