Basic information Antiestrogenic effects Physiological effect Safety Supplier Related
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Drostanolone propionate

Basic information Antiestrogenic effects Physiological effect Safety Supplier Related

Drostanolone propionate Basic information

Product Name:
Drostanolone propionate
Synonyms:
  • Drostanolone propioante
  • DroMostanolone Enanthate(Masteron)
  • 17β-Hydroxy-2α-methyl-5α-androstan-3-one propionate
  • 17β-Hydroxy-2α-methylandrostan-3-one propionate
  • 2α-Methyl-17β-hydroxy-5α-androstan-3-one 17-propionate
  • 2α-Methyl-17β-propionoxy-5α-androstan-3-one
  • 2α-Methyl-4,5-dihydrotestosterone propionate
  • 2α-Methylandrostan-17(β)-ol-3-one propionate
CAS:
521-12-0
MF:
C23H36O3
MW:
360.54
EINECS:
208-303-1
Product Categories:
  • materon
  • Intermediates & Fine Chemicals
  • Pharmaceuticals
  • Steroids
  • Steroid and Hormone
  • 521-12-0
Mol File:
521-12-0.mol
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Drostanolone propionate Chemical Properties

Melting point:
114-120°C
alpha 
D +24°
Boiling point:
432.53°C (rough estimate)
Density 
1.0669 (rough estimate)
refractive index 
1.4700 (estimate)
storage temp. 
Controlled Substance, -20°C Freezer
solubility 
DMF:30.0(Max Conc. mg/mL);83.21(Max Conc. mM)
DMSO:24.0(Max Conc. mg/mL);66.57(Max Conc. mM)
Ethanol:2.0(Max Conc. mg/mL);5.55(Max Conc. mM)
form 
A crystalline solid
InChI
InChI=1/C23H36O3/c1-5-21(25)26-20-9-8-17-16-7-6-15-12-19(24)14(2)13-23(15,4)18(16)10-11-22(17,20)3/h14-18,20H,5-13H2,1-4H3/t14-,15+,16+,17+,18+,20+,22+,23+/s3
InChIKey
NOTIQUSPUUHHEH-DEMPVMEFNA-N
SMILES
C[C@]12C[C@@H](C)C(=O)C[C@]1([H])CC[C@@]1([H])[C@]3([H])CC[C@H](OC(=O)CC)[C@@]3(C)CC[C@]21[H] |&1:1,3,8,12,14,18,24,28,r|
CAS DataBase Reference
521-12-0(CAS DataBase Reference)
NIST Chemistry Reference
Dromostanolone propionate(521-12-0)
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Safety Information

Toxicity
LD50 subcutaneous in mouse: > 2gm/kg
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Drostanolone propionate Usage And Synthesis

Antiestrogenic effects

Dromostanolone Propionate is the propionate salt form of dromostanolone, a synthetic anabolic steroid related to dihydrotestosterone that has antiestrogenic effects. Dromostanolone inhibits the growth of estrogen receptor-presenting breast cancers; its virilizing effects limit its clinical usefulness.
Drostanolone propionate is a modified form of drostanolone, where a carboxylic acid ester (propionic acid) has been attached to the 17-beta hydroxyl group.Drostanolone Propionate is a synthetic androgenic anabolic steroid and is approximately 5 times as potent as natural methyltestosterone.

Physiological effect

Like testosterone and other androgenic hormones, dromostanolone binds to the androgen receptor. This causes downstream genetic transcriptional changes. This ultimately causes retention of nitrogen, potassium, and phosphorus; increases protein anabolism; and decreases amino acid catabolism. The antitumour activity of dromostanolone appears related to reduction or competitive inhibition of prolactin receptors or estrogen receptors or production.
Specifically, Masteron is the DHT hormone that has been structurally altered by the addition of a methyl group at the carbon 2 position, This protects the hormone from the metabolic breakdown by the 3-hydroxysteroid dehydrogenase enzyme, which is found in the skeletal muscle.

