Osaterone acetate

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Osaterone acetate
Progestin; Progestogen ester
Pharmacokinetic data
Protein bindingOsaterone acetate: 90%
15β-Hydroxyosaterone acetate: 80%[1]
(Both mainly to albumin)[1]
MetabolismLiver[1]
Metabolites15β-Hydroxyosaterone acetate[1]
Elimination half-lifeDogs: 80 hours to 197 ± 109 hours[1][2]
ExcretionBile: 60%[1]
Urine: 25%[1]
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
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 in Europe in the treatment of enlarged prostate in dogs.[1][3][4] It is given by mouth.[1]

Osaterone acetate is an

synthetic progestogen, and hence is an agonist of the progesterone receptor, the biological target of progestogens like progesterone.[1]

Osaterone acetate was introduced for veterinary use in 2007.[5] It is marketed in Europe.[6][1]

Uses

Veterinary

Osaterone acetate is used in veterinary medicine in Europe in the treatment of benign prostatic hyperplasia (BPH) in dogs.[1][3][4] It has been found to produce remission of clinical symptoms of BPH in 83% of dogs for six months after a single one-week course of treatment,[7] and can be used long-term.[4]

Available forms

Osaterone acetate comes in the form of 1.875 mg, 3.75 mg, 7.5 mg, and 15 mg oral tablets for veterinary use.[1]

Side effects

diabetes mellitus.[9][8]

Pharmacology

Pharmacodynamics

Osaterone acetate is a

prostate gland.[1]

Pharmacokinetics

The major active metabolite of osaterone acetate is 15β-hydroxyosaterone acetate.[1] Osaterone acetate has a long biological half-life of 80 hours to 197 ± 109 hours in dogs.[1][2]

Chemistry

See also: Steroidal antiandrogen, List of steroidal antiandrogens, List of progestogens, Progestogen ester, and List of progestogen esters

Osaterone acetate, also known as 2-oxachloromadinone acetate, as well as 17α-acetoxy-6-chloro-2-oxa-6-dehydroprogesterone or 17α-acetoxy-6-chloro-2-oxapregna-4,6-diene-3,20-dione, is a

17α-hydroxyprogesterone.[6] It is a derivative of the less potent chlormadinone acetate.[3] The medication is the C17α acetate ester of osaterone.[6]

History

Osaterone acetate was introduced for veterinary use in Europe under the brand name Ypozane in 2007.[6][5][1]

Society and culture

Generic names

Osaterone acetate is the

parent compound.[6]

Brand names

Osaterone acetate is marketed under the brand name Ypozane by Virbac.[6]

Availability

Osaterone acetate is available widely throughout Europe, including in Belgium, Finland, France, Germany, Italy, the Netherlands, Norway, Poland, Sweden, Switzerland, and the United Kingdom.[6]

Research

Osaterone acetate was also investigated in Japan in the treatment of prostate cancer and BPH in humans but was ultimately never marketed for such purposes.[3][10]

References

  1. ^ a b c d e f g h i j k l m n o p q r s t "Ypozane for Dogs" (PDF). European Medicines Agency.
  2. ^
    ISBN 978-0-7020-2858-8
    .
  3. ^
    ISBN 978-3-319-13278-5
    .
  4. ^
    ISBN 978-1-4987-2850-8
    .
  5. ^
    S2CID 257184365
    .
  6. ^ a b c d e f g h "Osaterone". Drugs.com.
  7. ISBN 978-0-323-24074-1
    .
  8. ^
    ISBN 978-1-4557-4447-3
    .
  9. ^
    ISBN 978-1-4377-0282-8
    .
  10. ISBN 978-1-60761-471-5
    .

Further reading

External links