Mifepristone

  • CAT Number: A000368
  • CAS Number: 84371-65-3
  • Molecular Formula: C₂₉H₃₅NO₂
  • Molecular Weight: 429.59
  • Purity: ≥95%
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Mifepristone is a synthetic steroid compound used as a pharmaceutical. It is used as an abortifacient in the first two months of pregnancy, and in smaller doses as an emergency contraceptive. During early trials, it was known as RU-486, its designation at the Roussel Uclaf company, which designed the drug. The drug was initially made available in France, and other countries then followed—often amid controversy. It is marketed under tradenames Mifegyne and Mifeprex.

Catalog Number A000368
CAS Number 84371-65-3
Molecular Formula

C₂₉H₃₅NO₂

Purity 95%
Target Glucocorticoid Receptor
Solubility >21.5mg/mL in DMSO
Storage -20°C
InChI 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
InChIKey VKHAHZOOUSRJNA-GCNJZUOMSA-N
SMILES CC#CC1(CCC2C1(CC(C3=C4CCC(=O)C=C4CCC23)C5=CC=C(C=C5)N(C)C)C)O
Reference

1: Li HR, Li YX, Li TT, Fan H, Ng EH, Yeung WS, Ho PC, Lee KF. Effect of
ulipristal acetate and mifepristone at emergency contraception dose on the
embryo-endometrial attachment using an in vitro human trophoblastic spheroid and
endometrial cell co-culture model. Hum Reprod. 2017 Nov 7:1-9. doi:
10.1093/humrep/dex328. [Epub ahead of print] PubMed PMID: 29121217.
<br>

2: Davenport M, Delgado G, Harrison MP, Khauv V. Embryo Survival after
Mifepristone: A Systematic Review of the Literature. Issues Law Med. 2017
Spring;32(1):3-18. PubMed PMID: 29108160.

<br>
3: Loi M, Sarabdjitsingh RA, Tsouli A, Trinh S, Arp M, Krugers HJ, Karst H, van
den Bos R, Jo&#235;ls M. Transient Prepubertal Mifepristone Treatment Normalizes
Deficits in Contextual Memory and Neuronal Activity of Adult Male Rats Exposed to
Maternal Deprivation. eNeuro. 2017 Nov 2;4(5). pii: ENEURO.0253-17.2017. doi:
10.1523/ENEURO.0253-17.2017. eCollection 2017 Sep-Oct. PubMed PMID: 29098176;
PubMed Central PMCID: PMC5666324.
<br>

4: Liu L, Zhou F, Qin J, Qian Z, Huang L. Roles of Mifepristone on the Regulation
of Cytotoxic Lymphocytes and Regulatory T Cells. Gynecol Obstet Invest. 2017 Oct
28. doi: 10.1159/000455848. [Epub ahead of print] PubMed PMID: 29080885.

<br>
5: Yang Y, Li X, Mamouni K, Kucuk O, Wu D. Mifepristone Has Limited Activity to
Enhance the In Vivo Efficacy of Docetaxel and Enzalutamide Against Bone
Metastatic and Castration-Resistant Prostate Cancer. Anticancer Res. 2017
Nov;37(11):6235-6243. PubMed PMID: 29061806.
<br>

6: Alam A, Lotarevich T, Das TR, Reichenbach L, Bracken H.
Mifepristone-misoprostol for menstrual regulation in public sector facilities in
Bangladesh. Int J Gynaecol Obstet. 2017 Oct 19. doi: 10.1002/ijgo.12356. [Epub
ahead of print] PubMed PMID: 29049861.
<br>

7: Murtagh C, Wells E, Raymond EG, Coeytaux F, Winikoff B. Exploring the
Feasibility of Obtaining Mifepristone and Misoprostol from the Internet.
Contraception. 2017 Oct 10. pii: S0010-7824(17)30475-4. doi:
10.1016/j.contraception.2017.09.016. [Epub ahead of print] PubMed PMID: 29030227.
<br>

8: Nguyen D, Mizne S. Effects of Ketoconazole on the Pharmacokinetics of
Mifepristone, a Competitive Glucocorticoid Receptor Antagonist, in Healthy Men.
Adv Ther. 2017 Oct;34(10):2371-2385. doi: 10.1007/s12325-017-0621-9. Epub 2017
Oct 11. PubMed PMID: 29022184; PubMed Central PMCID: PMC5656713.
<br>

9: Bernal-Sore I, Navarro-Marquez M, Osorio-Fuentealba C, Díaz-Castro F, Del
Campo A, Donoso-Barraza C, Porras O, Lavandero S, Troncoso R. Mifepristone
enhances insulin-stimulated Akt phosphorylation and glucose uptake in skeletal
muscle cells. Mol Cell Endocrinol. 2017 Sep 21. pii: S0303-7207(17)30513-0. doi:
10.1016/j.mce.2017.09.028. [Epub ahead of print] PubMed PMID: 28943275.

<br>
10: Aiken ARA, Guthrie KA, Schellekens M, Trussell J, Gomperts R. Barriers to
accessing abortion services and perspectives on using mifepristone and
misoprostol at home in Great Britain. Contraception. 2017 Sep 20. pii:
S0010-7824(17)30435-3. doi: 10.1016/j.contraception.2017.09.003. [Epub ahead of
print] PubMed PMID: 28941978.

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