Description

17b-Hydroxy-2a-methyl-5a-androstan-3-one propionate, also known as drostanolone propionate, is a synthetic anabolic-androgenic steroid. It has similar properties to dihydrotestosterone. It had been used for the treatment of breast cancer in the past. However, it is now mainly used by athletes and bodybuilder as an anabolic steroid. It has two major effects including enhancing the physical/athletic performance (such as endurance and strength) and enhancing physical health (muscle buildup and fat loss). It should be administrated via intramuscular injection instead of oral taking.

Chemical Properties

White Solid

Originator

Drolban,Lilly,US,1961

Uses

Drostanolone propionate is the propionate salt form of dromostanolone, a synthetic anabolic steroid related to dihydrotestosterone that has antiestrogenic effects. It is used as an antineoplastic for use in females, for palliation of androgenresponsive recurrent mammary cancer in women who are more than one year but less than five years postmenopausal. Now it is used to help improve athletic performance and muscle gain.

Definition

ChEBI: Drostanolone propionate is a steroid ester and a 3-oxo-5alpha-steroid. It has a role as an antineoplastic agent. It is functionally related to a metholone.

Preparation

Drostanolone propionate is prepared from 9,11-dehydro-17a-methyl-testosterone raw material, reacts with lithium chloride and N-chlorosuccinimide to generate 9a,11-dichloro-17a-methyl- 95 testosterone is further prepared by esterification with propionin.

Manufacturing Process

A suspension of 10 grams of dihydrotestosterone in 500 cc of anhydrous benzene free of thiophene was mixed with10 cc of ethyl formate and 3 grams of sodium hydride and the mixture was stirred for 5 hours under an atmosphere of nitrogen and at a temperature of approximately 25°C. The resulting suspension was filtered, the resulting mixture of the sodium salt of the hydroxymethylene compound and the excess of sodium hydride was washed with benzene and dried. This mixture was slowly added to a vigorously stirred solution of 20 cc of concentrated hydrochloric acid in 500 cc of water, and the stirring was continued for 30 minutes at the end of which the precipitate was collected and well washed with distilled water. After drying in vacuo, there was obtained 9.7 grams of 2-hydroxymethylenedihydrotestosterone.
A mixture of 1 gram of 2-hydroxymethylene-dihydrotestosterone, 10 cc of pyridine and 2 cc of propionic anhydride was allowed to react at room temperature for 16 hours and then poured into water. The resulting suspension was heated for 1 hour on the steam bath to hydrolyze the excess of propionic anhydride, cooled and extracted with methylene dichloride. The extract was consecutively washed with dilute hydrochloric acid, sodium bicarbonate solution and water, dried over anhydrous sodium sulfate and evaporated to dryness under vacuum. There was thus obtained the dipropionate of 2-hydroxymethylenedihydrotestosterone which was treated with hydrogen, in methanol solution.
When the uptake of hydrogen ceased, the catalyst was filtered and the solution was evaporated to dryness under vacuum. The residue was dissolved in a mixture of benzene-hexane, transferred to a chromatographic column with neutral alumina and the product was eluted with mixtures of benzenehexane, gradually increasing the proportion of benzene in the mixture. Crystallization of the eluates from acetone-hexane yielded the propionate of 2α-methyldihydrotestosterone.

brand name

Drolban (Lilly).

Therapeutic Function

Cancer chemotherapy

Side effects

As to be expected with all steroids, it's essential that you're aware of all potential side effects of Drostanolone propionate, before you consider a cycle. Side effects of drostanolone propionate include symptoms of masculinization like acne, increased hair growth, voice changes, and increased sexual desire. It has no risk of liver damage.

References

https://en.wikipedia.org/wiki/Drostanolone_propionate
http://www.chemspider.com/Chemical-Structure.194604.html
http://steroid.es/drostanolone.html
Chowdhury, M. S., et al. "A comparison of drostanolone propionate (Masteril) and nandrolone decanoate (Deca-durabolin) in the treatment of breast carcinoma. " 2.3(1976):203-206.

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