Osaterone acetate

Osaterone acetate
Clinical data
Trade namesYpozane
Other namesTZP-4238; Gestoxarone acetate; 2-Oxachloromadinone acetate; 17α-Acetoxy-6-chloro-2-oxa-6-dehydroprogesterone; 17α-Acetoxy-6-chloro-2-oxapregna-4,6-diene-3,20-dione, Osaterone acetate (JAN JP)
Routes of
administration		By mouth (tablets)
Drug classSteroidal antiandrogen; Progestogen; Progestin; Progestogen ester
ATCvet code
Legal status
Legal status
Pharmacokinetic data
Protein bindingOsaterone acetate: 90%
15β-Hydroxyosaterone acetate: 80%[3]
(Both mainly to albumin)[3]
MetabolismLiver[3]
Metabolites15β-Hydroxyosaterone acetate[3]
Elimination half-lifeDogs: 80 hours to 197 ± 109 hours[3][4]
ExcretionBile: 60%[3]
Urine: 25%[3]
Identifiers
  • [(1R,3aS,3bR,9aR,9bS,11aS)-1-acetyl-5-chloro-9a,11a-dimethyl-7-oxo-2,3,3a,3b,9,9b,10,11-octahydroindeno[4,5-h]isochromen-1-yl] acetate
CAS Number
PubChem CID
ChemSpider
UNII
KEGG
CompTox Dashboard (EPA)
ECHA InfoCard100.215.750 Edit this at Wikidata
Chemical and physical data
FormulaC22H27ClO5
Molar mass406.90 g·mol−1
3D model (JSmol)
  • CC(=O)C1(CCC2C1(CCC3C2C=C(C4=CC(=O)OCC34C)Cl)C)OC(=O)C
  • InChI=1S/C22H27ClO5/c1-12(24)22(28-13(2)25)8-6-16-14-9-18(23)17-10-19(26)27-11-20(17,3)15(14)5-7-21(16,22)4/h9-10,14-16H,5-8,11H2,1-4H3/t14-,15+,16+,20-,21+,22+/m1/s1
  • Key:KKTIOMQDFOYCEN-OFUYBIASSA-N

Osaterone acetate, sold under the brand name Ypozane, is a medication which is used in veterinary medicine for the treatment of enlarged prostate in dogs.[3][5][6] It is given by mouth.[3]

Osaterone acetate is an antiandrogen, and hence is an antagonist of the androgen receptor, the biological target of androgens like testosterone and dihydrotestosterone.[3] It is also a progestin, or a synthetic progestogen, and hence is an agonist of the progesterone receptor, the biological target of progestogens like progesterone.[3]

Osaterone acetate was introduced for veterinary use in 2007.[1][3][7][8]

  1. ^ a b "Ypozane EPAR". European Medicines Agency. 18 January 2007. Retrieved 28 June 2024.
  2. ^ "Ypozane PI". Union Register of veterinary medicinal products. 15 January 2007. Retrieved 29 June 2024.
  3. ^ a b c d e f g h i j k l "Ypozane for Dogs" (PDF). European Medicines Agency. Archived from the original (PDF) on 20 June 2018. Retrieved 20 February 2018.
  4. ^ Cite error: The named reference MaddisonPage2008 was invoked but never defined (see the help page).
  5. ^ Weber GF (22 July 2015). Molecular Therapies of Cancer. Springer. pp. 316–. ISBN 978-3-319-13278-5.
  6. ^ Greer ML (18 December 2014). Canine Reproduction and Neonatology. Teton NewMedia. pp. 296–. ISBN 978-1-4987-2850-8.
  7. ^ Cite error: The named reference EmmerichUngemach2008 was invoked but never defined (see the help page).
  8. ^ Cite error: The named reference Drugs.com was invoked but never defined (see the help page).