Mifepristone

Pricing Availability Delivery Time Qty
Cat.No. 1479 - Mifepristone | C29H35NO2 | CAS No. 84371-65-3
Description: Progesterone and glucocorticoid receptor antagonist
Alternative Names: RU 486, RU 38486
Chemical Name: (11β,17β)-11-[4-(Dimethylamino)phenyl]-17-hydroxy-17-(1-propynyl)-estra-4,9-dien-3-one
Purity: ≥99% (HPLC)
Datasheet
Citations (17)
Literature

Biological Activity

Selective antagonist at progesterone (PR) and glucocorticoid (GR) receptors in vitro and in vivo. Is a silent antagonist at PR and has a higher affinity than progesterone. Has higher affinity for GR than dexamethasone (Cat. No. 1126).

Compound Libraries

Mifepristone is also offered as part of the Tocriscreen Plus and Tocriscreen Library of FDA-Approved Compounds. Find out more about compound libraries available from Tocris.

Technical Data

M. Wt 429.6
Formula C29H35NO2
Storage Store at RT
Purity ≥99% (HPLC)
CAS Number 84371-65-3
PubChem ID 55245
InChI Key VKHAHZOOUSRJNA-GCNJZUOMSA-N
Smiles [H][C@@]23CCC1=CC(CCC1=C2[C@@H]([C@]5=CC=C(N(C)C)C=C5)C[C@@]4(C)[C@]([H])3CC[C@@](C#CC)4O)=O

The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.

All Tocris products are intended for laboratory research use only.

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
DMSO 42.96 100
ethanol 21.48 50mM with gentle warming

Preparing Stock Solutions

The following data is based on the product molecular weight 429.6. Batch specific molecular weights may vary from batch to batch due to solvent of hydration, which will affect the solvent volumes required to prepare stock solutions.

Select a batch to recalculate based on the batch molecular weight:
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 2.33 mL 11.64 mL 23.28 mL
5 mM 0.47 mL 2.33 mL 4.66 mL
10 mM 0.23 mL 1.16 mL 2.33 mL
50 mM 0.05 mL 0.23 mL 0.47 mL

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Product Datasheets

Certificate of Analysis / Product Datasheet
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Safety Datasheet

References

References are publications that support the products' biological activity.

Gagne et al (1985) RU 38486: a potent antiglucocorticoid in vitro and in vivo. J.Steroid Biochem. 23 247 PMID: 2864478

Mao et al (1992) Molecular mechanism of RU 486 action: a review. Mol.Cell.Biochem. 109 1 PMID: 1614417

Schrieber et al (1983) Binding of the anti-progestin RU 486 to rat ovary steroid receptors. Contraception 28 77 PMID: 6627946


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Keywords: Glucocorticoid progesterone antagonists glucocorticoid Receptors RU486 RU38486 RU 486 RU 38486 Progesterone Receptor

17 Citations for Mifepristone

Citations are publications that use Tocris products. Selected citations for Mifepristone include:

Luoma et al (2011) Progesterone inhibition of voltage-gated calcium channels is a potential neuroprotective mechanism against excitotoxicity. Steroids 76 845 PMID: 21371490

Butts et al (2011) Glucocorticoid receptors in the prefrontal cortex regulate stress-evoked dopamine efflux and aspects of executive function. Proc Natl Acad Sci U S A 108 18459 PMID: 22032926

Urbanet et al (2010) Analysis of insulin sensitivity in adipose tissue of patients with primary aldosteronism. J Neurophysiol 95 4037 PMID: 20484481

Zhang (2010) Hepatocyte growth factor system in the mouse uterus: variation across the estrous cycle and regulation by 17-β-estradiol and progesterone. Neuroscience 82 1037 PMID: 20147731

Schwendt and McGinty (2010) Amphetamine up-regulates activator of G-protein signaling 1 mRNA and protein levels in rat frontal cortex: the role of dopamine and glucocorticoid receptors. J Neurosci 168 96 PMID: 20298760

Campioni et al (2009) Stress-induced changes in nucleus accumbens glutamate synaptic plasticity. Oncotarget 101 3192 PMID: 19357347

Mayanagi et al (2008) Glucocorticoid receptor-mediated expression of caldesmon regulates cell migration via the reorganization of the actin cytoskeleton. J Biol Chem 283 31183 PMID: 18772142

Wood et al (2006) Facilitation of cardiac vagal activity by CRF-R1 antagonists during swim stress in rats. Neuropsychopharmacology 31 2580 PMID: 16710322

Yang et al (2005) Behavioral stress enhances hippocampal CA1 long-term depression through the blockade of the glutamate uptake. Mediators Inflamm 25 4288 PMID: 15858055

Lee et al (2016) The Anti-apoptotic Effect of Ghrelin on Restraint Stress-Induced Thymus Atrophy in Mice. Immune Network 16 242 PMID: 27574503

Reinhardt et al (2015) Sox2, Tlx, Gli3, and Her9 converge on Rx2 to define retinal stem cells in vivo. EMBO J 34 1572 PMID: 25908840

Zarif et al (2015) Androgen receptor non-nuclear regulation of prostate cancer cell invasion mediated by Src and matriptase. Biol Reprod 6 6862 PMID: 25730905

Liu et al (2014) Chronic stress impairs GABAergic control of amygdala through suppressing the tonic GABAA receptor currents. Mol Brain 7 32 PMID: 24758222

Sze et al (2013) The role of glucocorticoid receptors in dexamethasone-induced apoptosis of neuroprogenitor cells in the hippocampus of rat pups. World J Gastroenterol 2013 628094 PMID: 23401645

Kodithuwakku et al (2012) Wnt activation downregulates olfactomedin-1 in Fallopian tubal epithelial cells: a microenvironment predisposed to tubal ectopic pregnancy. Lab Invest 92 256 PMID: 21968811

Shikatani et al (2012) Inhibition of proliferation, migration and proteolysis contribute to corticosterone-mediated inhibition of angiogenesis. PLoS One 7 e46625 PMID: 23056375

Dorey et al (2012) Stress-induced memory retrieval impairments: different time-course involvement of corticosterone and glucocorticoid receptors in dorsal and ventral hippocampus. Neuropsychopharmacology 37 2870 PMID: 22948976


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