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17α-Alkylated anabolic steroid

Index 17α-Alkylated anabolic steroid

A 17α-alkylated anabolic steroid is a synthetic anabolic–androgenic steroid (AAS) that features an alkyl group, specifically a methyl or ethyl group, at the C17α position. [1]

65 relations: Alkyl, Allylestrenol, Anabolic steroid, Androisoxazole, Antiandrogen, Bolasterone, Bolenol, Calusterone, Chlorodehydromethylandrostenediol, Chlorodehydromethyltestosterone, Chloromethylandrostenediol, Cyanomethyl, Desoxymethyltestosterone, Dienogest, Dihydrotestosterone, Dimethisterone, Dimethyltrienolone, Enestebol, Estrogen, Ethisterone, Ethyl group, Ethyldienolone, Ethylestrenol, Ethyltestosterone, Ethynyl, Fluoxymesterone, Formebolone, Furazabol, Gynecomastia, Hepatotoxicity, Hydroxystenozole, Intramuscular injection, List of androgens/anabolic steroids, Mebolazine, Mestanolone, Metandienone, Methandriol, Methasterone, Methyl group, Methyl-1-testosterone, Methylclostebol, Methyldienolone, Methylepitiostanol, Methylhydroxynandrolone, Methylstenbolone, Methyltestosterone, Metribolone, Mibolerone, Nandrolone, Norboletone, ..., Norethandrolone, Norethisterone, Normethandrone, Oral administration, Organic compound, Oxandrolone, Oxymesterone, Oxymetholone, Penmesterol, Propetandrol, Side chain, Stanozolol, Tetrahydrogestrinone, Tiomesterone, Topterone. Expand index (15 more) »

Alkyl

In organic chemistry, an alkyl substituent is an alkane missing one hydrogen.

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Allylestrenol

Allylestrenol, sold under the brand names Gestanin and Turinal among others, is a progestin medication which is used to treat recurrent and threatened miscarriage and to prevent premature labor in pregnant women.

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Anabolic steroid

Anabolic steroids, also known more properly as anabolic–androgenic steroids (AAS), are steroidal androgens that include natural androgens like testosterone as well as synthetic androgens that are structurally related and have similar effects to testosterone.

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Androisoxazole

Androisoxazole (brand names Androxan, Neo-Ponden, Neo-Pondus), also known as 17α-methyl-5α-androstanoisoxazol-17β-ol, is an orally active anabolic-androgenic steroid (AAS) and a 17α-alkylated derivative of dihydrotestosterone (DHT) that is marketed in Spain and Italy.

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Antiandrogen

Antiandrogens, also known as androgen antagonists or testosterone blockers, are a class of drugs that prevent androgens like testosterone and dihydrotestosterone (DHT) from mediating their biological effects in the body.

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Bolasterone

Bolasterone (brand names Myagen, Methosarb; former developmental code name U-19763), also known as 7α,17α-dimethyltestosterone, is a 17α-alkylated androgen/anabolic steroid (AAS) which is used in veterinary medicine.

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Bolenol

Bolenol, also known as 17α-ethyl-19-norandrost-5-en-17β-ol (ethylnorandrostenol), is a synthetic, orally active anabolic-androgenic steroid (AAS) and a 17α-alkylated derivative of 19-nortestosterone (nandrolone) that was never marketed.

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Calusterone

Calusterone (INN, USAN) (brand names Methosarb, Riedemil; former developmental code names NSC-88536, U-22550), also known as 7β,17α-dimethyltestosterone, is an orally active anabolic-androgenic steroid (AAS) that is used as an antineoplastic agent.

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Chlorodehydromethylandrostenediol

Chlorodehydromethylandrostenediol (CDMA), also known as 4-chloro-17α-methylandrost-1,4-diene-3β,17β-diol, is a synthetic, orally active anabolic-androgenic steroid (AAS) and a 17α-alkylated derivative of 4-androstenediol that was never marketed.

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Chlorodehydromethyltestosterone

Chlorodehydromethyltestosterone (CDMT; brand name Oral Turinabol) is an anabolic–androgenic steroid (AAS).

