Osaterone acetate

Osaterone acetate
Clinical data
Trade names	Ypozane
Other names	TZP-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 class	Steroidal antiandrogen; Progestogen; Progestin; Progestogen ester
ATCvet code	QG04CX90 (WHO) ;
Legal status
Legal status	EU: Rx-only;
Pharmacokinetic data
Protein binding	Osaterone acetate: 90%; 15β-Hydroxyosaterone acetate: 80%; (Both mainly to albumin)
Metabolism	Liver
Metabolites	15β-Hydroxyosaterone acetate
Elimination half-life	Dogs: 80 hours to 197 ± 109 hours
Excretion	Bile: 60%; Urine: 25%
Identifiers
	IUPAC name [(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	105149-00-6;
PubChem CID	114992;
ChemSpider	102924;
UNII	FR26FSV5EZ;
KEGG	D11105;
CompTox Dashboard (EPA)	DTXSID501030455 ;
ECHA InfoCard	100.215.750
Chemical and physical data
Formula	C22H27ClO5
Molar mass	406.90 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES CC(=O)C1(CCC2C1(CCC3C2C=C(C4=CC(=O)OCC34C)Cl)C)OC(=O)C;
	InChI 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]

^ ^a ^b "Ypozane EPAR". European Medicines Agency. 18 January 2007. Retrieved 28 June 2024.
^ "Ypozane PI". Union Register of veterinary medicinal products. 15 January 2007. Retrieved 29 June 2024.
^ ^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.
^ Cite error: The named reference MaddisonPage2008 was invoked but never defined (see the help page).
^ Weber GF (22 July 2015). Molecular Therapies of Cancer. Springer. pp. 316–. ISBN 978-3-319-13278-5.
^ Greer ML (18 December 2014). Canine Reproduction and Neonatology. Teton NewMedia. pp. 296–. ISBN 978-1-4987-2850-8.
^ Cite error: The named reference EmmerichUngemach2008 was invoked but never defined (see the help page).
^ Cite error: The named reference Drugs.com was invoked but never defined (see the help page).