Trenbolone acetate Chemical Properties

Melting point:

90-92°C

alpha 

D20 +36.8° (c = 0.37 in methanol)

Boiling point:

392.32°C (rough estimate)

Density 

1.1464 (rough estimate)

refractive index 

1.4618 (estimate)

storage temp. 

0-6°C

solubility 

DMF: 30 mg/ml; DMSO: 30 mg/ml; DMSO:PBS(pH 7.2) (1:3): 0.25 mg/ml; Ethanol: 10 mg/ml

InChI

InChI=1/C20H24O3/c1-12(21)23-19-8-7-18-17-5-3-13-11-14(22)4-6-15(13)16(17)9-10-20(18,19)2/h9-11,17-19H,3-8H2,1-2H3/t17-,18+,19+,20+/s3

InChIKey

CMRJPMODSSEAPL-FYQPLNBISA-N

SMILES

[C@@]12([H])CC[C@H](OC(=O)C)[C@@]1(C)C=CC1=C3CCC(=O)C=C3CC[C@@]21[H] |&1:0,4,9,23,r|

CAS DataBase Reference

10161-34-9(CAS DataBase Reference)

EPA Substance Registry System

Trenbolone acetate (10161-34-9)

Safety Information

Hazard Codes 

T

Risk Statements 

60

Safety Statements 

22-36/37/39-45

RIDADR 

UN 3077 9 / PGIII

WGK Germany 

3

RTECS 

KG7753500

HS Code 

2937290000

Trenbolone acetate Usage And Synthesis

Description

Trenbolone acetate (brand name: Revalor) is a 19-nortestosterone derivative and a synthetic, injected anabolic-androgenic steroid that is used in veterinary medicine. It is a highly efficient anabolic steroid that can greatly enhance the performance of athletes. Trenbolone acetate has several physiological effects. First, it can greatly promote insulin-like growth factor-1 (IGF-1). IGF-1 is a powerful and natural anabolic hormone that of great importance for muscle tissue development. Secondly, it can greatly increase the red blood cell count, further increasing blood oxygen and enhancing muscular endurance. Moreover, it can inhibit the glucocorticoid hormone, a hormone that destroy muscle tissue and promote fat. Finally, it can improve nutrient uptake and consumption efficiency.

Chemical Properties

Pale Yellow Solid

Originator

Parabolan,Negma,France,1980

Uses

A steroid used to increase the muscle growth of livestock.

Uses

anti-cataract agent

Definition

ChEBI: Trenbolone acetate is a steroid ester.

Manufacturing Process

Stage A: Preparation of 17β-Benzoyloxy-Estra-4,9,11-Trien-3-one - 0.400 g of 17β-benzoyloxy-4,5-seco-estra-9,11-diene-3,5-dione is dissolved in 4 cc of toluene under an inert atmosphere. The solution is cooled to 3°C, then 0.48 cc is added of the solution of sodium tert-amylate in anhydrous toluene, diluted by the addition of a further 4.8 cc of anhydrous toluene.
This reaction mixture is kept between 0°C and +5°C for six hours, with agitation and under an inert atmosphere, then 5 cc of a 0.2 N solution of acetic acid in toluene are added. The mixture is extracted with toluene, and the extracts are washed with water and evaporated to dryness. The residue is taken up in ethyl acetate, and then the solution is evaporated to dryness in vacuo, yielding a resin which is dissolved in methylene chloride, and the solution passed through a column of 40 g of magnesium silicate. Elution is carried out first with methylene chloride, then with methylene chloride containing 0.5% of acetone, and 0.361 g is thus recovered of a crude product, which is dissolved in 1.5 cc of isopropyl ether; then hot methanol is added and the mixture left at 0°C for one night.
0.324 g of the desired 17β-benzoyloxy-estra-4,9,11-trien-3-one are thus finally obtained, being a yield of 85%, melting point is 154°C.
Stage B: Preparation of 17β-Hydroxy-Estra-4,9,11-Trien-3-one - 3 g of 17β- benzoyloxy-estra-4,9,11-trien-3-one, obtained as described in Stage A are dissolved in 15 cc of methanol. 0.03 g of hydroquinone is added, and the mixture is taken to reflux while bubbling in nitrogen. Then 1.2 cc of 11% methanolic caustic potash is added and reflux is maintained for three hours, after which the reaction product is acidified with 0.36 cc of acetic acid. The methyl benzoate thus formed is eliminated by steam distillation, and 2.140 g of crude product are obtained, which are dissolved in 20 cc of methylene chloride. This solution is passed through 10 parts of magnesium silicate, elution being performed with 250 cc of methylene chloride containing 5% of acetone. After evaporation of the solvent 2.050 g of product is recovered, which is recrystallized from isopropyl ether.
In this way 1.930 g of the desired 17β-hydroxy-estra-4,9,11-trien-3-one is obtained being a yield of 89%, melting point is 186°C. It is converted to the acetate by acetic anhydride.

brand name

[Trenbolone is INN and BAN.

Therapeutic Function

Anabolic steroid

References

https://en.wikipedia.org/wiki/Trenbolone_acetate
Henricks, D. M., et al. "Serum concentrations of trenbolone-17 beta and estradiol-17 beta and performance of heifers treated with trenbolone acetate, melengestrol acetate, or estradiol-17 beta." Journal of Animal Science 75.10(1997):2627-33.
https://www.steroid.com/trenbolone-acetate.php

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