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Aglepristone information


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
  • G03XB90 (WHO)
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
  • 124478-60-0
PubChem CID
  • 14153279
ChemSpider
  • 16736563
UNII
  • 0UT4JLE1CM
KEGG
  • D07096
ChEMBL
  • ChEMBL2103998
CompTox Dashboard (EPA)
  • DTXSID001016632 Edit this at Wikidata
ECHA InfoCard100.211.372 Edit this at Wikidata
Chemical and physical data
FormulaC29H37NO2
Molar mass431.620 g·mol−1
3D model (JSmol)
  • Interactive image
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

Aglepristone (INNTooltip International Nonproprietary Name) (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]

  1. ^ a b Kaufman LK, Baldwin CJ (1 December 2013). "Pregancy Loss in the Bitch and Queen". In Bonagura JD, Twedt DC (eds.). Kirk's Current Veterinary Therapy XV. Elsevier Health Sciences. pp. 3009–. ISBN 978-0-323-22762-9.
  2. ^ Squires EJ (2010). "Endocrine manipulation of reproduction.". Applied Animal Endocrinology. CABI. pp. 207–. ISBN 978-1-84593-755-3.
  3. ^ a b Papich MC (3 November 2010). "Aglepristone". Saunders Handbook of Veterinary Drugs: Small and Large Animal. Elsevier Health Sciences. pp. 120–. ISBN 978-1-4377-0192-0.
  4. ^ Fieni F, Martal J, Marnet PG, Siliart B, Bernard F, Riou M, Bruyas JF, Tainturier D (2001). Concannon PW (ed.). "Hormonal variation in bitches after early or mid-pregnancy termination with aglepristone (RU534)". Journal of Reproduction and Fertility. Supplement. 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. 57: 243–8. ISBN 978-0-906545-37-9. PMID 11787157.
  5. ^ Batista M, Reyes R, Santana M, Alamo D, Vilar J, González F, et al. (October 2011). "Induction of parturition with aglepristone in the Majorera goat". Reproduction in Domestic Animals = Zuchthygiene. 46 (5): 882–888. 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 (March 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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