Aglepristone

Aglepristone (INN) (brand name Alizin; former developmental code names RU-46534, RU-534) is a synthetic, steroidal antiprogestogen related to mifepristone which is marketed by Virbac in several European countries for use in veterinary medicine.[1][2][3] It is specifically used as an abortifacient in pregnant animals.[1][3][4] Aglepristone, similarly to mifepristone, also possesses some antiglucocorticoid activity.[5][6]

Aglepristone
Clinical data
Trade namesAlizin
Other namesRU-46534; RU-534; 11β-[4-(Dimethylamino)phenyl]-17β-hydroxy-17α-[(Z)-propenyl]estra-4,9-dien-3-one
Drug classAntiprogestogen; Antiglucocorticoid
ATC code
Identifiers
IUPAC name
  • (8S,11R,13S,14S,17R)-11-[4-(dimethylamino)phenyl]-17-hydroxy-13-methyl-17-[(Z)-prop-1-enyl]-1,2,6,7,8,11,12,14,15,16-decahydrocyclopenta[a]phenanthren-3-one
CAS Number
PubChem CID
ChemSpider
UNII
KEGG
ChEMBL
CompTox Dashboard (EPA)
ECHA InfoCard100.211.372
Chemical and physical data
FormulaC29H37NO2
Molar mass431.620 g·mol−1
3D model (JSmol)
SMILES
  • C/C=C\[C@@]1(CC[C@@H]2[C@@]1(C[C@@H](C3=C4CCC(=O)C=C4CC[C@@H]23)C5=CC=C(C=C5)N(C)C)C)O
InChI
  • InChI=1S/C29H37NO2/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/h5-7,9-10,15,17,24-26,32H,8,11-14,16,18H2,1-4H3/b15-5-/t24-,25+,26-,28-,29-/m0/s1
  • Key:RTCKAOKDXNYXEH-FWSJOHTJSA-N

See also

References
  1. John D. Bonagura; David C. Twedt (1 December 2013). Kirk's Current Veterinary Therapy XV. Elsevier Health Sciences. pp. 3009–. ISBN 978-0-323-22762-9.
  2. E. James Squires (2010). Applied Animal Endocrinology. CABI. pp. 207–. ISBN 978-1-84593-755-3.
  3. Mark G. Papich (3 November 2010). Saunders Handbook of Veterinary Drugs: Small and Large Animal. Elsevier Health Sciences. pp. 120–. ISBN 978-1-4377-0192-0.
  4. Patrick W. Concannon (2001). Advances in reproduction in dogs, cats and exotic carnivores: proceedings of the fourth International Symposium on Canine and Feline Reproduction, Oslo, Norway, 29 June-1 July 2000. Journal of Reproduction and Fertility. ISBN 978-0-906545-37-9.
  5. Batista M, Reyes R, Santana M, Alamo D, Vilar J, González F, Cabrera F, Gracia A (2011). "Induction of parturition with aglepristone in the Majorera goat". Reprod. Domest. Anim. 46 (5): 882–8. doi:10.1111/j.1439-0531.2011.01759.x. PMID 21320179.
  6. Baan M, Taverne MA, de Gier J, Kooistra HS, Kindahl H, Dieleman SJ, Okkens AC (2008). "Hormonal changes in spontaneous and aglépristone-induced parturition in dogs". Theriogenology. 69 (4): 399–407. doi:10.1016/j.theriogenology.2007.10.008. PMID 18054071.


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