Testosterone phenylpropionate Chemical Properties

Melting point:

116.5 °C

Boiling point:

497.74°C (rough estimate)

Density 

1.0043 (rough estimate)

refractive index 

1.5460 (estimate)

solubility 

DMF: 25 mg/mL; DMSO: 5 mg/mL; Ethanol: 15 mg/mL; Ethanol:PBS (pH 7.2)(1:2): 0.3 mg/mL

Water Solubility 

2.25mg/L(25 ºC)

InChI

InChI=1/C28H36O3/c1-27-16-14-21(29)18-20(27)9-10-22-23-11-12-25(28(23,2)17-15-24(22)27)31-26(30)13-8-19-6-4-3-5-7-19/h3-7,18,22-25H,8-17H2,1-2H3/t22-,23-,24-,25-,27-,28-/s3

InChIKey

HHSXYDOROIURIP-FEZCWRLCSA-N

SMILES

[C@@]12(CC[C@]3(C)[C@H](CC[C@@]3([H])[C@@]1(CCC1=CC(=O)CC[C@]21C)[H])OC(=O)CCC1C=CC=CC=1)[H] |&1:0,3,5,8,10,19,r|

CAS DataBase Reference

1255-49-8(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xn

Risk Statements 

20/21/22-40

Safety Statements 

22-36

WGK Germany 

3

RTECS 

XA3105000

MSDS

• Language:English Provider:SigmaAldrich

Testosterone phenylpropionate Usage And Synthesis

Description

Testosterone phenylpropionate (BAN; TPP) (brand name Testolent), 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.

Uses

Testosterone 17-Phenylpropionate, is one of the 17b-fatty acid esters of testosterone, that is increasingly misused by athletes in an attempt to improve sports performance, and thus can be used in doping control. It can also be used as a therapy in glucocorticoid-treated patients to increase the circulating testosterone concentration.

Definition

ChEBI: Testosterone phenylpropionate is a steroid ester.

Biological Functions

Testosterone phenylpropionate is a synthetic anabolic-androgenic steroid (AAS) and an androgen ester. It was first reported in the scientific literature in 1955 and 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.

Synthesis

In a 100 ml reaction flask, 0.397 g (3 mmol) of cinnamaldehyde was added.0.411g (1.5mmol) Nandrolone, 0.06g (0.3mmol) [Bmim][OAc] catalyst, 10ml 1,4-dioxane, heated to 120 ?? C and then reacted for 2h, after the reaction was completed, cooled to room temperature, added 30 ml of water and 20 ml of ethyl acetate were extracted, and the phases were allowed to stand. The organic phase was concentrated and crystallized to obtain the target product. The yield was 64%.

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