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Documentos Principais

M8046

Sigma-Aldrich

Mifepristone

≥98%

Sinônimo(s):

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

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About This Item

Fórmula empírica (Notação de Hill):
C29H35NO2
Número CAS:
Peso molecular:
429.59
Número MDL:
Código UNSPSC:
51111800
ID de substância PubChem:
NACRES:
NA.77

fonte biológica

synthetic (organic)

esterilidade

non-sterile

Ensaio

≥98%

forma

powder

técnica(s)

inhibition assay: suitable

solubilidade

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

originador

Danco Laboratories

Condições de expedição

ambient

temperatura de armazenamento

2-8°C

cadeia de caracteres SMILES

[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

chave InChI

VKHAHZOOUSRJNA-GCNJZUOMSA-N

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Descrição geral

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.

Aplicação

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

Ações bioquímicas/fisiológicas

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

Características e benefícios

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.

Pictogramas

Health hazard

Palavra indicadora

Danger

Frases de perigo

Declarações de precaução

Classificações de perigo

Repr. 1B

Código de classe de armazenamento

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

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable

Equipamento de proteção individual

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


Certificados de análise (COA)

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Mesenchymal stem cells derived from Wharton jelly of the human umbilical cord ameliorate damage to human endometrial stromal cells
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Fertility and Sterility, 96(4), 1029-1036 (2011)
Meyler's Side Effects of Endocrine and Metabolic Drugs, 285-285 (2009)
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