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Trenbolone

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Trenbolone Basic information

Product Name:
Trenbolone
Synonyms:
  • BETA-TRENBOLONE
  • 17BETA-HYDROXYESTRA-4,9,11-TRIEN-3-ONE
  • 17-HYDROXYESTRA-4,9,11-TRIEN-3-ONE
  • 4,9,11-ESTRATRIEN-17-BETA-OL-3-ONE
  • TRENBOLONE
  • (8S,13S,14S,17S)-17-hydroxy-13-methyl-2,6,7,8,14,15,16,17-octahydro-1H-cyclopenta[a]phenanthren-3-one
  • TRENBOLONE:17-HYDROXYESTRA-4,9,11-TRIEN-3-ONE
  • TrenboloneEnanthateBase
CAS:
10161-33-8
MF:
C18H22O2
MW:
270.37
EINECS:
600-229-1
Product Categories:
  • trenbolone series
  • Intermediates & Fine Chemicals
  • Steroids
  • Pharmaceuticals
  • Steroid and Hormone
  • Finished Steroid and Hormone
  • 10161-33-8
Mol File:
10161-33-8.mol
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Trenbolone Chemical Properties

Melting point:
170°C
alpha 
D20 +19° (c = 0.45 in ethanol)
Boiling point:
490.8±45.0 °C(Predicted)
Density 
1.19±0.1 g/cm3(Predicted)
Flash point:
2℃
storage temp. 
2-8°C
solubility 
DMF: 30 mg/ml; DMF:PBS (pH 7.2)(1:3): 0.25 mg/ml; DMSO: 20 mg/ml; Ethanol: 2 mg/ml
pka
14.73±0.40(Predicted)
InChI
InChI=1/C18H22O2/c1-18-9-8-14-13-5-3-12(19)10-11(13)2-4-15(14)16(18)6-7-17(18)20/h8-10,15-17,20H,2-7H2,1H3/t15-,16+,17+,18+/s3
InChIKey
MEHHPFQKXOUFFV-OWSLCNJRSA-N
SMILES
[C@@]12([H])CC[C@H](O)[C@@]1(C)C=CC1=C3CCC(=O)C=C3CC[C@@]21[H] |&1:0,4,6,20,r|
CAS DataBase Reference
10161-33-8(CAS DataBase Reference)
EPA Substance Registry System
Estra-4,9,11-trien-3-one, 17-hydroxy-, (17.beta)- (10161-33-8)
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Safety Information

Hazard Codes 
T,Xn,F
Risk Statements 
60-36-20/21/22-11
Safety Statements 
53-22-36/37/39-45-36/37-26-16
RIDADR 
UN 1648 3 / PGII
WGK Germany 
3
RTECS 
KG7752000

MSDS

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Trenbolone Usage And Synthesis

Description

Trenbolone, also known as trienolone or trienbolone, is a kind of anabolic androgenic steroid belonging to the 19-nortestosterone group. It can be supplied to veterinary medicine of livestock in order the boost muscle growth and appetite. It can also enhance the performance of athletes. It has several physiological effects: (1) enhance protein synthesis and nitrogen retention in the muscle tissues, which boost enhanced anabolism; (2) greatly promote insulin-like growth factor-1 (IGF-1) which is a highly effective anabolic hormone; (3) Greatly increase the red blood cell count to boost blood oxygenation which leads to improved muscular endurance; (4) Inhibit glucocorticoid hormones which inhibit the growth of muscle tissue and promote fat. (5) Improve food efficiency.

Chemical Properties

Yellow Solid

Originator

Parabolan,Negma,France,1980

Uses

Trenbolone is a controlled substance (anabolic steroid). It is a steroid used on livestock to increase muscle growth and appetite. To increase its effective half-life, trenbolone is administered as a prodrug as an ester conjugate such as [trenbolone acetate], trenbolone enanthate, or trenbolone cyclohexylmethylcarbonate. Plasma lipases then cleave the ester group in the bloodstream leaving free trenbolone.

Preparation

Trenbolone synthesis: To a cold mixture of 47.9 g 2,3-Dichloro-5,6-dicyano-1,4-benzoquinone (DDQ) in 375 mL anhydrous methylene chloride (DCM), a solution of 54.9 g compound (II-a) and 11.5 mL acetic acid in 150 mL anhydrous DCM is added dropwise under stirring, while keeping the internal temperature at -5 °C. The addition funnel is rinsed with 25 mL DCM and this aliquot is added to the reaction mixture. After 4 hours, reaction conversion reaches 99.25% by HPLC. The reaction mixture is quenched by addition of a solution composed of 5.7 g of Na2S2O5, 50 mL water and 10 mL MeOH. The obtained slurry is warmed to 15-23°C and left stirring for 0.5 h, after which it was filtered. The filter cake is washed with 2x40 mL DCM and the solid discarded. The obtained biphasic mixture is separated, and the organic phase washed twice with a solution of 100 mL water, 10 mL MeOH and 3.9 g of NaHCO3. The phases are separated, and the organic layer washed one final time with a solution of 100 mL water, 10 mL MeOH and 3.9 g of NaHCO3. The combined solution is concentrated with stirring to 150 mL (total volume) under vacuum, keeping the internal temperature below 30 °C. To the resulting solution, 150 mL of acetone are added, and the obtained mixture concentrated under vacuum to 150 mL (total volume) again, keeping the internal temperature below 30 °C. This addition/concentration protocol is repeated 3 times. The resulting suspension is cooled to 0 °C and kept at this temperature for 0.5 h with stirring, after which it is filtered, and the filter cake is washed twice with 50 mL cold acetone. The wet solid is dried at 40 °C under vacuum to give Trenbolone in 76% yield and 98.2 % A/A purity by HPLC.

Synthesis of Trenbolone acetate

Definition

ChEBI: Trenbolone is a 3-oxo-Delta(4) steroid that is estra-4,9,11-triene carrying an oxo group at position 3 and a hydroxy group at position 17beta. It is a synthetic anabolic steroid used for muscle growth in livestock. It has a role as a plant metabolite and an endocrine disruptor. It is a 3-oxo-Delta(4) steroid, a 17beta-hydroxy steroid, a C18-steroid and an anabolic androgenic steroid.

brand name

[Trenbolone is INN and BAN.

Therapeutic Function

Anabolic steroid

Side effects

Trenbolone's side effects aren't only physical but also mental, with users commonly reporting feeling increasingly: irritable, anxious, paranoid and depressed (than on other steroids).
Such side effects can be linked to Trenbolone having a stimulating effect on the central nervous system, causing an increase in adrenaline output and thus shifting Tren-users into a state of fight or flight mode.

Safety Profile

When heated to decomposition it emits acrid smoke and irritating fumes.

References

https://en.wikipedia.org/wiki/Trenbolone
https://www.steroid.com/Trenbolone.php
Škorjanc, D, M. Brus, and I. Vojtic. "A short review of chain controlling systems in livestock production technology. " Agricultura (2005).

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