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Merck

M8046

Mifepristone

synthetic (organic), ≥98%, Progesterone receptor antagonist, powder

동의어(들):

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

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크기 선택

제품정보 (DICE 배송 시 비용 별도)

실험식(Hill 표기법):
C29H35NO2
CAS 번호:
84371-65-3
Molecular Weight:
429.59
UNSPSC Code:
51111800
PubChem Substance ID:
24278572
NACRES:
NA.77
MDL number:
MFCD00867226
Assay:
≥98%
Form:
powder

주요 문서

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제품 이름

Mifepristone, ≥98%

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

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

Gene Information

human ... AR(367), ESR1(2099), ESR2(2100), HTR1A(3350), HTR1B(3351), HTR1D(3352), HTR1E(3354), HTR1F(3355), HTR2A(3356), HTR2B(3357), HTR2C(3358), HTR3A(3359), HTR3B(9177), HTR3C(170572), HTR3D(200909), HTR3E(285242), HTR4(3360), HTR5A(3361), HTR5B(645694), HTR6(3362), HTR7(3363), NR3C1(2908), NR3C2(4306), PGR(5241)
mouse ... Nr3c1(14815)
rat ... Nr3c1(24413), Tat(24813)

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관련 카테고리

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.

Application

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

Biochem/physiol Actions

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

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
GHS08

signalword

Danger

hcodes

H360

Hazard Classifications

Repr. 1B

저장 등급

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

wgk

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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시험 성적서(COA)

Lot/Batch Number
WXBD5791V
WXBD2264V
WXBD0800V
WXBC8811V
WXBC6749V

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문서 라이브러리 방문

Peptidergic cell-specific synaptotagmins in Drosophila: localization to dense-core granules and regulation by the bHLH protein DIMMED
Park D, et al.
The Journal of Neuroscience, 34(39), 13195-13207 (2014)
Mesenchymal stem cells derived from Wharton jelly of the human umbilical cord ameliorate damage to human endometrial stromal cells
Yang X, et al.
Fertility and Sterility, 96(4), 1029-1036 (2011)
Meyler's Side Effects of Endocrine and Metabolic Drugs, 285-285 (2009)
The molecular mechanisms of cervical ripening differ between term and preterm birth
Holt R, et al.
Endocrinology, 152(3), 1036-1046 (2011)
Ovarian steroids regulate prostaglandin secretion in the feline endometrium
Siemieniuch MJ, et al.
Animal Reproduction Science, 120(1-4), 142-150 (2010)
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