OSATERONE ACETATE

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C22H27ClO5
Molecular Weight	406.9
Optical Activity	UNSPECIFIED
Defined Stereocenters	6 / 6
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

[H][C@@]12CC[C@](OC(C)=O)(C(C)=O)[C@@]1(C)CC[C@@]3([H])[C@@]2([H])C=C(Cl)C4=CC(=O)OC[C@]34C

InChI

InChIKey=KKTIOMQDFOYCEN-OFUYBIASSA-N

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

HIDE SMILES / InChI

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/30605276 | https://www.ema.europa.eu/en/documents/product-information/ypozane-epar-product-information_en.pdf | https://adisinsight.springer.com/drugs/800002719

Osaterone acetate (previously known as TZP-4238), a synthetic steroidal anti-androgen agent. Osaterone acetate is used in veterinary in Europe in the treatment of benign prostatic hyperplasia (BPH) in male dogs. Osaterone acetate inhibits the effects of an excess of male hormone (testosterone) through various mechanisms. It competitively prevents the binding of androgens to their prostatic receptors and blocks the transport of testosterone into the prostate. Osaterone acetate was also investigated in Japan in the treatment of prostate cancer and BPH and, in addition, was studied in postmenopausal osteoporosis in humans. However, these studies were discontinued.

Approval Year

PubMed

Title	Date	PubMed
Effect of anti-androgen (TZP-4238) on steroid-induced canine prostatic hyperplasia. Light and electron microscopic investigations.	1990 Dec	1710865
[Effects of antiandrogen TZP-4238 on the prostatic androgen receptor and prostatic androgen in rat].	1994 Oct 20	7528148
Pharmacokinetics and biliary excretion of osaterone acetate, a new steroidal antiandrogen, in dogs.	2002 Feb	11792686

Sample Use Guides

In Vivo Use Guide

in veterinary for Dogs (male): administer 0.25 – 0.5 mg osaterone acetate per kilogram bodyweight, once a day, for 7 days

Route of Administration: Oral

Name

Type

Language

OSATERONE ACETATE

Common Name

English

OSATERONE ACETATE ESTER

Common Name

English

TZP-4238

Code

English

OSATERONE ACETATE [EMA EPAR VETERINARY]

Common Name

English

2-OXAPREGNA-4,6-DIENE-3,20-DIONE, 17-(ACETYLOXY)-6-CHLORO-

Systematic Name

English

OSATERONE ACETATE [JAN]

Common Name

English

2-OXOCHLORMADINONE ACETATE

Common Name

English

OSATERONE ACETATE ESTER [MI]

Common Name

English

YPOZANE

Brand Name

English

Classification Tree Code System Code

EMA VETERINARY ASSESSMENT REPORTS

YPOZANE [AUTHORIZED]