Nandrolone cyclohexylpropionate

Last updated
Nandrolone cyclohexylpropionate
Nandrolonecyclohexylpropionate structure.png
Clinical data
Trade names Andol, Fherbolico, Megabolin, Megabolin Retar, Pluropon, Proteron-Depot, Sanabolicum
Other namesNandrolone cyclohexanepropionate; 19-Nortestosterone 17β-(3-cyclohexyl)propionate; NTHCP
Routes of
administration
Intramuscular injection
Drug class Androgen; Anabolic steroid; Androgen ester; Progestogen
Identifiers
  • [(8R,9S,10R,13S,14S,17S)-13-methyl-3-oxo-2,6,7,8,9,10,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl] 3-cyclohexylpropanoate
CAS Number
PubChem CID
ChemSpider
UNII
CompTox Dashboard (EPA)
ECHA InfoCard 100.011.831 OOjs UI icon edit-ltr-progressive.svg
Chemical and physical data
Formula C27H40O3
Molar mass 412.614 g·mol−1
3D model (JSmol)
  • C[C@]12CC[C@H]3[C@H]([C@@H]1CC[C@@H]2OC(=O)CCC4CCCCC4)CCC5=CC(=O)CC[C@H]35
  • InChI=1S/C27H40O3/c1-27-16-15-22-21-11-9-20(28)17-19(21)8-10-23(22)24(27)12-13-25(27)30-26(29)14-7-18-5-3-2-4-6-18/h17-18,21-25H,2-16H2,1H3/t21-,22+,23+,24-,25-,27-/m0/s1
  • Key:TXLCJMHILCSZJG-QNTYDACNSA-N

Nandrolone cyclohexylpropionate (BAN Tooltip British Approved Name, JAN Tooltip Japanese Accepted Name) (brand names Andol, Fherbolico, Megabolin, Megabolin Retar, Pluropon, Proteron-Depot, Sanabolicum), or nandrolone cyclohexanepropionate, also known as 19-nortestosterone 17β-(3-cyclohexyl)propionate (NTHCP), is a synthetic androgen and anabolic steroid and a nandrolone ester that is or has been marketed in Spain, Austria, and Israel. [1] [2] [3]

Relative affinities (%) of nandrolone and related steroids
Compound PR Tooltip Progesterone receptor AR Tooltip Androgen receptor ER Tooltip Estrogen receptor GR Tooltip Glucocorticoid receptor MR Tooltip Mineralocorticoid receptor SHBG Tooltip Sex hormone-binding globulin CBG Tooltip Corticosteroid-binding globulin
Nandrolone 20154–155<0.10.51.61–160.1
Testosterone 1.0–1.2100<0.10.170.919–823–8
Estradiol 2.67.91000.60.138.7–12<0.1
Notes: Values are percentages (%). Reference ligands (100%) were progesterone for the PR Tooltip progesterone receptor, testosterone for the AR Tooltip androgen receptor, estradiol for the ER Tooltip estrogen receptor, dexamethasone for the GR Tooltip glucocorticoid receptor, aldosterone for the MR Tooltip mineralocorticoid receptor, dihydrotestosterone for SHBG Tooltip sex hormone-binding globulin, and cortisol for CBG Tooltip corticosteroid-binding globulin. Sources: See template.

See also

Related Research Articles

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

Nandrolone, also known as 19-nortestosterone, is an endogenous androgen which exists in the male body at a ratio of 1:50 compared to testosterone. It is also an anabolic steroid (AAS) which is medically used in the form of esters such as nandrolone decanoate and nandrolone phenylpropionate. Nandrolone esters are used in the treatment of anemias, cachexia, osteoporosis, breast cancer, and for other indications. They are not used by mouth and instead are given by injection into muscle or fat.

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

Nandrolone decanoate, sold under the brand name ROLON among others, is an androgen and anabolic steroid (AAS) medication which is used primarily in the treatment of anemias and wasting syndromes, as well as osteoporosis in menopausal women. It is given by injection into muscle or fat once every one to four weeks.

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

Trestolone acetate is a synthetic and injected anabolic–androgenic steroid (AAS) and a derivative of nandrolone (19-nortestosterone) which was never marketed. It is an androgen ester – specifically, the C17 acetate ester of trestolone. The medication was first described in 1963.

