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Home> Encyclopedia >Hormones and synthetic substitutes>Pharmaceutical Intermediates>Pharmaceutical
Trenbolone structure
Trenbolone structure

Trenbolone

Iupac Name:(8S,13S,14S,17S)-17-hydroxy-13-methyl-2,6,7,8,14,15,16,
17-octahydro-1H-cyclopenta[a]phenanthren-3-one
CAS No.: 10161-33-8
Molecular Weight:270.36608
Modify Date.: 2022-11-22 16:54
Introduction: Trenbolone 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. View more+
1. Names and Identifiers
1.1 Name
Trenbolone
1.2 Synonyms

(13S,17S)-17-Hydroxy-13-methyl-1,2,6,7,8,13,14,15,16,17-decahydro-cyclopenta[a]phenanthren-3-one (17Β)-17-Hydroxyestra-4,9,11-trien-3-one (8S,13S,14S,17S)-17-hydroxy-13-methyl-2,6,7,8,14,15,16,17-octahydro-1H-cyclopenta[a]phenanthren-3-one (8ξ,14ξ,17β)-17-Hydroxyestra-4,9,11-trien-3-one 17BETA-HYDROXYESTRA-4,9,11-TRIEN-3-ONE 17b-Hydroxy-19-norandrosta-4,9,11-trien-3-one 17-HYDROXYESTRA-4,9,11-TRIEN-3-ONE 17Β-hydroxy-estra-4,9,11-trien-3-one 17-Β-Trenbolone 19-Norandrosta-4,9,11-trien-17b-ol-3-one 4,9,11-ESTRATRIEN-17-BETA-OL-3-ONE 4,9,11-Estratrien-17b-ol-3-one BETA-TRENBOLONE Estra-4,9,11-trien-3-one, 17-hydroxy-, (17Β)- Estra-4,9,11-trien-3-one, 17-hydroxy-, (17-Β)- (9CI) Estra-4,9,11-trien-3-one, 17-hydroxy-, (8ξ,14ξ,17β)- MFCD00214395 TRENBOLONE:17-HYDROXYESTRA-4,9,11-TRIEN-3-ONE TrenboloneEnanthateBase Trenbolonemissing Trienolone

1.3 CAS No.
10161-33-8
1.4 CID
25015
1.5 EINECS(EC#)
600-229-1
1.6 Molecular Formula
C18H22O2 (isomer)
1.7 Inchi
InChI=1S/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+/m1/s1
1.8 InChkey
MEHHPFQKXOUFFV-OWSLCNJRSA-N
1.9 Canonical Smiles
CC12C=CC3=C4CCC(=O)C=C4CCC3C1CCC2O
1.10 Isomers Smiles
C[C@]12C=CC3=C4CCC(=O)C=C4CC[C@H]3[C@@H]1CC[C@@H]2O
2. Properties
2.1 Density
1.19
2.1 Melting point
170℃
2.1 Boiling point
490.8 °C at 760 mmHg
2.1 Refractive index
1.605
2.1 Flash Point
208.2 °C
2.1 Precise Quality
270.16200
2.1 PSA
37.30000
2.1 logP
3.32930
2.1 Solubility
43 mg/L (25 C)
2.2 Appearance
DEA Schedule III item.
2.3 Chemical Properties
Yellow Solid
2.4 Color/Form
Powder
2.5 pKa
14.73±0.40(Predicted)
2.6 Water Solubility
43 mg/L (25 C)
2.7 Stability
Stable at normal temperatures and pressures.
2.8 StorageTemp
2-8°C
3. Use and Manufacturing
3.1 Usage
Controlled substance (anabolic steroid).
4. Safety and Handling
4.1 Symbol
GHS08
4.1 Hazard Codes
T
4.1 Signal Word
Danger
4.1 Risk Statements
R60
4.1 Safety Statements
53-22-36/37/39-45
4.1 Hazard Declaration
H360
4.1 RIDADR
UN 1648 3 / PGII
4.1 Safety Profile
When heated todecomposition it emits acrid smoke andirritating fumes.
4.2 Caution Statement
P201-P308 + P313
4.2 WGK Germany
3
4.2 RTECS
KG7752000
4.2 Safety

