Dihydrotestosterone acetate

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Dihydrotestosterone acetate
Dihydrotestosterone acetate.svg
Dihydrotestosterone acetate molecule ball.png
Clinical data
Other namesandrostanolone acetate; Stanolone acetate; 5α-Dihydrotestosterone 17β-acetate; 17β-(Acetyloxy)-5α-androstan-3-one
Routes of
administration
Intramuscular injection
Identifiers
  • [(5S,8R,9S,10S,13S,14S,17S)-10,13-dimethyl-3-oxo-1,2,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl] acetate
CAS Number
PubChem CID
DrugBank
ChemSpider
UNII
ChEMBL
CompTox Dashboard (EPA)
Chemical and physical data
Formula C21H32O3
Molar mass 332.484 g·mol−1
3D model (JSmol)
  • CC(=O)O[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CC[C@@H]4[C@@]3(CCC(=O)C4)C)C
  • InChI=1S/C21H32O3/c1-13(22)24-19-7-6-17-16-5-4-14-12-15(23)8-10-20(14,2)18(16)9-11-21(17,19)3/h14,16-19H,4-12H2,1-3H3/t14-,16-,17-,18-,19-,20-,21-/m0/s1
  • Key:ILCTUFVQFCIIDS-NGFSFWIMSA-N

Dihydrotestosterone acetate, also known as androstanolone acetate or stanolone acetate, as well as 5α-dihydrotestosterone 17β-acetate, [1] is a synthetic androgen and anabolic steroid and a dihydrotestosterone ester that was never marketed. [2] [3]

See also

Related Research Articles

<span class="mw-page-title-main">Metenolone</span> Chemical compound

Metenolone, or methenolone, is an androgen and anabolic steroid (AAS) which is used in the form of esters such as metenolone acetate and metenolone enanthate. Metenolone esters are used mainly in the treatment of anemia due to bone marrow failure. Metenolone acetate is taken by mouth, while metenolone enanthate is given by injection into muscle.

<span class="mw-page-title-main">Bolazine</span> Chemical compound

Bolazine, also known as 2α-methyl-5α-androstan-17β-ol-3-one azine, is a synthetic androgen/anabolic steroid (AAS) of the dihydrotestosterone (DHT) group which was never marketed. It is not orally active and is used as the ester prodrug bolazine capronate via depot intramuscular injection. Bolazine has a unique and unusual chemical structure, being a dimer of drostanolone linked at the C3 position of the A-ring by an azine group, and reportedly acts as a prodrug of drostanolone.

<span class="mw-page-title-main">Cloxotestosterone</span> Chemical compound

Cloxotestosterone, also known as 17β-chloral hemiacetal testosterone, is a synthetic anabolic–androgenic steroid (AAS) and an androgen ether – specifically, the 17β-trichloro hemiacetal ether of testosterone – which was never marketed. The O-acetate ester of cloxotestosterone, cloxotestosterone acetate, in contrast to cloxotestosterone, has been marketed.

<span class="mw-page-title-main">Cloxotestosterone acetate</span> Chemical compound

Cloxotestosterone acetate, also known as testosterone 17β-chloral hemiacetal O-acetate, is a synthetic, injected anabolic–androgenic steroid (AAS) and an androgen ether and ester – specifically, the O-acetate ester of cloxotestosterone, the 17β-trichloro hemiacetal ether of testosterone. It is administered via intramuscular injection, as a 100 mg, 2 mL aqueous suspension and lasts 4 to 6 weeks with a single administration. The drug was first marketed in the early 1960s.

<span class="mw-page-title-main">Androstanolone benzoate</span> Chemical compound

Androstanolone benzoate, also known as stanolone benzoate or dihydrotestosterone benzoate (DHTB), as well as 5α-androstan-17β-ol-3-one 17β-benzoate, is a synthetic androgen and anabolic steroid and a dihydrotestosterone ester. It is used as an injectable and acts as a prodrug of androstanolone.

<span class="mw-page-title-main">Androstanolone enanthate</span> Synthetic androgen and anabolic steroid

Androstanolone enanthate, also known as stanolone enanthate or dihydrotestosterone heptanoate (DHTH), as well as 5α-androstan-17β-ol-3-one 17β-heptanoate, is a synthetic androgen and anabolic steroid and a dihydrotestosterone ester. It is used as an injectable and acts as a prodrug of androstanolone. The drug has been studied in and found to be effective in the treatment of gynecomastia in boys and adult men. The pharmacology of androstanolone enanthate has been studied.

<span class="mw-page-title-main">Androstanolone propionate</span> Synthetic androgen and anabolic steroid

Androstanolone propionate, also known as stanolone propionate or dihydrotestosterone propionate (DHTP), as well as 5α-androstan-17β-ol-3-one 17β-propionate, is a synthetic androgen and anabolic steroid and a dihydrotestosterone ester that is marketed in Italy. It is used as an injectable and acts as a prodrug of androstanolone.

<span class="mw-page-title-main">Androstanolone valerate</span> Synthetic drug

Androstanolone valerate, also known as stanolone valerate or dihydrotestosterone pentanoate, as well as 5α-androstan-17β-3-one 17β-valerate, is a synthetic androgen and anabolic steroid and a dihydrotestosterone ester. It is used as an injectable and acts as a prodrug of androstanolone.

<span class="mw-page-title-main">Dihydrotestosterone butyrate</span> Chemical compound

Dihydrotestosterone butyrate, also known as androstanolone butyrate or stanolone butyrate, as well as 5α-dihydrotestosterone 17β-butanoate, is a synthetic androgen and anabolic steroid and a dihydrotestosterone ester that was never marketed.

