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ACTIVE PHARMA INGREDIENTS

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Chemistry

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Also known as: Osaterone acetate ester, 105149-00-6, Tzp-4238, Fr26fsv5ez, 2-oxapregna-4,6-diene-3,20-dione, 17-(acetyloxy)-6-chloro-, Osaterone acetate (jan)

Molecular Formula

C₂₂H₂₇ClO₅

Molecular Weight

406.9 g/mol

InChI Key

KKTIOMQDFOYCEN-OFUYBIASSA-N

FDA UNII

FR26FSV5EZ

1 2D Structure

Osaterone acetate

2 Identification

2.1 Computed Descriptors

2.1.1 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

2.1.2 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

2.1.3 InChI Key

KKTIOMQDFOYCEN-OFUYBIASSA-N

2.1.4 Canonical SMILES

CC(=O)C1(CCC2C1(CCC3C2C=C(C4=CC(=O)OCC34C)Cl)C)OC(=O)C

2.1.5 Isomeric SMILES

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

2.2 Other Identifiers

2.2.1 UNII

FR26FSV5EZ

2.3 Synonyms

2.3.1 MeSH Synonyms

1. 17-acetoxy-6-chloro-2-oxa-4,6 Pregnadiene-3,20-dione

2. 2-oxachloromadinone Acetate

3. Tzp 4238

4. Tzp-4238

2.3.2 Depositor-Supplied Synonyms

1. Osaterone Acetate Ester

2. 105149-00-6

3. Tzp-4238

4. Fr26fsv5ez

5. 2-oxapregna-4,6-diene-3,20-dione, 17-(acetyloxy)-6-chloro-

6. Osaterone Acetate (jan)

7. Osaterone Acetate [jan]

8. Ypozane

9. Tzp 4238

10. Ccris 6738

11. Unii-fr26fsv5ez

12. Hipros

13. 17-(acetyloxy)-6-chloro-2-oxapregna-4,6-diene-3,20-dione

14. 17-alpha-acetoxy-6-chloro-2-oxa-4,6-pregnadiene-3,20-dione

15. [(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

16. 7-acetyl-7-(acetyloxy)-11-chloro-4ar,4b,5,6,6as,7r,8,9,9as,9br-decahydro-4a,6a-dimethylcyclopenta(5,6)naphtho(1,2-c)pyran-2(4h)-one

17. Schembl528987

18. Chebi:81713

19. 2-oxochlormadinone Acetate

20. Dtxsid501030455

21. Osaterone Acetate Ester [mi]

22. Cyclopenta(5,6)naphtho(1,2-c)pyran-2(4h)-one, 7-acetyl-7-(acetyloxy)-11-chloro-4a,4b,5,6,6a,7,8,9,9a,9b-decahydro-4a,6a-dimethyl-, (4ar,4bs,6as,7r,9as,9br)-

23. C18375

24. D11105

25. Osaterone Acetate [ema Epar Veterinary]

26. Q27155575

27. 17alpha-acetoxy-6-chloro-2-oxapregna-4,6-diene-3,20-dione

2.4 Create Date

2005-08-08

3 Chemical and Physical Properties

Molecular Formula	C₂₂H₂₇ClO₅
Molecular Weight	406.9 g/mol
XLogP3	3.4
Hydrogen Bond Donor Count	0
Hydrogen Bond Acceptor Count	5
Rotatable Bond Count	3
Exact Mass	406.1547017 g/mol
Monoisotopic Mass	406.1547017 g/mol
Topological Polar Surface Area	69.7 Å²
Heavy Atom Count	28
Formal Charge	0
Complexity	829
Isotope Atom Count	0
Defined Atom Stereocenter Count	6
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	1

4 Drug and Medication Information

4.1 Drug Indication

Treatment of benign prostatic hypertrophy (BPH) in male dogs.

5 Pharmacology and Biochemistry

5.1 MeSH Pharmacological Classification

Androgen Antagonists

Compounds which inhibit or antagonize the biosynthesis or actions of androgens. (See all compounds classified as Androgen Antagonists.)

5.2 ATC Code

QG04CX90

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