<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">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 cypionate</span> Chemical compound

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

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

Nandrolone cyclohexanecarboxylate, or nandrolone hexahydrobenzoate, also known as 19-nortestosterone 17β-cyclohexanecarboxylate, is a synthetic androgen and anabolic steroid and a nandrolone ester that has been marketed by Ferring Pharmaceuticals since at least 1961.

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

Nandrolone cyclotate, or nandrolone ciclotate, also known as 19-nortestosterone 17β-ciclotate, is a synthetic and injected anabolic–androgenic steroid (AAS) of the nandrolone (19-nortestosterone) group which was never marketed. It is an androgen ester – specifically, the C17β ciclotate (4-methylbicyclo[2.2.2]oct-2-ene-1-carboxylate) ester of nandrolone. Nandrolone cyclotate has potent and prolonged activity as an AAS when administered by intramuscular injection and is reported to have a similar duration of action to that of nandrolone decanoate via this route.

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

Nandrolone furylpropionate (NFP), also known as 19-nortestosterone 17β-(2-furanyl)propanoate, is a synthetic androgen and anabolic steroid and a nandrolone ester. It was developed and marketed by Mochida Pharmaceutical in Japan in the 1960s.

<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 hydrogen succinate</span> Chemical compound

Nandrolone hydrogen succinate, or nandrolone hemisuccinate, also known as 19-nortestosterone 17β-(3-carboxy)propionate, is a synthetic androgen and anabolic steroid and a nandrolone ester that is or has been marketed in Italy.

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

Nandrolone laurate, or nandrolone dodecanoate, also known as 19-nortestosterone 17β-laurate, is a synthetic androgen and anabolic steroid and a nandrolone ester. It is used in veterinary medicine in Austria, France, the Netherlands, and Switzerland.

<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">Nandrolone propionate</span> Chemical compound

Nandrolone propionate, or nandrolone propanoate, also known as 19-nortestosterone 17β-propionate, is a synthetic androgen and anabolic steroid and nandrolone ester that is or has been marketed in Spain.

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

Nandrolone sulfate, also known as 19-nortestosterone 17β-sulfate and used medically as the sodium salt nandrolone sodium sulfate, is a synthetic androgen and anabolic steroid and a nandrolone ester which is or has been used as an ophthalmic drug in the form of eye drops in Spain, Denmark, Switzerland, France, Portugal, and Belgium.

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

Nandrolone undecanoate (NU), also known as nandrolone undecylate, and sold under the brand names Dynabolon, Dynabolin, and Psychobolan, is an androgen and anabolic steroid medication and a nandrolone ester. It was developed in the 1960s, and was previously marketed in France, Germany, Italy, and Monaco, but has since been discontinued and is now no longer known to be available. The pharmacokinetics of nandrolone undecanoate alone (Dynabolon) and in combination with other steroid esters (Trophobolene) have been studied and compared.

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

Bolmantalate, also known as 19-nortestosterone 17β-adamantoate, is an androgen and anabolic steroid and a nandrolone ester which was synthesized and developed by Eli Lilly in 1865 but was never marketed.

<span class="mw-page-title-main">LS-1727</span> Chemical compound

LS-1727 is a synthetic, injected anabolic–androgenic steroid (AAS) and a nitrosocarbamate ester of nandrolone (19-nortestosterone) which was developed as a cytostatic antineoplastic agent but was never marketed.

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

Bolandiol dipropionate (USAN), or bolandiol propionate (JAN), also known as norpropandrolate or 19-nor-4-androstenediol dipropionate, as well as estr-4-ene-3β,17β-diol 3,17-dipropionate, is a synthetic anabolic-androgenic steroid (AAS) and derivative of 19-nortestosterone (nandrolone). It is an androgen ester – specifically, the 3,17-dipropionate ester of bolandiol (19-nor-4-androstenediol).

References

  1. Elks J (14 November 2014). The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies. Springer. pp. 660–. ISBN   978-1-4757-2085-3.
  2. Index Nominum 2000: International Drug Directory. Taylor & Francis. January 2000. pp. 716–717. ISBN   978-3-88763-075-1.
  3. Mozayani A, Raymon L (15 October 2003). Handbook of Drug Interactions: A Clinical and Forensic Guide. Springer Science & Business Media. pp. 501–. ISBN   978-1-59259-654-6.