Testosterone decanoate

Base Information

• Chemical Name: Testosterone decanoate
• CAS No.: 5721-91-5
• Molecular Formula: C29H46O3
• Molecular Weight: 442.682
• European Community (EC) Number: 227-226-4
• NSC Number: 26642
• UNII: IJW60LAO6S
• DSSTox Substance ID: DTXSID5046198
• Nikkaji Number: J225.117E
• Wikipedia: Testosterone_decanoate
• Wikidata: Q27088963
• ChEMBL ID: CHEMBL1473654
• Mol file: 5721-91-5.mol

Synonyms:Testosterone,decanoate (6CI,7CI,8CI);Decanoic acid, ester with testosterone (8CI);17b-Hydroxyandrost-4-en-3-one decanoate;NSC 26642;Testosterone 17-caprinate;Testosterone 17-decanoate;Testosterone caprate;Testosterone caprinate;Testosterone Decaonate;Androst-4-en-3-one,17-[(1-oxodecyl)oxy]-, (17b)-;

Chemical Property of Testosterone decanoate

Chemical Property:

• Appearance/Colour: White or yellow-white crystalline powder
• Vapor Pressure: 1.08E-11mmHg at 25°C
• Melting Point: 38 °C
• Refractive Index: 1.523
• Boiling Point: 539.2 °C at 760 mmHg
• Flash Point: 226.4 °C
• PSA: 43.37000
• Density: 1.04 g/cm³
• LogP: 7.57080
• Solubility.: Practically insoluble in water, very soluble in acetone, in methylene chloride and in anhydrous ethanol, freely soluble in fatty oils.
• XLogP3: 8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 10
• Exact Mass: 442.34469533
• Heavy Atom Count: 32
• Complexity: 724

Purity/Quality:

99% ^*data from raw suppliers

Testosterone decanoate European Pharmacopoeia (EP) Reference Standard ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 20/21/22-40
• Safety Statements: 22-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCCCCC(=O)OC1CCC2C1(CCC3C2CCC4=CC(=O)CCC34C)C
• Isomeric SMILES: CCCCCCCCCC(=O)O[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CCC4=CC(=O)CC[C@]34C)C
• Description: Testosterone Decanoate is one of the many esterified forms of testosterone and is a long form of the testosterone as it offers a long half life after administration. This is actually an androgen and anabolic steroid and a testosterone ester, a potent long acting injectable male synthetic hormone. Testosterone Decanoate is second longest acting form of testosterone after Testosterone Undecanoate. As with any other form of testosterone, the only difference between them is in the half life (the release time of the hormone after it got administered).
• Uses: Testosterone decanoate is an androgen that mainly used by men to maintain the second sexual sign, sexual desire and male psychology. It is an steroid indicated for testosterone replacement therapy in sterilization, missing testicle, hypopituitarism, and osteoporosis.

Technology Process of Testosterone decanoate

There total 4 articles about Testosterone decanoate 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: 91.0%

epitestosterone (481-30-1) + n-decanoyl chloride (112-13-0) → 3-oxoandrost-4-en-17α-yl decanoate (5721-91-5)

Guidance literature:

With pyridine; Ambient temperature;

DOI:10.1135/cccc19981528

Reference yield: 85.0%

testosterone (58-22-0) + n-decanoyl chloride (112-13-0) → 3-oxoandrost-4-en-17β-yl decanoate (5721-91-5)

Guidance literature:

With pyridine; Ambient temperature;

DOI:10.1135/cccc19981528

Reference yield:

1-decanoic acid (334-48-5) + testosterone (58-22-0) → 3-oxoandrost-4-en-17β-yl decanoate (5721-91-5)

Guidance literature:

at 200 ℃;

DOI:10.1002/hlca.193601901152

upstream raw materials:

1-decanoic acid

testosterone

n-decanoyl chloride

epitestosterone

Refernces

• 1、 Sidova, Romana,Stransky, Karel,Kasal, Alexander,Slavikova, Barbora,Kohout, Ladislav. "Long-range effect of 17-substituents in 3-oxo steroids on 4,5-double bond hydrogenation". . p. 1528 - 1542. Retrieved 2007/10/03.