Testosterone caproate

Last updated
Testosterone caproate
Testosterone caproate.svg
Testosterone caproate molecule ball.png
Clinical data
Trade names Omnadren 250
Other namesTCa; Testosterone hexanoate; 17β-Hydroxyandrost-4-en-3-one hexanoate; 3-Oxoandrost-4-en-17β-yl hexanoate
Routes of
administration
Intramuscular injection
Identifiers
  • [(8R,9S,10R,13S,14S,17S)-10,13-dimethyl-3-oxo-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-17-yl] hexanoate
CAS Number
PubChem CID
ChemSpider
UNII
CompTox Dashboard (EPA)
ECHA InfoCard 100.030.615 OOjs UI icon edit-ltr-progressive.svg
Chemical and physical data
Formula C25H38O3
Molar mass 386.576 g·mol−1
3D model (JSmol)
  • CCCCCC(=O)O[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CCC4=CC(=O)CC[C@]34C)C
  • InChI=1S/C25H38O3/c1-4-5-6-7-23(27)28-22-11-10-20-19-9-8-17-16-18(26)12-14-24(17,2)21(19)13-15-25(20,22)3/h16,19-22H,4-15H2,1-3H3/t19-,20-,21-,22-,24-,25-/m0/s1
  • Key:WIGTZVOQGIFMAV-BKWLFHPQSA-N

Testosterone caproate (TCa), also known as testosterone hexanoate, is an androgen and anabolic steroid and a testosterone ester that is no longer marketed. [1] [2] [3] It was formerly available as a component of Omnadren 250 , along with testosterone isocaproate, testosterone phenylpropionate, and testosterone propionate, but this formulation has since been discontinued. [4]

Contents

Parenteral durations of androgens/anabolic steroids
MedicationFormMajor brand namesDuration
Testosterone Aqueous suspensionAndronaq, Sterotate, Virosterone2–3 days
Testosterone propionate Oil solutionAndroteston, Perandren, Testoviron3–4 days
Testosterone phenylpropionate Oil solutionTestolent8 days
Testosterone isobutyrate Aqueous suspensionAgovirin Depot, Perandren M14 days
Mixed testosterone esters aOil solutionTriolandren10–20 days
Mixed testosterone esters bOil solutionTestosid Depot14–20 days
Testosterone enanthate Oil solutionDelatestryl14–28 days
Testosterone cypionate Oil solutionDepovirin14–28 days
Mixed testosterone esters cOil solutionSustanon 25028 days
Testosterone undecanoate Oil solutionAveed, Nebido100 days
Testosterone buciclate dAqueous suspension20 Aet-1, CDB-1781e90–120 days
Nandrolone phenylpropionate Oil solutionDurabolin10 days
Nandrolone decanoate Oil solutionDeca Durabolin21–28 days
Methandriol Aqueous suspensionNotandron, Protandren8 days
Methandriol bisenanthoyl acetate Oil solutionNotandron Depot16 days
Metenolone acetate Oil solutionPrimobolan3 days
Metenolone enanthate Oil solutionPrimobolan Depot14 days
Note: All are via i.m. injection. Footnotes:a = TP, TV, and TUe. b = TP and TKL. c = TP, TPP, TiCa, and TD. d = Studied but never marketed. e = Developmental code names. Sources: See template.

See also

Related Research Articles

<span class="mw-page-title-main">Testosterone propionate/testosterone phenylpropionate/testosterone isocaproate/testosterone decanoate</span> Combination drug

Testosterone propionate/testosterone phenylpropionate/testosterone isocaproate/testosterone decanoate (TP/TPP/TiC/TD), also known as a Sustanon 250 (Organon), is an injectable combination medication of four testosterone esters, all of which are androgens/anabolic steroids.

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

Testosterone propionate, sold under the brand name Testoviron among others, is an androgen and anabolic steroid (AAS) medication which is used mainly in the treatment of low testosterone levels in men. It has also been used to treat breast cancer in women. It is given by injection into muscle usually once every two to three days.

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

Testosterone phenylpropionate, or testosterone phenpropionate, also known as testosterone hydrocinnamate, is a synthetic anabolic-androgenic steroid (AAS) and an androgen ester – specifically, the C17β phenylpropionate ester of testosterone – which was formerly marketed in Romania. It was first synthesized in 1951 and was first described in the literature by 1953. The medication was an ingredient of several isolated AAS commercial products, but was never widely used. Testosterone phenylpropionate was also notably a component of Sustanon and Omnadren, as well as of Estandron Prolongatum, Lynandron Prolongatum, and Mixogen. TPP was previously available in Great Britain.

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

Testosterone decanoate is an androgen and anabolic steroid and a testosterone ester. It is a component of Sustanon, along with testosterone propionate, testosterone phenylpropionate, and testosterone isocaproate. The medication has not been marketed as a single-drug preparation. Testosterone decanoate has been investigated as a potential long-acting injectable male contraceptive. It has a longer duration of action than testosterone enanthate, but its duration is not as prolonged as that of testosterone undecanoate.

