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M8046

Sigma-Aldrich

Mifepristone

≥98%

Synonym(s):

11β-(4-Dimethyl­amino)­phenyl-17β-hydroxy-17-(1-propynyl)­estra-4,9-dien-3-one, RU-38486, RU-486

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100 MG
$103.00
500 MG
$387.00
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$663.00

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100 MG
$103.00
500 MG
$387.00
1 G
$663.00

About This Item

Empirical Formula (Hill Notation):
C29H35NO2
CAS Number:
Molecular Weight:
429.59
MDL number:
UNSPSC Code:
51111800
PubChem Substance ID:
NACRES:
NA.77

$103.00


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biological source

synthetic (organic)

sterility

non-sterile

assay

≥98%

form

powder

technique(s)

inhibition assay: suitable

solubility

ethanol: 50 mg/mL, clear, greenish-yellow

originator

Danco Laboratories

shipped in

ambient

storage temp.

2-8°C

SMILES string

[H][C@@]12CCC3=CC(=O)CCC3=C1[C@H](C[C@@]4(C)[C@@]2([H])CC[C@@]4(O)C#CC)c5ccc(cc5)N(C)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

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General description

Mifepristone, a synthetic steroid, can be utilized for the management of Cushing′s syndrome and uterine leiomyomas. At low doses, it selectively antagonizes progesterone by binding to the intracellular progesterone receptor. At higher doses, mifepristone blocks cortisol at the glucocorticoid receptor, affecting the hypothalamic-pituitary-adrenal axis and leading to increased circulating cortisol, thereby controlling hyperglycemia in some patients. Additionally, mifepristone has a higher affinity for the glucocorticoid II receptor than for the glucocorticoid I receptor. In cases of pregnancy termination, mifepristone disrupts progesterone.[1]

Application

Mifepristone has been used:
  • to induce damage against the proliferative and secretory phase of endometrial stromal cells[2]
  • to establish a preterm birth (PTB) mice model in order to study the difference in cervical ripening mechanism between term and PTBs[3]
  • to activate geneswitch gal4 in flies[4]
  • to study the effects of sex steroids on prostaglandin secretion[5]

Biochem/physiol Actions

Therefore, mifepristone is considered to be a potent abortifacient. It is also known to inhibit human chorionic gonadotropin.[6] Mifepristone results in decidual necrosis.[7]
Mifepristone (RU-486) has activity as both a progesterone receptor antagonist and a glucocorticoid receptor antagonist.

Features and Benefits

This compound is featured on the Nuclear Receptors (Steroids) page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.
This compound was developed by Danco Laboratories. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

pictograms

Health hazard

signalword

Danger

hcodes

Hazard Classifications

Repr. 1B

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type P3 (EN 143) respirator cartridges


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Pfenninger and Fowler's Procedures for Primary Care, 874-874 (2010)
Ovarian steroids regulate prostaglandin secretion in the feline endometrium
Siemieniuch MJ, et al.
Animal Reproduction Science, 120(1-4), 142-150 (2010)
The molecular mechanisms of cervical ripening differ between term and preterm birth
Holt R, et al.
Endocrinology, 152(3), 1036-1046 (2011)
Mifepristone
Autry BM and Wadhwa R
StatPearls [Internet] (2020)
Nynne Sharma et al.
Nucleic acids research, 36(11), e67-e67 (2008-05-24)
Nonviral integration systems are widely used genetic tools in transgenesis and play increasingly important roles in strategies for therapeutic gene transfer. Methods to efficiently regulate the activity of transposases and site-specific recombinases have important implications for their spatiotemporal regulation in

Questions

1–9 of 9 Questions  
  1. What are the recommended storage conditions for stock solutions of Mifepristone (item M8046)?

    1 answer
    1. The stock solutions of Mifepristone (item M8046) can be stored at -20°C and remain stable for up to 3 months.

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  2. What are the recommended storage conditions for stock solutions of item A8727, Antalarmin hydrochloride?

    1 answer
    1. Store stock solutions of item A8727, Antalarmin hydrochloride below -20°C and ensure a tight seal before storage.

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  3. What is the recommended method for storing stock solutions of item P0884, (±)-Propranolol hydrochloride?

    1 answer
    1. For P0884, stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. Typically, the stock solution can be kept for several months.

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  4. How should stock solutions for item I6138, Idazoxan hydrochloride, be stored?

    1 answer
    1. Stock solutions for item I6138, Idazoxan hydrochloride, are stable for up to 3 months at -20°C.

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  5. How many pills is in the container of mifepristone ( 100mg)

    1 answer
    1. This item is supplied in a powder form, not in a pill form. Unless otherwise stated this product is intended for research use only and is not to be used for any other purpose, which includes but is not limited to, unauthorized commercial uses, in vitro diagnostic uses, ex vivo or in vivo therapeutic uses, or any type of consumption or application to humans or animals.

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  6. Where can I find information on usage of Mifepristone, Product M8046?

    1 answer
    1. The Sigma-Aldrich website listing has several cited articles with hyperlinks to the abstracts. These references can be found under the reference tab on the M8046 product webpage.

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  7. Can solutions of Mifepristone, Product M8046, be stored?

    1 answer
    1. Stock solutions of 1 mM mifepristone in ethanol can be stored at -20 °C. The top of the container should be sealed with Parafilm to prevent solvent evaporation. Solutions in ethanol, properly stored and handled, are probably good for several months (based on the structure of the compound), but we have no specific information on this.

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  8. What is Mifepristone, Product M8046, soluble in?

    1 answer
    1. Mifepristone is soluble in ethanol at 50 mg/mL; heat may be required to dissolve the compound at this concentration.  It is also soluble in DMSO at 20 mg/mL.

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  9. What is the Department of Transportation shipping information for this product?

    1 answer
    1. Transportation information can be found in Section 14 of the product's (M)SDS.To access the shipping information for this material, use the link on the product detail page for the product.

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