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Chloromethylandrostenediol

Chloromethylandrostenediol (CMA), also known as 4-chloro-17α-methyl-androst-4-ene-3β,17β-diol, is a synthetic, orally active anabolic-androgenic steroid (AAS) and a 17α-alkylated derivative of 4-androstenediol that was never marketed.

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Cyanomethyl

In organic chemistry, the term cyanomethyl (cyanide (N≡C) + methyl (CH3)) designates.

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Desoxymethyltestosterone

Desoxymethyltestosterone (DMT), known by the nicknames Madol and Pheraplex, is a synthetic and orally active anabolic–androgenic steroid (AAS) and a 17α-methylated derivative of dihydrotestosterone (DHT) which was never marketed for medical use.

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Dienogest

Dienogest, sold under the brand names Natazia and Qlaira among others, is a progestin medication which is used in birth control pills and in the treatment of endometriosis.

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Dihydrotestosterone

Dihydrotestosterone (DHT), or 5α-dihydrotestosterone (5α-DHT), also known as androstanolone or stanolone, is an endogenous androgen sex steroid and hormone.

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Dimethisterone

Dimethisterone, formerly sold under the brand names Lutagan and Secrosteron among others, is a progestin medication which was used in birth control pills and in the treatment of gynecological disorders but is now no longer available.

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Dimethyltrienolone

Dimethyltrienolone (developmental code name RU-2420) is a synthetic, orally active, and extremely potent anabolic–androgenic steroid (AAS) and 17α-alkylated 19-nortestosterone (nandrolone) derivative which was never marketed for medical use.

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Enestebol

Enestebol, also known as 4-hydroxy-17α-methyl-δ1-testosterone, as well as 4,17β-dihydroxy-17α-methylandrosta-1,4-dien-3-one, is a synthetic and orally active anabolic–androgenic steroid (AAS) and a 17α-alkylated derivative of testosterone which was never marketed.

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Estrogen

Estrogen, or oestrogen, is the primary female sex hormone.

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Ethisterone

Ethisterone, also known as ethinyltestosterone, pregneninolone, and anhydrohydroxyprogesterone and formerly sold under the brand names Proluton C and Pranone among others, is a progestin medication which was used in the treatment of gynecological disorders but is now no longer available.

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Ethyl group

In chemistry, an ethyl group is an alkyl substituent derived from ethane (C2H6).

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Ethyldienolone

Ethyldienolone, also known as 17α-methyl-19-nor-δ9-testosterone, as well as 17α-methylestra-4,9-dien-17β-ol-3-one, is synthetic, orally active anabolic-androgenic steroid (AAS) and a 17α-alkylated derivative of 19-nortestosterone.

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Ethylestrenol

Ethylestrenol, also known as ethyloestrenol or ethylnandrol and sold under the brand names Maxibolin and Orabolin among others, is an androgen and anabolic steroid (AAS) medication which has been used in the past for a variety of indications such as to promote weight gain and to treat anemia and osteoporosis but has been discontinued for use in humans.

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Ethyltestosterone

Ethyltestosterone, or 17α-ethyltestosterone, also known as 17α-ethylandrost-4-en-17β-ol-3-one or 17α-pregn-4-en-17-ol-3-one, is a synthetic, orally active anabolic–androgenic steroid (AAS) of the 17α-alkylated group related to methyltestosterone which was never marketed.

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Ethynyl

In organic chemistry, the term ethynyl designates.

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Fluoxymesterone

Fluoxymesterone, sold under the brand names Halotestin and Ultandren among others, is an androgen and anabolic steroid (AAS) medication which is used in the treatment of low testosterone levels in men, delayed puberty in boys, breast cancer in women, and anemia. It is taken by mouth. Side effects of fluoxymesterone include symptoms of masculinization like acne, increased hair growth, voice changes, and increased sexual desire. It can also cause liver damage and cardiovascular side effects like high blood pressure. The drug is a synthetic androgen and anabolic steroid and hence is an agonist of the androgen receptor (AR), the biological target of androgens like testosterone and dihydrotestosterone (DHT). It has strong androgenic effects and moderate anabolic effects, which make it useful for producing masculinization. Fluoxymesterone was first described in 1956 and was introduced for medical use in 1957. In addition to its medical use, fluoxymesterone is used to improve physique and performance. The drug is a controlled substance in many countries and so non-medical use is generally illicit.

