Drostanolone propionate
- Iupac Name：[(2R,5S,8R,9S,10S,13S,14S,17S)-2,10,13-trimethyl-3-oxo-1,2,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl] propanoate
- CAS No.: 521-12-0
- Molecular Weight：360.53
- Modify Date.: 2022-10-31 05:57
- Introduction: 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.
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1. Names and Identifiers
- 1.1 Name
- Drostanolone propionate
- 1.2 Synonyms
(2α,5α,17Β)-2-methyl-3-oxoandrostan-17-yl propanoate (2α,5α,17Β)-2-Methyl-3-oxoandrostan-17-yl propionate 17b-Hydroxy-2a-methyl-5a-androstan-3-one propionate 17β-Hydroxy-2α-methyl-5α-androstan-3-one propionate 17β-Hydroxy-2α-methylandrostan-3-one propionate 2a-Methyl-17b-(1-oxopropoxy)-5a-androstan-3-one 2a-Methylandrostan-17b-ol-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 4-08-00-00654 5α-Androstan-3-one, 17Β-hydroxy-2α-methyl-, propionate Androstan-3-one, 2-methyl-17-(1-oxopropoxy)-, (2α,5α,17Β)- Drolban Dromostanolone 17-propionate DroMostanolone Enanthate(Masteron) Dromostanolone propionate Dromostanolone proprionate Drostanolone propioante EINECS 208-303-1 Emdisterone Masterid Masteril Masterone MDHT Medrotestron propionate MFCD01669961 Permastril UNII-X20UZ57G4O
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- 1.3 CAS No.
- 521-12-0
- 1.4 CID
- 224004
- 1.5 EINECS(EC#)
- 208-303-1
- 1.6 Molecular Formula
- C23H36O3 (isomer)
- 1.7 Inchi
- InChI=1S/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+/m1/s1
- 1.8 InChIkey
- NOTIQUSPUUHHEH-UXOVVSIBSA-N
- 1.9 Canonical Smiles
- CCC(=O)OC1CCC2C1(CCC3C2CCC4C3(CC(C(=O)C4)C)C)C
- 1.10 Isomers Smiles
- CCC(=O)O[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CC[C@@H]4[C@@]3(C[C@H](C(=O)C4)C)C)C
2. Properties
- 2.1 Density
- 1.0669 (rough estimate)
- 2.1 Melting point
- 114-120°C
- 2.1 Boiling point
- 432.53°C (rough estimate)
- 2.1 Refractive index
- 1.4700 (estimate)
- 2.1 Flash Point
- 190.5 oC
- 2.1 Precise Quality
- 360.26600
- 2.1 PSA
- 43.37000
- 2.1 logP
- 5.16600
- 2.1 Appearance
- White Solid
- 2.2 Storage
- Controlled Substance, -20?C Freezer
- 2.3 Chemical Properties
- White Solid
- 2.4 StorageTemp
- Controlled Substance, -20°C Freezer
3. Use and Manufacturing
- 3.1 Usage
- An anabolic steroid used as an antineoplastic.
4. Safety and Handling
- 4.1 Specification
-
White Solid
usageEng:An anabolic steroid used as an antineoplastic.
- 4.2 Toxicity
-
| Organism |
Test Type |
Route |
Reported Dose (Normalized Dose) |
Effect |
Source |
| mouse |
LD50 |
subcutaneous |
> 2gm/kg (2000mg/kg) |
? |
Drugs in Japan Vol. 6, Pg. 534, 1982. |
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5. MSDS
2.Hazard identification
2.1 Classification of the substance or mixture
no data available
2.2 GHS label elements, including precautionary statements
| Pictogram(s) | no data available |
| Signal word | no data available |
| Hazard statement(s) | no data available |
| Precautionary statement(s) | |
| Prevention | no data available |
| Response | no data available |
| Storage | no data available |
| Disposal | no data available |
2.3 Other hazards which do not result in classification
no data available
7. Other Information
- 7.0 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.
- 7.1 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.
- 7.2 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.
- 7.3 Chemical Properties
- White Solid
- 7.4 Originator
- Drolban,Lilly,US,1961
- 7.5 Uses
- An anabolic steroid used as an antineoplastic.
- 7.6 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. - View all
- 7.7 Brand name
- Drolban (Lilly).
- 7.8 Therapeutic Function
- Cancer chemotherapy
- 7.9 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.
8. Computational chemical data
- Molecular Weight: 360.53g/mol
- Molecular Formula: C23H36O3
- Compound Is Canonicalized: True
- XLogP3-AA: null
- Exact Mass: 360.26644501
- Monoisotopic Mass: 360.26644501
- Complexity: 598
- Rotatable Bond Count: 3
- Hydrogen Bond Donor Count: 0
- Hydrogen Bond Acceptor Count: 3
- Topological Polar Surface Area: 43.4
- Heavy Atom Count: 26
- Defined Atom Stereocenter Count: 8
- 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: AAADcfB4MAAAAAAAAAAAAAAAAAAAAYAAAAAwYMAAAAAAAGDAAAAAGgAAAAAADxSggAICCAAABAAIAICQCAAAAAAAAAAAAAEAAAAAABIAAAACAAAEAAAAAAGIyPCPgAAAAAAAAACAAAQAACAAAIAADAAAAA==
9. Question & Answer
-
Dromostanolone Propionate is the propionate salt form of dromostanolone, a synthetic anabolic steroid related to dihydrotestosterone that has antiestrogenic effects. Dromostanolone inhibits the growth..
-
Background and Overview[1] Drostanolone propionate, also known as Dromostanolone propionate or hydroxymethyldihydrotestosterone, is a pharmaceutical intermediate. It is a white or off-white crystallin..
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