475838

Mifepristone

≥99% (titration), solid, progesterone and glucocorticoid receptor antagonist, Calbiochem^®

• Synonyme(s) : Mifepristone, (11β,17β)-11-(4-(Dimethylamino)phenyl)-17-hydroxy-17-(1-propynyl)estra-4,9-dien-3-one, RU-486
• Formule empirique (notation de Hill) : C₂₉H₃₅NO₂
• Numéro CAS: 84371-65-3
• Poids moléculaire : 429.59
• UNSPSC Code: 12352200
• NACRES: NA.77
• MDL number: MFCD00867226
• Assay: ≥99% (titration)
• Form: solid
• Storage condition: OK to freeze, protect from light

Propriétés

• Nom du produit: Mifepristone, A cell-permeable synthetic steroid that acts as a potent antagonist of progesterone and glucocorticoid receptors.
• Quality Segment: 100
• description: Merck USA index - 14, 6186
• assay: ≥99% (titration)
• form: solid
• manufacturer/tradename: Calbiochem^®
• storage condition: OK to freeze, protect from light
• impurities: ≤0.1% Steroid substances
• color: yellow
• solubility: ethanol: 10 mg/mL
• shipped in: ambient
• storage temp.: 2-8°C
• SMILES string: N(C)(C)c1ccc(cc1)[C@H]2C[C@]3([C@H]([C@@H]4CCC5=CC(=O)CCC5=C42)CC[C@@]3(O)C#CC)C
• InChI: 1S/C29H35NO2/c1-5-15-29(32)16-14-26-24-12-8-20-17-22(31)11-13-23(20)27(24)25(18-28(26,29)2)19-6-9-21(10-7-19)30(3)4/h6-7,9-10,17,24-26,32H,8,11-14,16,18H2,1-4H3/t24-,25+,26-,28-,29-/m0/s1
• InChI key: VKHAHZOOUSRJNA-GCNJZUOMSA-N

Description

General description

A cell-permeable synthetic steroid that acts as a potent antagonist of progesterone and glucocorticoid receptors. Inhibits P-glycoprotein (P-gp) function and down-modulates P-gp mediated drug resistance. Displays anti-angiogenic effects and suppresses vascular endothelial growth factor (VEGF) production. Regulates the expression of Fas and FasL in mouse endometrium and TRAIL in prostate cancer cells. As an antioxidant, it offers neuroprotection against controlled cortical impact (CCI) in CA1 pyramidal cells, as well as Aβ-, H₂O₂-, and glutamate-induced injury to mouse hippocampal HT22 cells.

A cell-permeable, synthetic steroid that acts as a potent antagonist of progesterone and glucocorticoid receptors. Reported to inhibit P-glycoprotein (P-gp) function and down-modulate P-gp mediated drug resistance. Also displays anti-angiogenic effects and suppresses vascular endothelial growth factor (VEGF) production. Shown to regulate the expression of Fas and FasL in mouse endometrium and of TRAIL in prostate cancer cells. As an antioxidant, it is reported to offer neuroprotection against controlled cortical impact (CCI) in CA1 pyramidal cells, as well as Aβ-, H₂O₂-, and glutamate-induced injury to mouse hippocampal HT22 cells.

Biochem/physiol Actions

Cell permeable: yes

Primary Target
Progesterone and glucocorticoid receptors

Product does not compete with ATP.

Reversible: no

Packaging

Packaged under inert gas

Preparation Note

Following reconstitution aliquot and freeze (-20°C). Stock solutions are stable for up to 3 months at -20°C.

Other Notes

McCullers, D.L., et al. 2002. Neuroscience109, 219.
Sidell, N., et al. 2002. Ann. N. Y. Acad. Sci.955, 159.
Gao, F., et al. 2001. Acta Pharmacol. Sin.22, 524.
Hyder, S.M., et al. 2001. Int. J. Cancer92, 469.
Lam, F.C., et al. 2001. J. Neurochem. 76, 1121.
Sridhar, S., et al. 2001. Cancer Res.61, 7179.
Behl, C., et al. 1997. Eur. J. Neurosci.9, 912.
Greb, R.R., et al. 1997. Hum. Reprod.12, 1280.
Gruol, D.J., et al. 1994. Cancer Res.54, 3088.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Disclaimer

Toxicity: Carcinogenic / Teratogenic (D)

Informations sur la sécurité

• Pictogrammes: GHS08
• Mot-clé: Danger
• Codes de danger: H360
• Mentions de précaution: P201 - P202 - P280 - P308 + P313 - P405 - P501
• Hazard Classifications: Repr. 1B
• Classe de stockage: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• Que se passe-t-il ?: WGK 3
• Point d'éclair (°F): Not applicable
• Point d'éclair (°C): Not applicable