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A9657

DL-Aminoglutethimide

Name: <SC>DL</SC>-Aminoglutethimide
Brand: SIGMA
Price: 136 CHF

Sinonimo/i:

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

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Taglio della confezione	Disponibilità	Prezzo
100 mg	Per conoscere la disponibilità, visualizza il carrello	CHF 136.00
500 mg	Per conoscere la disponibilità, visualizza il carrello	CHF 460.00
1 g	Per conoscere la disponibilità, visualizza il carrello	CHF 858.00 CHF 729.30

Informazioni su questo articolo

Formula empirica (notazione di Hill):

C₁₃H₁₆N₂O₂

Numero CAS:

125-84-8

Peso molecolare:

232.28

NACRES:

NA.77

PubChem Substance ID:

24278142

UNSPSC Code:

51111800

EC Number:

204-756-4

MDL number:

MFCD00010122

Assay:

≥98% (TLC)

Form:

powder or crystals

CHF 136.00

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Servizio Tecnico

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Proprietà

biological source

synthetic

Quality Segment

200

assay

≥98% (TLC)

form

powder or crystals

color

white

mp

152-154 °C (lit.)

solubility

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

originator

Novartis

storage temp.

room temp

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), CYP17A1(1586), CYP19A1(1588)
rat ... Cyp19a1(25147)

Descrizione

Application

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

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).

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.

Features and Benefits

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

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

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Questo articolo	P0778	H127	N149
Sigma-Aldrich A9657 DL-Aminoglutethimide	Sigma-Aldrich P0778 Pindolol	Sigma-Aldrich H127 p-Fluorohexahydro-sila-difenidol hydrochloride	Sigma-Aldrich N149 Nimodipine
form powder or crystals	form powder	form powder	form powder
assay ≥98% (TLC)	assay ≥98% (TLC)	assay ≥98% (HPLC)	assay ≥98% (HPLC)
Quality Level 200	Quality Level 200	Quality Level 100	Quality Level 200
storage temp. room temp	storage temp. 2-8°C	storage temp. -	storage temp. -
solubility H₂O: slightly soluble 0.2 mg/mL, 0.1 M HCl: soluble, methanol: soluble, 45% (w/v) aq 2-hydroxypropyl-β-cyclodextrin: 1.2 mg/mL, acetonitrile: soluble	solubility 0.1 M NaOH: 0.2 mg/mL, 45% (w/v) aq 2-hydroxypropyl-β-cyclodextrin: 0.2 mg/mL, 0.1 M HCl: 20 mg/mL, acetic acid: 50 mg/mL, H₂O: insoluble	solubility H₂O: slightly soluble 1.5 mg/mL, 45% (w/v) aq 2-hydroxypropyl-β-cyclodextrin: >14 mg/mL, ethanol: soluble	solubility methanol: 62.5 mg/mL, 45% (w/v) aq 2-hydroxypropyl-β-cyclodextrin: insoluble, H₂O: insoluble
color white	color white to off-white	color white to beige	color off-white to yellow