Chemistry:List of steroidal antiandrogens

Short description: none

Cyproterone acetate, the most well-known and widely used steroidal antiandrogen.

Steroid ring system.

This is a list of steroidal antiandrogens.

Progesterone derivatives

• 11α-Hydroxyprogesterone = 11α-hydroxyprogesterone
• Chlormadinone acetate = 17α-acetoxy-6-chloro-δ⁶-progesterone
• Clometerone (L-38000) = 6α-chloro-16α-methylprogesterone
• Cyproterone (SH-80881) = 1,2α-methylene-6-chloro-δ⁶-17α-hydroxyprogesterone
• Cyproterone acetate = 1,2α-methylene-6-chloro-δ⁶-17α-acetoxyprogesterone
• Edogestrone (PH-218) = 17α-acetoxy-3,3-ethylenedioxy-6-methylpregn-5-en-20-one
• Medrogestone = 6,17α-dimethyl-δ⁶-progesterone
• Megestrol acetate = 17α-acetoxy-δ⁶-6-methylprogesterone
• Nomegestrol acetate = 17α-acetoxy-δ⁶-6-methyl-19-norprogesterone
• Osaterone acetate (TZP-4238) = 17α-acetoxy-6-chloro-2-oxa-δ⁶-progesterone

Testosterone derivatives

• Abiraterone (CB-7598) = 17-(3-pyridinyl)androsta-5,16-dien-3β-ol
• Abiraterone acetate = 17-(3-pyridinyl)androsta-5,16-dien-3β-ol acetate
• Benorterone (SKF-7690, FC-612) = 17α-methyl-B-nortestosterone
• BOMT (Ro 7-2340) = 6α-bromo-4-oxa-17α-methyl-4,5α-dihydrotestosterone
• Delanterone (GBR-21162) = 17β-dehydroxy-1α-methyl-δ¹⁶-testosterone
• Dienogest = 17α-cyanomethyl-19-nor-δ⁹⁽¹⁰⁾-testosterone
• Epitestosterone = 17α-epitestosterone
• Galeterone (TOK-001, VN/124-1) = 17-(1H-benzimidazol-1-yl)androsta-5,16-dien-3β-ol
• Metogest (SC-14207) = 16,16-dimethyl-19-nortestosterone
• Mifepristone = 11β-[p-(dimethylamino)phenyl]-17-(1-propynyl)-δ⁹-19-nortestosterone
• Oxendolone (TSAA-291) = 16β-ethyl-19-nortestosterone
• Rosterolone (SH-434, 17α-propylmesterolone) = 1α-methyl-17α-propyl-4,5α-dihydrotestosterone
• Topterone (WIN-17665) = 17α-propyltestosterone
• Trimethyltrienolone (R-2956, RU-2956) = 2α,2β,17α-trimethyl-19-nor-δ^9,11-testosterone
• Zanoterone (WIN-49596) = (5α,17α)-1'-(methylsulfonyl)-1'-H-pregn-20-yno[3,2-c]pyrazol-17-ol

Spirolactone derivatives

• SC-5233 (spirolactone) = 17α-(2-carboxyethyl)testosterone γ-lactone
• SC-8109 = 19-norspirolactone
• Canrenone (aldadiene) = Δ⁶-spirolactone
• Dicirenone (SC-26304) = 7α-carboxyisopropylspirolactone
• Drospirenone = 6β,7β:15β,16β-dimethylenespirolactone
• Mespirenone (ZK-94679) = Δ¹-7α-acetylthio-15β,16β-methylenespirolactone
• Mexrenone (ZK-32055, SC-25152) = 7α-(methoxycarbonyl)spirolactone
• Prorenone (SC-23133) = 6α,7α-methylenespirolactone
• Spironolactone = 7α-acetylthiospirolactone
• Spirorenone (ZK-35973) = Δ¹-6β,7β:15β,16β-dimethylenespirolactone
• Spiroxasone = 7α-acetylthiospirolactone with the ketone group removed from the C17α spirolactone ring

Cortisol derivatives

• 9,11-Dehydrocortexolone 17α-butyrate (CB-03-04) = 17α-(butyryloxy)-9,11-didehydrodeoxycorticosterone
• Clascoterone (CB-03-01; cortexolone 17α-propionate, 11-deoxycortisol 17α-propionate) = 17α-(propionyloxy)deoxycorticosterone

Others

• Guggulsterone = pregna-4,17-diene-3,16-dione
• Nordinone = 11α-hydroxy-17,17-dimethyl-18-norandrosta-4,13-dien-3-one

