Mesterolone

Base Information

• Chemical Name: Mesterolone
• CAS No.: 1424-00-6
• Molecular Formula: C20H32O2
• Molecular Weight: 304.473
• Hs Code.: 29372900
• European Community (EC) Number: 215-836-3
• NSC Number: 75054
• UNII: 0SRQ75X9I9
• DSSTox Substance ID: DTXSID90878533
• Nikkaji Number: J7.487J
• Wikipedia: Mesterolone
• Wikidata: Q4291328
• NCI Thesaurus Code: C87227
• Pharos Ligand ID: VVVNBNG9NSZB
• Metabolomics Workbench ID: 35385
• ChEMBL ID: CHEMBL258918
• Mol file: 1424-00-6.mol

Synonyms:Mesterolone;Proviron;Vistimon

 This product is a nationally controlled contraband, and the Lookchem platform doesn't provide relevant sales information.

Chemical Property of Mesterolone

Chemical Property:

• Appearance/Colour: US DEA Schedule III substance.
• Vapor Pressure: 7.98E-09mmHg at 25°C
• Melting Point: 208 °C
• Refractive Index: 17.6 ° (C=0.9, CHCl3)
• Boiling Point: 420.3 °C at 760 mmHg
• PKA: 15.09±0.70(Predicted)
• Flash Point: 179.4 °C
• PSA: 37.30000
• Density: 1.058 g/cm³
• LogP: 4.20510
• Storage Temp.: 2-8°C
• Solubility.: Practically insoluble in water, sparingly soluble in acetone, in ethyl acetate and in methanol
• Water Solubility.: 3mg/L at 20℃
• XLogP3: 4.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 304.240230259
• Heavy Atom Count: 22
• Complexity: 486

Purity/Quality:

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn,T,F
• Statements: 20/21/22-38-19-11-61-60
• Safety Statements: 22-24/25-36/37/39-45-53

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1CC(=O)CC2C1(C3CCC4(C(C3CC2)CCC4O)C)C
• Isomeric SMILES: C[C@H]1CC(=O)C[C@H]2[C@]1([C@H]3CC[C@]4([C@H]([C@@H]3CC2)CC[C@@H]4O)C)C
• Description: Mesterolone (Item No. 21171) is an analytical reference standard categorized as an anabolic androgenic steroid. Formulations containing mesterolone have been used in patients with low testosterone or symptoms of aging male syndrome. Mesterolone cannot be aromatized to estrogens, unlike other androgens. This compound is the active ingredient in different pharmaceutical preparations that have been used medically but have also been widely applied in sports in order to improve athlete performance. Mesterolone is regulated as a Schedule III drug in the United States. This product is intended for research and forensic applications.
• Uses: Mesterolone is a synthetic androgen and a dihydrotestosterone derivative. Mesterolone is rarely used for replacement therapies due to its weak androgenic activity.
• Therapeutic Function: Androgen

Technology Process of Mesterolone

There total 11 articles about Mesterolone which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 98.0%

17β-hydroxy-1α-methyl-androst-4-en-3-one (604-26-2) → mesterolone (1424-00-6)

Guidance literature:

17β-hydroxy-1α-methyl-androst-4-en-3-one; With ammonia; lithium; In tetrahydrofuran; tert-butyl alcohol; at -50 - -45 ℃;

With 4-methyl-pent-3-en-2-one; In tetrahydrofuran; tert-butyl alcohol;

Reference yield:

ice-water-sodium chloride + 1α-methyl-5α-androstane-3,17-dione (1423-99-0) → mesterolone (1424-00-6)

Guidance literature:

With sodium hydroxide; sulfuric acid; toluene-4-sulfonic acid; In methanol;

Reference yield:

17β-hydroxy-1-methyl-5α-androst-1-en-3-one (153-00-4) → 1β-Methyl-4,5α-dihydro-testosteron (17β-Hydroxy-1β-methyl-5α-androstan-3-on) (1232-57-1) + mesterolone (1424-00-6)

Guidance literature:

With 2,2'-azobis(isobutyronitrile); tributylzinc hydride; In tetrahydrofuran; for 1h; Yield given. Yields of byproduct given; Heating;

upstream raw materials:

17β-hydroxy-1-methyl-5α-androst-1-en-3-one

17β-hydroxy-1α-methyl-androst-4-en-3-one

5α-androst-1-en-3-one-17β-yl benzoate

methylmagnesium bromide

Downstream raw materials:

17β-hydroxy-1α-methyl-androst-4-en-3-one

1α,17α-Dimethyl-17β-hydroxy-5α-androstan-3-on

1α-Methyl-5α-androstan-3α,17β-diol

Refernces

• 1、 Laurent, Henry,Esperling, Peter,Baude, Guenter. "Radical-induced Reduction of α,β-Unsaturated Steroid Ketones with Tributyltin Hydride". . p. 1996 - 1999. Retrieved 2007/10/02.