Hazard Codes:?ToxicT
Risk Statements: 60?
R60:May impair fertility.
Safety Statements: 53-22-36/37/39-45?
S53:Avoid exposure - obtain special instructions before use.?
S22:Do not breathe dust.?
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection.?
S45:In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)
WGK Germany: 3
RTECS: KG7752000

4.3 Specification

?Trenbolone , its cas register number 10161-33-8. It also can be called?17-beta-Hydroxyestra-4,9,11-trien-3-one ; 17-beta-Trenbolone ; 17beta-Trenbolone ; Trembolona ; Trembolona [INN-Spanish] ; Trenbolonum ; Trenbolonum [INN-Latin] ; and Trienbolone .?Its classification code are?Anabolic Agents; Hormone; Hormones; Hormones, Hormone Substitutes, and Hormone Antagonists and?Mutation data.

5. MSDS

2.Hazard identification

2.1 Classification of the substance or mixture

Reproductive toxicity, Category 1B

2.2 GHS label elements, including precautionary statements

Pictogram(s)
Signal word

Danger

Hazard statement(s)

H360 May damage fertility or the unborn child

Precautionary statement(s)
Prevention

P201 Obtain special instructions before use.

P202 Do not handle until all safety precautions have been read and understood.

P280 Wear protective gloves/protective clothing/eye protection/face protection.

Response

P308+P313 IF exposed or concerned: Get medical advice/ attention.

Storage

P405 Store locked up.

Disposal

P501 Dispose of contents/container to ...

2.3 Other hazards which do not result in classification

none

7. Precursor and Product
8. Other Information
8.0 Originator
Parabolan,Negma,France,1980
8.1 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.
8.2 Therapeutic Function
Anabolic steroid
8.3 Collision Cross Section
163.3 ?2 [M+H]+ [CCS Type: TW]
8.4 Mesh
These compounds stimulate anabolism and inhibit catabolism. They stimulate the development of muscle mass, strength, and power. (See all compounds classified as Anabolic Agents.)
8.5 Mesh Entry Terms
17 beta-acetoxyestra-4,9,11-trien-3-one
8.6 Dea Controlled Substances
Trenbolone|Finaplix-S, Finajet, Parabolan|4000|Schedule III - Substances in the DEA Schedule III have a potential for abuse less than substances in Schedules I or II and abuse may lead to moderate or low physical dependence or high psychological dependence.|No
8.7 Use Classification
Pharmaceuticals
8.8 Description
Trenbolone 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.
8.9 Chemical Properties
Yellow Solid
8.10 Uses
Controlled substance (anabolic steroid).
8.11 Brand name
[Trenbolone is INN and BAN.
8.12 Safety Profile
When heated to decomposition it emits acrid smoke and irritating fumes.
8.13 References
https://en.wikipedia.org/wiki/Trenbolone
https://www.steroid.com/Trenbolone.php
?korjanc, D, M. Brus, and I. Vojtic. "A short review of chain controlling systems in livestock production technology. " Agricultura (2005).
9. Computational chemical data
  • Molecular Weight: 270.36608g/mol
  • Molecular Formula: C18H22O2
  • Compound Is Canonicalized: True
  • XLogP3-AA: 1.9
  • Exact Mass: 270.161979940
  • Monoisotopic Mass: 270.161979940
  • Complexity: 566
  • Rotatable Bond Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 2
  • Topological Polar Surface Area: 37.3
  • Heavy Atom Count: 20
  • Defined Atom Stereocenter Count: 4
  • Undefined Atom Stereocenter Count: 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Isotope Atom Count: 0
  • Covalently-Bonded Unit Count: 1
  • CACTVS Substructure Key Fingerprint: AAADceB4MAAAAAAAAAAAAAAAAAAAAYAAAAAgQIAAAAAAAECAAAAAGgAACAAADxSggAICAAAAAgCIAqBSAAAAAAAgAAAICAEAAEgIEBIAAQAAQAAEwAAIgQOIyPCPgAAAAAAAAAAAAAAAAAAAAIAADAAAAA==
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