See also

• List of steroids

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| name = Androgens and antiandrogens
| title = Androgens and antiandrogens
| state = collapsed
| listclass = hlist
| groupstyle = text-align:center;

| group1 = Androgens
(incl. AAS)

| list1 =

AR agonists

Testosterone derivatives: Androstenediol dipropionate Boldenone undecylenate Clostebol Clostebol acetate Clostebol caproate Clostebol propionate Cloxotestosterone acetate Prasterone (dehydroepiandrosterone, DHEA) Prasterone enanthate (DHEA enanthate) Prasterone sulfate (DHEA sulfate) Quinbolone Testosterone# Testosterone esters (e.g., testosterone cypionate, testosterone enanthate]], testosterone propionate]], testosterone undecanoate]], testosterone ester mixture]]s (Deposterona, Omnadren, Sustanon, Testoviron Depot)) Dihydrotestosterone derivatives: Androstanolone (stanolone, dihydrotestosterone, DHT) Androstanolone esters Bolazine capronate Drostanolone propionate (dromostanolone propionate) Epitiostanol Mepitiostane Mesterolone Metenolone acetate (methenolone acetate) Metenolone enanthate (methenolone enanthate) Stenbolone acetate 19-Nortestosterone derivatives: Bolandiol dipropionate Nandrolone esters (e.g., nandrolone decanoate, nandrolone phenylpropionate) Norclostebol Norclostebol acetate Oxabolone cipionate (oxabolone cypionate) Trenbolone acetate Trenbolone hexahydrobenzylcarbonate (trenbolone cyclohexylmethylcarbonate) 17α-Alkylated testosterone derivatives: Bolasterone Calusterone Chlorodehydromethyltestosterone (CDMT) Fluoxymesterone Formebolone Metandienone (methandienone, methandrostenolone) Methandriol (methylandrostenediol) Methandriol bisenanthoyl acetate Methandriol dipropionate Methandriol propionate Methyltestosterone Methyltestosterone 3-hexyl ether Oxymesterone Penmesterol Tiomesterone (thiomesterone) 17α-Alkylated dihydrotestosterone derivatives: Androisoxazole Furazabol Mebolazine (dimethazine) Mestanolone Oxandrolone Oxymetholone Stanozolol 17α-Alkylated 19-nortestosterone derivatives: Ethylestrenol Mibolerone Norethandrolone Normethandrone (methylestrenolone, normethisterone) Propetandrol (propethandrol) 17α-Vinyltestosterone derivatives: Norvinisterone (vinylnortestosterone) 17α-Ethynyltestosterone derivatives: Danazol Gestrinone Progestins (e.g., ethisterone (ethynyltestosterone), levonorgestrel, norgestrel, norethisterone (norethindrone), [[Chemistry:Lynestrlynestrenol, Norgestrienone|norgestrienone]]) Tibolone Progesterone derivatives: Medroxyprogesterone acetate

Progonadotropins

Antiestrogens (e.g., tamoxifen, Chemistry:Clomifene

| group2 = Antiandrogens
| list2 = {{Navbox|child
| groupstyle = text-align:center;
| groupwidth = 9em;

  | group1 = AR antagonists
  | list1 =

• Steroidal: Abiraterone acetate
• Canrenone
• Chlormadinone acetate
• Cyproterone acetate
• Delmadinone acetate
• Dienogest
• Drospirenone
• Medrogestone
• Megestrol acetate
• Nomegestrol acetate
• Osaterone acetate
• Oxendolone
• Potassium canrenoate
• Spironolactone

• Nonsteroidal: Apalutamide
• Bicalutamide
• Cimetidine
• Darolutamide
• Enzalutamide
• Flutamide
• Ketoconazole
• Nilutamide
• Seviteronel^†
• Topilutamide (fluridil)

  | group2 = Steroidogenesis
inhibitors

| list2 =

5α-Reductase	Alfatradiol Dutasteride Epristeride Finasteride Saw palmetto extract
Others	Abiraterone acetate Aminoglutethimide Bifluranol Cyproterone acetate Flutamide Ketoconazole Nilutamide Seviteronel† Spironolactone

  | group3 = Antigonadotropins
  | list3 =

• D₂ receptor antagonists (prolactin releasers) (e.g., domperidone, metoclopramide, risperidone, haloperidol, chlorpromazine, sulpiride)
• Estrogens (e.g., bifluranol, [[diethylstilbestrol, estradiol, estradiol esters, ethinylestradiol, ethinylestradiol sulfonate, paroxypropione)
• GnRH agonists (e.g., leuprorelin)
• GnRH antagonists (e.g., cetrorelix)
• Progestogens (incl., chlormadinone acetate, [[cyproterone acetate, hydroxyprogesterone caproate, gestonorone caproate, [[Chemistry:Medroxyprogesterone medroxyprogesterone acetate, Chemistry:Megestrol acetate|megestrol acetate]])

  | group4 = Others
  | list4 =

• Androstenedione immunogens: Androvax (androstenedione albumin)
• Ovandrotone albumin (Fecundin)

}}

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| list3 =

• ^#WHO-EM
• ^‡Withdrawn from market
• Clinical trials:
  • ^†Phase III
  • ^§Never to phase III

See also

Androgen receptor modulators

Estrogens and antiestrogens

Progestogens and antiprogestogens

List of androgens/anabolic steroids

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