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Formebolone

Formebolone (INN, BAN) (brand names Esiclene, Hubernol, Metanor), also known (confusingly) as formyldienolone, as well as 2-formyl-11α-hydroxy-17α-methyl-δ1-testosterone, is an orally active anabolic-androgenic steroid (AAS) described as an anticatabolic and anabolic drug that is or has been marketed in Spain and Italy. As an AAS, it shows some anabolic activity, though it is inferior to testosterone in terms of potency, but is said to have virtually no androgenic activity. Formebolone counteracts the catabolic effects (control of nitrogen balance) of potent glucocorticoids like dexamethasone phosphate. A close analogue, roxibolone (and its long-acting ester variant decylroxibolone), shows similar antiglucocorticoid activity to formebolone but, in contrast, is devoid of activity as an AAS. Roxibolone has been found not to bind to the glucocorticoid receptor, and it has been suggested that the antiglucocorticoid activity of roxibolone and formebolone may instead be mediated by modulation of enzymatic processes. Indeed, 11α- and 11β-hydroxyprogesterone (formebolone and roxibolone being 11α- and 11β-hydroxylated (respectively) similarly) are known to be potent inhibitors of 11β-hydroxysteroid dehydrogenase (11β-HSD), which is responsible for the biosynthesis of the potent endogenous glucocorticoids cortisol and corticosterone (from the precursors deoxycortisol and deoxycorticosterone, respectively). However, formebolone was found to be a very weak inhibitor of 11β-HSD type 2 (IC50 > 10 μM), although this specific isoenzyme of 11β-HSD is responsible for the inactivation of glucocorticoids rather than their production.

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Furazabol

Furazabol (brand names Frazalon, Miotalon, Qu Zhi Shu), also known as androfurazanol, is a synthetic, orally active anabolic-androgenic steroid which has been marketed in Japan since 1969.

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Gynecomastia

Gynecomastia is an endocrine system disorder in which a noncancerous increase in the size of male breast tissue occurs.

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Hepatotoxicity

Hepatotoxicity (from hepatic toxicity) implies chemical-driven liver damage.

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Hydroxystenozole

Hydroxystenozole, also known as 17α-methylandrost-4-enopyrazol-17β-ol, is an orally active androgen/anabolic steroid (AAS) and a 17α-alkylated derivative of testosterone that was described in the literature in 1967 but was never marketed.

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Intramuscular injection

Intramuscular (also IM or im) injection is the injection of a substance directly into muscle.

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List of androgens/anabolic steroids

This is a list of androgens/anabolic steroids (AAS) or testosterone derivatives.

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Mebolazine

Mebolazine (brand names Dostalon and Roxilon; also known as dimethazine, dymethazine, di(methasterone) azine, or 2α,17α-dimethyl-5α-androstan-17β-ol-3-one azine) is a synthetic, orally active androgen/anabolic steroid (AAS) and a 17α-alkylated derivative of dihydrotestosterone (DHT) which is no longer marketed.

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Mestanolone

Mestanolone, also known as methylandrostanolone and sold under the brand names Androstalone and Ermalone among others, is an androgen and anabolic steroid (AAS) medication which is mostly no longer used.

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Metandienone

Metandienone, also known as methandienone or methandrostenolone and sold under the brand name Dianabol among others, is an androgen and anabolic steroid (AAS) medication which is mostly no longer used.

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Methandriol

Methandriol (brand names Crestabolic, Cytobolin, Diandren, Madiol, Stenediol, Mestenediol), also known as methylandrostenediol, as well as 17α-methylandrost-5-ene-3β,17β-diol, is a synthetic, orally active androgen and anabolic steroid (AAS) which was developed by Organon and is used in both oral and injectable (as methandriol dipropionate, methandriol propionate, or methandriol bisenanthoyl acetate) formulations.

