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Lilopristone

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Chemical compound Pharmaceutical compound
Lilopristone
Clinical data
Other namesZK-98734; ZK-734; 11β-(4-(Dimethylamino)phenyl)-17β-hydroxy-17α-((Z)-3-hydroxypropenyl)estra-4,9-dien-3-one
Identifiers
IUPAC name
  • (8S,11R,13S,14S,17R)-11--17-hydroxy-17--13-methyl-1,2,6,7,8,11,12,14,15,16-decahydrocyclopentaphenanthren-3-one
CAS Number
PubChem CID
ChemSpider
UNII
ChEMBL
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC29H37NO3
Molar mass447.619 g·mol
3D model (JSmol)
SMILES
  • C12C(C3=C4CCC(=O)C=C4CC31CC2(/C=C\CO)O)C5=CC=C(C=C5)N(C)C
InChI
  • InChI=1S/C29H37NO3/c1-28-18-25(19-5-8-21(9-6-19)30(2)3)27-23-12-10-22(32)17-20(23)7-11-24(27)26(28)13-15-29(28,33)14-4-16-31/h4-6,8-9,14,17,24-26,31,33H,7,10-13,15-16,18H2,1-3H3/b14-4-/t24-,25+,26-,28-,29-/m0/s1
  • Key:RCOWGILQXUPXEW-FUSOFXSQSA-N

Lilopristone (INN) (developmental code names ZK-98734, ZK-734) is a synthetic, steroidal antiprogestogen with additional antiglucocorticoid activity which was developed by Schering and was patented in 1985. It is described as an abortifacient and endometrial contraceptive. The drug differs from mifepristone only in the structure of its C17α side chain, and is said to have much reduced antiglucocorticoid activity in comparison.

See also

References

  1. ^ Elks J (14 November 2014). The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies. Springer. pp. 733–. ISBN 978-1-4757-2085-3.
  2. Rao KA (November 2009). Textbook of Gynaecology. Elsevier India. pp. 187–. ISBN 978-81-312-1526-5.
  3. Baird DT, Schütz G, Krattenmacher R (9 March 2013). Organ-Selective Actions of Steroid Hormones. Springer Science & Business Media. pp. 108–. ISBN 978-3-662-09153-1.
  4. ^ Milne GW (8 May 2018). Drugs: Synonyms and Properties: Synonyms and Properties. Taylor & Francis. pp. 23–. ISBN 978-1-351-78989-9.
  5. Deshpande H (12 February 2016). Practical Management of Ovulation Induction. JP Medical Ltd. pp. 29–. ISBN 978-93-5250-028-4.
  6. Van Look PF, Pérez-Palacios G, World Health Organization (1994). Contraceptive research and development, 1984 to 1994: the road from Mexico City to Cairo and beyond. Oxford University Press. p. 169. ISBN 978-0-19-563630-7. lilopristone, which differs from mifepristone only in the structure of the 17a side chain, is said to have a much reduced antiglucocorticoid activity (Neef et al., 1984).

Further reading

Glucocorticoid receptor modulators
GRTooltip Glucocorticoid receptor
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(SEGRMsTooltip Selective glucocorticoid receptor agonists)
Antagonists
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Receptor/signaling modulators
Glucocorticoids and antiglucocorticoids
Mineralocorticoid receptor modulators
List of corticosteroids
Progesterone receptor modulators
PRTooltip Progesterone receptor
Agonists
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(SPRMsTooltip Selective progesterone receptor modulators)
Antagonists
mPRTooltip Membrane progesterone receptor
(PAQRTooltip Progestin and adipoQ receptor)
Agonists
Antagonists
See also
Receptor/signaling modulators
Progestogens and antiprogestogens
Androgen receptor modulators
Estrogen receptor modulators
List of progestogens
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