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

Testosterone isocaproate, sold under the brand names Sustanon 100, Sustanon 250, and Omnadren 250, is an androgen and anabolic steroid medication and a testosterone ester which has been used as a component of mixed testosterone ester preparations.

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

Hydroxyprogesterone heptanoate (OHPH), also known as hydroxyprogesterone enanthate (OHPE) and sold under the brand names H.O.P., Lutogil A.P., and Lutogyl A.P. among others, is a progestin medication used for progestogenic indications. It has been formulated both alone and in together with estrogens, androgens/anabolic steroids, and other progestogens in several combination preparations. OHPH is given by injection into muscle at regular intervals.

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

Estradiol phenylpropionate (EPP), also known as estradiol 17β-phenylpropionate and sold under the brand name Menformon Prolongatum, is an estrogen which is no longer marketed. It is an estrogen ester, specifically the C17β phenylpropionate ester of estradiol.

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

Testosterone nicotinate is an androgen and anabolic steroid medication made by esterifying nicotinic acid and testosterone It was formulated as a 50 mg/mL aqueous suspension provided in ampoules. The medication was manufactured and sold by Lannacher Heilmittel GmbH in Austria. It is no longer marketed.

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

Testosterone phenylacetate is an androgen and anabolic steroid and a testosterone ester. Analogously to estradiol benzoate having been one of the first estrogen esters to be introduced, testosterone phenylacetate was one of the first testosterone esters to be introduced. However, since its introduction, it has largely been replaced by other esters, such as testosterone propionate.

Testosterone propionate/testosterone phenylpropionate/testosterone isocaproate/testosterone caproate (TP/TPP/TiC/TCa), sold under the brand name Omnadren or Omnadren 250, is an injectable combination medication of four testosterone esters, all of which are androgens/anabolic steroids, which is no longer marketed. Its constituents included:

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

Nandrolone caproate, or nandrolone hexanoate, also known as 19-nortestosterone 17β-hexanoate, is a synthetic androgen and anabolic steroid and a nandrolone ester.

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

Nandrolone hexyloxyphenylpropionate, also known as 19-nortestosterone 17β-(3- phenyl)propionate, is a synthetic androgen and anabolic steroid and a nandrolone ester that is marketed in France, Denmark, Austria, Luxembourg, and Turkey. It has been studied as a potential long-acting injectable male contraceptive, though it has not been marketed for this indication. Approximately 70% of men became azoospermic, while the remaining men all became oligospermic. NHPP has a mean residence time in the body of 29.1 days and an elimination half-life in the body of 20.1 days.

<span class="mw-page-title-main">Nandrolone phenylpropionate</span> Anabolic steroid

Nandrolone phenylpropionate (NPP), or nandrolone phenpropionate, sold under the brand name Durabolin among others, is an androgen and anabolic steroid (AAS) medication which has been used primarily in the treatment of breast cancer and osteoporosis in women. It is given by injection into muscle once every week. Although it was widely used in the past, the drug has mostly been discontinued and hence is now mostly no longer available.

<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 caproate</span> Chemical compound

Clostebol caproate, also known as clostebol hexanoate or chlorotestosterone caproate (JAN), as well as 4-chlorotestosterone 17β-caproate or as 4-chloroandrost-4-en-17β-ol-3-one 17β-caproate, is a synthetic, injected anabolic-androgenic steroid (AAS) and a derivative of testosterone. It is an androgen ester – specifically, the C17β caproate 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.

Testosterone propionate/testosterone phenylpropionate/testosterone isocaproate (TP/TPP/TiC), sold under the brand name Sustanon 100 (Organon), is an injectable combination medication of three testosterone esters, all of which are androgens/anabolic steroids. They include:

Estradiol benzoate/estradiol phenylpropionate/testosterone propionate/testosterone phenylpropionate/testosterone isocaproate (EB/EPP/TP/TPP/TiC), sold under the brand names Estandron Prolongatum, Lynandron Prolongatum, and Mixogen, was an injectable combination medication of the estrogens estradiol benzoate (EB) and estradiol phenylpropionate (EPP) and the androgens/anabolic steroids testosterone propionate (TP), testosterone phenylpropionate (TPP), and testosterone isocaproate (TiC) which was used in menopausal hormone therapy for women. It was also used to suppress lactation in postpartum women.

References

  1. Elks J (14 November 2014). The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies. Springer. pp. 641–642. ISBN   978-1-4757-2085-3.
  2. Index Nominum 2000: International Drug Directory. Taylor & Francis. January 2000. ISBN   978-3-88763-075-1.
  3. Morton IK, Hall JS (6 December 2012). Concise Dictionary of Pharmacological Agents: Properties and Synonyms. Springer Science & Business Media. ISBN   978-94-011-4439-1.
  4. Llewellyn W (2011). Anabolics. Molecular Nutrition Llc. pp. 583–. ISBN   978-0-9828280-1-4.