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Methasterone

Methasterone, also known as methyldrostanolone and known by the nickname Superdrol, is a synthetic and orally active anabolic–androgenic steroid (AAS) which was never marketed for medical use.

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Methyl group

A methyl group is an alkyl derived from methane, containing one carbon atom bonded to three hydrogen atoms — CH3.

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Methyl-1-testosterone

Methyl-1-testosterone (M1T; developmental code name SC-11195), also known as 17α-methyl-4,5α-dihydro-δ1-testosterone (17α-methyl-δ1-DHT) or 17α-methyl-5α-androst-1-en-17β-ol-3-one, as well as methyldihydroboldenone, is a synthetic and orally active anabolic–androgenic steroid (AAS) which was never marketed for medical use.

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Methylclostebol

Methylclostebol, also known as 4-chloro-17α-methyltestosterone or as 4-chloro-17α-methylandrost-4-en-17β-ol-3-one, is a synthetic, orally active anabolic-androgenic steroid (AAS) and designer steroid that has been sold on the Internet as a "dietary supplement", but it has never been studied for medical use.

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Methyldienolone

Methyldienolone (developmental code name RU-3467), also known as 17α-methyl-19-nor-δ9-testosterone, as well as 17α-methylestra-4,9-dien-17β-ol-3-one, is a synthetic, orally active anabolic-androgenic steroid (AAS) and a 17α-alkylated derivative of 19-nortestosterone.

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Methylepitiostanol

Methylepitiostanol, known by the nicknames Epistane, Hemapolin, Havoc, and Epi Plex, is a synthetic and orally active anabolic–androgenic steroid (AAS) of the dihydrotestosterone (DHT) group which was first described in the literature in 1974 but was never marketed for medical use.

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Methylhydroxynandrolone

Methylhydroxynandrolone (MOHN, MHN), also known as 4-hydroxy-17α-methyl-19-nortestosterone, as well as 4,17β-dihydroxy-17α-methylestr-4-en-3-one, is a synthetic, orally active anabolic–androgenic steroid (AAS) and a 17α-alkylated derivative of nandrolone (19-nortestosterone) which was never marketed.

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Methylstenbolone

Methylstenbolone, known by the nicknames M-Sten, Methyl-Sten, and Ultradrol, is a synthetic and orally active anabolic–androgenic steroid (AAS) and a 17α-methylated derivative of dihydrotestosterone (DHT) which was never introduced for medical use.

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Methyltestosterone

Methyltestosterone, sold under the brand names Android, Metandren, and Testred among others, is an androgen and anabolic steroid (AAS) medication which is used in the treatment of low testosterone levels in men, delayed puberty in boys, at low doses as a component of menopausal hormone therapy for menopausal symptoms like hot flashes, osteoporosis, and low sexual desire in women, and to treat breast cancer in women.

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Metribolone

Metribolone (developmental code name R1881), also known as methyltrienolone, is a synthetic and orally active anabolic–androgenic steroid (AAS) and a 17α-alkylated nandrolone (19-nortestosterone) derivative which was never marketed for medical use but has been widely used in scientific research as a hot ligand in androgen receptor (AR) ligand binding assays (LBAs) and as a photoaffinity label for the AR.

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Mibolerone

Mibolerone, also known as dimethylnortestosterone (DMNT) and sold under the brand names Cheque Drops and Matenon, is a synthetic, orally active, and extremely potent anabolic–androgenic steroid (AAS) and a 17α-alkylated nandrolone (19-nortestosterone) derivative which was marketed by Upjohn for use as a veterinary drug.

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Nandrolone

Nandrolone, also known as 19-nortestosterone, is an androgen and anabolic steroid (AAS) which is used in the form of esters such as nandrolone decanoate (brand name Deca-Durabolin) and nandrolone phenylpropionate (brand name Durabolin).

