Methyl-1-testosterone

Base Information

• Chemical Name: Methyl-1-testosterone
• CAS No.: 65-04-3
• Molecular Formula: C₂₀H₃₀O₂
• Molecular Weight: 302.457
• European Community (EC) Number: 691-758-7
• UNII: 21O907N0NH
• DSSTox Substance ID: DTXSID20879831
• Nikkaji Number: J2.069.330D
• Wikipedia: Methyl-1-testosterone
• Wikidata: Q6823920
• Metabolomics Workbench ID: 146220
• Mol file: 65-04-3.mol

Synonyms:Methyl-1-testosterone;65-04-3;(+)-Methyl-1-testosterone;UNII-21O907N0NH;SC-11195;21O907N0NH;17alpha-Methyl-17beta-hydroxy-5alpha-androst-1-en-3-one;17beta-Hydroxy-17alpha-methyl-5alpha-androst-1-ene-3-one;17alpha-Methyl-17beta-hydroxy-delta1-5alpha-androsten-3-one;Oxandrolone impurity, delta1-mestalone- [USP];Androst-1-en-3-one, 17-hydroxy-17-methyl-, (5alpha,17beta)-;(5S,8R,9S,10R,13S,14S,17S)-17-hydroxy-10,13,17-trimethyl-5,6,7,8,9,11,12,14,15,16-decahydro-4H-cyclopenta[a]phenanthren-3-one;17beta-hydroxy-17alpha-methyl-5alpha-androst-1-en-3-one;17alpha-Methyl-1-testosterone;17.beta.-hydroxy-17.alpha.-methyl-5.alpha.-androst-1-en-3-one;SCHEMBL4115261;DTXSID20879831;JRNSSSJKIGAFCT-YDSAWKJFSA-N;AKOS015962937;DB01572;17-ALPHA-METHYL-1-TESTOSTERONE;Q6823920;17alpha-Methyl-17-hydroxy-5alpha-androsta-1-ene-3-one;(5alpha,17beta)-17-Hydroxy-17-methylandrost-1-en-3-one;OXANDROLONE IMPURITY, .DELTA.1-MESTALONE- [USP IMPURITY];17.ALPHA.-METHYL-17.BETA.-HYDROXY-5.ALPHA.-ANDROST-1-EN-3-ONE;17.BETA.-HYDROXY-17.ALPHA.-METHYL-5.ALPHA.-ANDROST-1-ENE-3-ONE;17-Methyl-1-Testosterone : (5 a ,17 b )-17-Hydroxy-17-methylandrosta-1-en-3-one;17.ALPHA.-METHYL-17.BETA.-HYDROXY-.DELTA.1-5.ALPHA.-ANDROSTEN-3-ONE;ANDROST-1-EN-3-ONE, 17-HYDROXY-17-METHYL-, (5.ALPHA.,17.BETA.)-;18167-94-7

Chemical Property of Methyl-1-testosterone

Chemical Property:

• Appearance/Colour: white solid
• Melting Point: 154-155 °C
• Boiling Point: 422.719 °C at 760 mmHg
• PKA: 15.14±0.60(Predicted)
• Flash Point: 180.4 °C
• PSA: 37.30000
• Density: 1.083 g/cm³
• LogP: 4.12520
• Solubility.: H2O: ≤0.5 mg/mL
• XLogP3: 4.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 302.224580195
• Heavy Atom Count: 22
• Complexity: 538

Purity/Quality:

99.5% ^*data from raw suppliers

17α-methyl-1-Testosterone ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T
• Hazard Codes: T
• Statements: 45-63
• Safety Statements: 53-36/37-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC12CCC3C(C1CCC2(C)O)CCC4C3(C=CC(=O)C4)C
• Isomeric SMILES: C[C@]12CC[C@H]3[C@H]([C@@H]1CC[C@]2(C)O)CC[C@@H]4[C@@]3(C=CC(=O)C4)C
• Uses: Methyl-1-Testosterone is a derivative of dihydrotestosterone. Methyl-1-Testosterone is a designer anabolic steroid that is on the world anti-doping agency’s (WADA) prohibited list.

Technology Process of Methyl-1-testosterone

There total 11 articles about Methyl-1-testosterone 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: 97.0%

→ 5α-17β-hydroxy-17α-methyl-Δ1-androsten-3-one (18167-94-7,35937-38-3,132830-76-3,65-04-3)

Guidance literature:

Reference yield: 86.0%

2α-bromo-17β-hydroxy-17α-methyl-5α-androstan-3-one (74252-42-9,76333-34-1) → 5α-17β-hydroxy-17α-methyl-Δ1-androsten-3-one (18167-94-7,35937-38-3,132830-76-3,65-04-3)

Guidance literature:

With (4s,6s)-2,4,5,6-tetra(9H-carbazol-9-yl)isophthalonitrile; [CoCl₂(dmgH)2(pyridine)]; potassium carbonate; N-ethyl-N,N-diisopropylamine; In acetonitrile; at 20 ℃; for 16h; Inert atmosphere; Sealed tube; Irradiation;

DOI:10.1021/jacs.1c06768

Reference yield: 81.0%

2-bromo-17-alpha-methyl-5-alpha-androstan-17-beta-ol-3-one (74252-42-9) → 5α-17β-hydroxy-17α-methyl-Δ1-androsten-3-one (18167-94-7,35937-38-3,132830-76-3,65-04-3)

Guidance literature:

With Li₂CO₃; acetic acid; lithium bromide; In n-heptane; water; ethyl acetate; N,N-dimethyl-formamide;

upstream raw materials:

2α-bromo-17β-hydroxy-17α-methyl-5α-androstan-3-one

ZIN⁽²²³⁾C₀₅₄₅₁

Epiandrosterone

mestanolone

Downstream raw materials:

oxandrolone

Refernces

• 1、 -. "Preparation method of oxandrolone intermediate". Paragraph 0039; 0040. . Retrieved 2021/07/01.
• 2、 Cabaj, John E.,Kairys, David,Benson, Thomas R.. "Development of a commercial process to produce oxandrolone". . p. 378 - 388. Retrieved 2012/12/31.