7alpha-Methyltestosterone

Base Information

• Chemical Name: 7alpha-Methyltestosterone
• CAS No.: 7642-58-2
• Molecular Formula: C20H30O2
• Molecular Weight: 302.457
• NSC Number: 63577
• UNII: K76V9O14LF
• DSSTox Substance ID: DTXSID30227248
• Nikkaji Number: J61.331B
• Wikidata: Q27115881
• Pharos Ligand ID: H7LQPC46Y73Q
• ChEMBL ID: CHEMBL359619
• Mol file: 7642-58-2.mol

Synonyms:7alpha-Methyltestosterone;7-alpha-Methyltestosterone;7642-58-2;Isomer 201;7a-methyl-testosterone;7Alpha-Methyl-Testosterone;U 14103;7.alpha.-Methyltestosterone;UNII-K76V9O14LF;Testosterone, 7-alpha-methyl-;CHEMBL359619;K76V9O14LF;CHEBI:34183;NSC 63577;NSC-63577;17beta-Hydroxy-7alpha-methylandrost-4-en-3-one;Androst-4-en-3-one, 17.beta.-hydroxy-7.alpha.-methyl-;Androst-4-en-3-one, 17-hydroxy-7-methyl-, (7-alpha,17-beta)-;Androst-4-en-3-one, 17-hydroxy-7-methyl-, (7.alpha.,17.beta.)-;17-beta-hydroxy-7-alpha-methyl-androst-4-en-3-one;Androst-4-en-3-one, 17beta-hydroxy-7alpha-methyl-;7-.alpha.-methyltestosterone;Androst-4-en-3-one, 17-hydroxy-7-methyl-, (7alpha,17beta)-;SCHEMBL4916351;Testosterone, 7.alpha.-methyl-;DTXSID30227248;NSC63577;BDBM50423527;17beta-hydroxy-7alpha-methyl-4-androsten -3-one;U-14103;Q27115881;17-.beta.-hydroxy-7-.alpha.-methyl-androst-4-en-3-one

Chemical Property of 7alpha-Methyltestosterone

Chemical Property:

• Vapor Pressure: 1.52E-09mmHg at 25°C
• Boiling Point: 438.9°Cat760mmHg
• Flash Point: 187.1°C
• Density: 1.1g/cm³
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 302.224580195
• Heavy Atom Count: 22
• Complexity: 536

Purity/Quality:

99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1CC2=CC(=O)CCC2(C3C1C4CCC(C4(CC3)C)O)C
• Isomeric SMILES: C[C@@H]1CC2=CC(=O)CC[C@@]2([C@@H]3[C@@H]1[C@@H]4CC[C@@H]([C@]4(CC3)C)O)C

Technology Process of 7alpha-Methyltestosterone

There total 11 articles about 7alpha-Methyltestosterone 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: 17.0%

C20H30O2 → 7α-methyl-17β-hydroxy-4-androsten-3-one (7642-58-2)

Guidance literature:

In dichloromethane; acetone;

Reference yield:

Acetic acid (3S,7S,8R,9S,10R,13S,14S,17S)-17-acetoxy-7-iodomethyl-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl ester (15084-43-2) → 7α-methyl-17β-hydroxy-4-androsten-3-one (7642-58-2)

Guidance literature:

Multi-step reaction with 3 steps

1: H₂ / Pd-C / ethyl acetate

2: (alkaline hydrolysis)

3: (oxidation)

With hydrogen; palladium on activated charcoal; In ethyl acetate;

DOI:10.1016/0039-128X(67)90026-8

Reference yield:

5α-Androst-6-en-3β,5,17β-triol-3,17-diacetat (40272-15-9) → 7α-methyl-17β-hydroxy-4-androsten-3-one (7642-58-2)

Guidance literature:

Multi-step reaction with 4 steps

1: Zn

2: H₂ / Pd-C / ethyl acetate

3: (alkaline hydrolysis)

4: (oxidation)

With hydrogen; zinc; palladium on activated charcoal; In ethyl acetate;

DOI:10.1016/0039-128X(67)90026-8

upstream raw materials:

6-dehydrotestosterone

methylmagnesium bromide

RMI 12936

7α-Methyl-androst-5-en-3β,17β-diol

Refernces

• 1、 Wolff,M.E. et al.. "Thia steroids. 3. Derivativeof 2-thia-a-nor-5-alpha-androstan-17-beta-ol as probes of steroid-receptor interactions.". . p. 531 - 534. Retrieved 1970.
• 2、 -. "Process for the production of 7alpha-methyl steroids". Page 4. . Retrieved 2008/06/13.
• 3、 -. "TRANSDERMAL ADMINISTRATION OF MENT". . . Retrieved 2008/06/13.