-4-TIBOLONE

Base Information

• Chemical Name: -4-TIBOLONE
• CAS No.: 1162-60-3
• Molecular Formula: C21H28 O2
• Molecular Weight: 312.452
• NSC Number: 142228
• Mol file: 1162-60-3.mol

Synonyms:19-Nor-17a-pregn-4-en-20-yn-3-one,17-hydroxy-7a-methyl-(7CI,8CI); 17a-Ethynyl-17-hydroxy-7a-methyl-4-estren-3-one; 17b-Hydroxy-17a-ethynyl-7a-methylestr-4-en-3-one; 7a-Methyl-17a-ethynyl-19-nortestosterone; 7a-Methylnorethindrone; NSC 142228;Org-OM 38; D4-Tibolone

Chemical Property of -4-TIBOLONE

Chemical Property:

• Vapor Pressure: 4.32E-10mmHg at 25°C
• Melting Point: 165-169°C
• Boiling Point: 452.5°Cat760mmHg
• PKA: 13.10±0.60(Predicted)
• Flash Point: 192.7°C
• PSA: 37.30000
• Density: 1.13g/cm³
• LogP: 3.73850
• Storage Temp.: -20°C Freezer
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 312.208930132
• Heavy Atom Count: 23
• Complexity: 623

Purity/Quality:

99.9% ^*data from raw suppliers

DELTA-4-TIBOLONE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1CC2=CC(=O)CCC2C3C1C4CCC(C4(CC3)C)(C#C)O
• Uses: Delta-4-Tibolone D5 is a metabolite of Tibolone. A synthetic steroid with weak estrogenic, androgenic and progestogenic activity. A pharamceutical used in the treatment of menopausal syndrome.

Technology Process of -4-TIBOLONE

There total 16 articles about -4-TIBOLONE 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: 79.0%

3,3-dimethoxy-7α-methyl-19-nor-17α-pregn-5(10)-en-20-yn-17β-ol (105186-33-2) → 7α-methyl-17α-ethinyl-17β-hydroxy-4-estren-3-one (1162-60-3) + tibolone (5630-53-5) + 10β-hydroperoxy-17β-hydroxy-7α-methyl-19-nor-17α-pregn-4-en-20-yn-3-one (105186-34-3)

Guidance literature:

With oxalic acid; In ethanol; water; at 20 ℃; for 2h; Yields of byproduct given;

DOI:10.1002/recl.19861050403

Reference yield: 70.0%

tibolone (5630-53-5) → 7α-methyl-17α-ethinyl-17β-hydroxy-4-estren-3-one (1162-60-3)

Guidance literature:

With toluene-4-sulfonic acid; In tetrahydrofuran; water; for 48h; Reflux;

Reference yield: 63.7%

7α-methylnorethynodrel ethylene ketal (677299-58-0) → 7α-methyl-17α-ethinyl-17β-hydroxy-4-estren-3-one (1162-60-3) + tibolone (5630-53-5)

Guidance literature:

7α-methylnorethynodrel ethylene ketal; With formic acid; In tetrahydrofuran; ethanol; water; at 40 - 60 ℃; for 1h;

With formic acid; In methanol; for 6h;

upstream raw materials:

7α-methyl-19-nortestosterone

ethylene glycol

lithium acetylide

3,3-dimethoxy-7α-methyl-19-nor-17α-pregn-5(10)-en-20-yn-17β-ol

Downstream raw materials:

7α-methylnorethynodrel ethylene ketal

tibolone

3,3-dimethoxy-7α-methyl-19-nor-17α-pregn-5(10)-en-20-yn-17β-ol