M8046

Mifepristone

≥98%

• Synonyme(s) : 11β-(4-Dimethyl­amino)­phenyl-17β-hydroxy-17-(1-propynyl)­estra-4,9-dien-3-one, RU-38486, RU-486
• Formule empirique (notation de Hill): C₂₉H₃₅NO₂
• Numéro CAS: 84371-65-3
• Poids moléculaire : 429.59
• Numéro MDL: MFCD00867226
• Code UNSPSC : 51111800
• ID de substance PubChem : 24278572
• Nomenclature NACRES : NA.77

Propriétés

• Source biologique: synthetic (organic)
• Stérilité: non-sterile
• Pureté: ≥98%
• Forme: powder
• Technique(s): inhibition assay: suitable
• Solubilité: ethanol: 50 mg/mL, clear, greenish-yellow
• Auteur: Danco Laboratories
• Conditions d'expédition: ambient
• Température de stockage: 2-8°C
• Chaîne 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
• Clé InChI: VKHAHZOOUSRJNA-GCNJZUOMSA-N
• Informations sur le gène: 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)

Description

Description générale

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

Actions biochimiques/physiologiques

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.

Caractéristiques et avantages

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.

Informations sur la sécurité

• Pictogrammes: GHS08
• Mention d'avertissement: Danger
• Mentions de danger: H360
• Conseils de prudence: P201 - P308 + P313
• Classification des risques: Repr. 1B
• Code de la classe de stockage: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• Classe de danger pour l'eau (WGK): WGK 3
• Point d'éclair (°F): Not applicable
• Point d'éclair (°C): Not applicable
• Équipement de protection individuelle: Eyeshields, Gloves, type P3 (EN 143) respirator cartridges