<span class="mw-page-title-main">Dihydrotestosterone formate</span> Chemical compound

Dihydrotestosterone formate, also known as androstanolone formate or stanolone formate, as well as 5α-dihydrotestosterone 17β-formate, is a synthetic androgen and anabolic steroid and a dihydrotestosterone ester that was never marketed.

<span class="mw-page-title-main">Stenbolone acetate</span> Chemical compound

Stenbolone acetate, also known as 2-methyl-4,5α-dihydro-δ1-testosterone 17β-acetate or as 2-methyl-5α-androst-1-en-17β-ol-3-one 17β-acetate, is a synthetic, injected anabolic–androgenic steroid (AAS) and derivative of dihydrotestosterone (DHT) which has been marketed in Spain.

<span class="mw-page-title-main">Metenolone acetate</span> Chemical compound

Metenolone acetate, or methenolone acetate, sold under the brand names Primobolan and Nibal, is an androgen and anabolic steroid (AAS) medication which is used mainly in the treatment of anemia due to bone marrow failure. It is taken by mouth. Although it was widely used in the past, the drug has mostly been discontinued and hence is now mostly no longer available. A related drug, metenolone enanthate, is given by injection into muscle.

<span class="mw-page-title-main">Bolazine capronate</span> Chemical compound

Bolazine capronate, also known as bolazine caproate or bolazine hexanoate, as well as di(drostanolone capronate) azine or 2α-methyl-5α-androstan-17β-ol-3-one 17β-hexanoate azine, is a synthetic, injected androgen/anabolic steroid (AAS), and derivative of dihydrotestosterone (DHT). It is an androgen ester – specifically, the C17β hexanoate ester of bolazine.

<span class="mw-page-title-main">Clostebol acetate</span> Chemical compound

Clostebol acetate (BAN), also known as 4-chlorotestosterone 17β-acetate (4-CLTA) or as 4-chloroandrost-4-en-17β-ol-3-one 17β-acetate, is a synthetic, injected anabolic-androgenic steroid (AAS) and a derivative of testosterone that is marketed in Germany and Italy. It is an androgen ester – specifically, the C17β acetate ester of clostebol (4-chlorotestosterone) – and acts as a prodrug of clostebol in the body. Clostebol acetate is administered via intramuscular injection.

<span class="mw-page-title-main">Clostebol propionate</span> Chemical compound

Clostebol propionate, also known as 4-chlorotestosterone 17β-propionate or as 4-chloroandrost-4-en-17β-ol-3-one 17β-propionate, is a synthetic, injected anabolic-androgenic steroid (AAS) and a derivative of testosterone. It is an androgen ester – specifically, the C17β propionate ester of clostebol (4-chlorotestosterone) – and acts as a prodrug of clostebol in the body. Clostebol acetate is administered via intramuscular injection.

<span class="mw-page-title-main">Nisterime</span> Chemical compound

Nisterime (INNTooltip International Nonproprietary Name), also known as 2α-chloro-4,5α-dihydrotestosterone 3-O-(p-nitrophenyl)oxime or as 2α-chloro-5α-androstan-17β-ol-3-one 3-O-(p-nitrophenyl)oxime, is a synthetic anabolic-androgenic steroid (AAS) and a derivative of dihydrotestosterone (DHT) that was never marketed. The C17α acetate ester of nisterime, nisterime acetate (ORF-9326), also exists and was developed as a postcoital contraceptive but was similarly never marketed.

<span class="mw-page-title-main">Nisterime acetate</span> Chemical compound

Nisterime acetate (USAN) (developmental code name ORF-9326), also known as 2α-chloro-4,5α-dihydrotestosterone O-(p-nitrophenyl)oxime 17β-acetate or as 2α-chloro-5α-androstan-17β-ol-3-one O-(p-nitrophenyl)oxime 17β-acetate, is a synthetic, orally active anabolic-androgenic steroid (AAS) and a derivative of dihydrotestosterone (DHT) that was developed as a postcoital contraceptive but was never marketed. It is an androgen ester – specifically, the C17α acetate ester of nisterime. Unlike antiprogestogens like mifepristone, nisterime acetate does not prevent implantation and instead induces embryo resorption as well as interrupts the post-implantation stage of pregnancy.

<span class="mw-page-title-main">Androstenediol 17β-acetate</span> Chemical compound

Androstenediol 17β-acetate, or 5-androstenediol 17β-acetate, also known as androst-5-ene-3β,17β-diol 17β-acetate, is a synthetic anabolic-androgenic steroid and an androgen ester – specifically, the C17β acetate ester of 5-androstenediol (androst-5-ene-3β,17β-diol) – which was never marketed.

<span class="mw-page-title-main">Androstenediol 3β-acetate</span> Chemical compound

Androstenediol 3β-acetate, or 5-androstenediol 3β-acetate, also known as androst-5-ene-3β,17β-diol 3β-acetate, is a synthetic anabolic-androgenic steroid and an androgen ester – specifically, the C3β acetate ester of 5-androstenediol (androst-5-ene-3β,17β-diol) – which was never marketed.

References

  1. Yalkowsky SH, He Y, Jain P (19 April 2016). Handbook of Aqueous Solubility Data, Second Edition. CRC Press. p. 1260. ISBN   978-1-4398-0246-5.
  2. J. Elks (14 November 2014). The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies. Springer. pp. 640–. ISBN   978-1-4757-2085-3.
  3. Morton IK, Hall JM (6 December 2012). Concise Dictionary of Pharmacological Agents: Properties and Synonyms. Springer Science & Business Media. pp. 261–. ISBN   978-94-011-4439-1.