:Osaterone

{{Short description|Chemical compound}}

{{About|a non-clinically used antiandrogen compound|the pharmaceutical drug|osaterone acetate}}

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| IUPAC_name = (1R,3aS,3bR,9aR,9bS,11aS)-1-acetyl-5-chloro-1-hydroxy-9a,11a-dimethyl-2,3,3a,3b,9,9b,10,11-octahydroindeno[4,5-h]isochromen-7-one

| image = Osaterone skeletal.svg

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| ATCvet = Yes

| ATC_prefix = G04

| ATC_suffix = CX90

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| CAS_number = 105149-04-0

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| UNII = XPI95TLO4O

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| PubChem = 3047806

| ChemSpiderID = 2310122

| synonyms = TZP-5258; Gestoxarone; 2-Oxachloromadinone; 17α-Hydroxy-6-chloro-2-oxa-6-dehydroprogesterone; 17α-Hydroxy-6-chloro-2-oxapregna-4,6-diene-3,20-dione

| C=20 | H=25 | Cl=1 | O=4

| 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)O

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| StdInChI = 1S/C20H25ClO4/c1-11(22)20(24)7-5-14-12-8-16(21)15-9-17(23)25-10-18(15,2)13(12)4-6-19(14,20)3/h8-9,12-14,24H,4-7,10H2,1-3H3/t12-,13+,14+,18-,19+,20+/m1/s1

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| StdInChIKey = ZLLOIFNEEWYATC-XMUHMHRVSA-N

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Osaterone (developmental code name TZP-5258), also known as 17α-hydroxy-6-chloro-2-oxa-6-dehydroprogesterone, as well as 2-oxachloromadinone, is a steroidal antiandrogen and progestin that was never marketed.{{cite book|title=Index Nominum: International Drug Directory|url=https://books.google.com/books?id=penvpwAACAAJ|year=2011|publisher=MedPharm|isbn=978-3-8047-5053-1}}{{cite book| vauthors = Milne GW |title=Drugs: Synonyms and Properties: Synonyms and Properties|url=https://books.google.com/books?id=xUlaDwAAQBAJ&pg=PT969|date=8 May 2018|publisher=Taylor & Francis|isbn=978-1-351-78989-9|pages=969–}} The C17α acetate ester of osaterone, osaterone acetate, in contrast, has been marketed.

References

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{{Androgen receptor modulators}}

{{Progesterone receptor modulators}}

Category:Organochlorides

Category:Pregnanes

Category:Progestogens

Category:Steroidal antiandrogens

Category:Delta-lactones

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