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Norboletone

Norboletone (former proposed brand name Genabol), or norbolethone, is a synthetic and orally active anabolic–androgenic steroid (AAS) which was never marketed.

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Norethandrolone

Norethandrolone, sold under the brand names Nilevar and Pronabol among others, is an androgen and anabolic steroid (AAS) medication which has been used to promote muscle growth and to treat severe burns, physical trauma, and aplastic anemia but has mostly been discontinued.

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Norethisterone

Norethisterone, also known as norethindrone and sold under the brand names Aygestin and Primolut N among many others, is a progestin medication which is used in birth control pills, menopausal hormone therapy, and for the treatment of gynecological disorders.

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Normethandrone

Normethandrone, also known as methylestrenolone or methylnortestosterone and sold under the brand name Metalutin among others, is a progestin and androgen/anabolic steroid (AAS) medication which is used in combination with an estrogen in the treatment of amenorrhea and menopausal symptoms in women.

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Oral administration

| name.

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Organic compound

In chemistry, an organic compound is generally any chemical compound that contains carbon.

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Oxandrolone

Oxandrolone, sold under the brand names Oxandrin and Anavar among others, is an androgen and anabolic steroid (AAS) medication which is used to help promote weight gain in various situations, to help offset protein catabolism caused by long-term corticosteroid therapy, to support recovery from severe burns, to treat bone pain associated with osteoporosis, to aid in the development of girls with Turner syndrome, and for other indications.

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Oxymesterone

Oxymesterone (brand names Anamidol, Balnimax, Oranabol, Sanaboral, Theranabol, Tubil), also known as methandrostenediolone, as well as 4-hydroxy-17α-methyltestosterone or 17α-methylandrost-4-en-4,17β-diol-3-one, is an orally active anabolic-androgenic steroid (AAS).

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Oxymetholone

Oxymetholone, sold under the brand names Anadrol and Anapolon among others, is an androgen and anabolic steroid (AAS) medication which is used primarily in the treatment of anemia.

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Penmesterol

Penmesterol (brand names Pandrocine, Testopan; former developmental code name RP-12222), or penmestrol, also known as 17α-methyltestosterone 3-cyclopentyl enol ether, is a synthetic, orally active anabolic-androgenic steroid (AAS) that was developed in the early 1960s.

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Propetandrol

Propetandrol (brand name Solevar; former developmental code name SC-7294), or propethandrol, also known as 17α-ethyl-19-nortestosterone 3β-propionate or 17α-ethyl-19-nor-4-androstenediol 3β-propionate, as well as 17α-ethylestr-4-en-3β,17β-diol 3β-propionate, is a synthetic and orally active anabolic–androgenic steroid (AAS) and progestogen and a 17α-alkylated derivative of 19-nortestosterone.

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Side chain

In organic chemistry and biochemistry, a side chain is a chemical group that is attached to a core part of the molecule called "main chain" or backbone.

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Stanozolol

Stanozolol, sold under many brand names, is an androgen and anabolic steroid (AAS) medication which was derived from dihydrotestosterone (DHT).

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Tetrahydrogestrinone

Tetrahydrogestrinone (THG), known by the nickname The Clear, is a synthetic and orally active anabolic–androgenic steroid (AAS) which was never marketed for medical use.

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Tiomesterone

Tiomesterone (INN, JAN) (brand names Emdabol, Embadol, Emdabolin, Protabol; former developmental code name StA 307), or thiomesterone (BAN), also known as 1α,7α-bis(acetylthio)-17α-methylandrost-4-en-17β-ol-3-one, is a synthetic, orally active anabolic-androgenic steroid (AAS) and a 17α-alkylated derivative of testosterone.

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Topterone

Topterone (developmental code name WIN-17665), also known as 17α-propyltestosterone (or simply propyltestosterone) or as 17α-propylandrost-4-en-17β-ol-3-one, is a steroidal antiandrogen that was first reported in 1978 and was developed for topical administration but, due to poor effectiveness, was never marketed.

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References

[1] https://en.wikipedia.org/wiki/17α-Alkylated_anabolic_steroid

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