5721-91-5

Basic information

• Product Name: Testosterone decanoate
• Synonyms: testosteronedecanoate--dea*scheduleiiiitem;17-BETA-HYDROXY-4-ANDROSTEN-3-ONE-DECANOATE;17b-hydroxyandrost-4-en-3-one decanoate;4-ANDROSTEN-17BETA-OL-3-ONE 17-N-DECANOATE;4-ANDROSTEN-17-BETA-OL-3-ONE DECANOATE;Testosterone Decaonate;17beta-hydroxyandrost-4-en-3-one decanoate;Testosateronedecanoate
• CAS NO: 5721-91-5
• Molecular Formula: C₂₉H₄₆O₃
• Molecular Weight: 442.67
• EINECS: 227-226-4
• Product Categories: Steroids;Steroid and Hormone;API;testosterone
• Mol File: 5721-91-5.mol

Chemical Properties

• Melting Point: 38 °C
• Boiling Point: 539.2 °C at 760 mmHg
• Flash Point: 226.4 °C
• Appearance: White or yellow-white crystalline powder
• Density: 1.04 g/cm³
• Vapor Pressure: 1.08E-11mmHg at 25°C
• Refractive Index: 1.523
• Solubility: Practically insoluble in water, very soluble in acetone, in methylene chloride and in anhydrous ethanol, freely soluble in fatty oils.
• CAS DataBase Reference: Testosterone decanoate(CAS DataBase Reference)
• NIST Chemistry Reference: Testosterone decanoate(5721-91-5)
• EPA Substance Registry System: Testosterone decanoate(5721-91-5)

Safety Data

• Hazard Codes: Xn
• Statements: 20/21/22-40
• Safety Statements: 22-36
• WGK Germany: 3
• Hazardous Substances Data: 5721-91-5(Hazardous Substances Data)

Usage

Uses

Used in Medical Applications:
Testosterone decanoate is used as a hormone replacement therapy for various conditions, including sterilization, missing testicle, hypopituitarism, and osteoporosis. It helps maintain secondary sexual characteristics, sexual desire, and male psychology in men.
Used in Sports and Bodybuilding:
Testosterone decanoate is also used as a performance-enhancing drug by athletes and bodybuilders. It is known to increase muscle mass, strength, and endurance, as well as improve recovery time from workouts.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, testosterone decanoate is used as an active ingredient in the formulation of various medications aimed at treating conditions related to low testosterone levels or androgen deficiency.

InChI:InChI=1/C29H46O3/c1-4-5-6-7-8-9-10-11-27(31)32-26-15-14-24-23-13-12-21-20-22(30)16-18-28(21,2)25(23)17-19-29(24,26)3/h20,23-26H,4-19H2,1-3H3/t23-,24-,25-,26-,28-,29-/m0/s1

Synthetic route

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

Conditions	Yield
With pyridine Ambient temperature;	85%
With immobilized p-toluenesulfonic acid polymer bound macroporous In neat (no solvent) at 100℃; for 0.0416667h; Microwave irradiation; Sealed tube; Green chemistry;	66%

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

Conditions	Yield
at 200℃;

2,2,3,3,3-pentafluoropropanoic anhydride (356-42-3) + 3-oxoandrost-4-en-17β-yl decanoate (5721-91-5) → Decanoic acid (8R,9S,10R,13S,14S,17S)-10,13-dimethyl-3-(2,2,3,3,3-pentafluoro-propionyloxy)-6,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl ester

Conditions	Yield
at 70℃; for 0.25h;

N-methyl-N-trimethylsilyl-2,2,2-trifluoroacetamide (24589-78-4) + 3-oxoandrost-4-en-17β-yl decanoate (5721-91-5) → Decanoic acid (8R,9S,10R,13S,14S,17S)-10,13-dimethyl-3-trimethylsilanyloxy-6,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl ester

Conditions	Yield
With ammonium iodide; 1,4-dithio-erythritol at 60℃; for 0.25h;

3-oxoandrost-4-en-17β-yl decanoate (5721-91-5) + trifluoroacetic anhydride (407-25-0) → Decanoic acid (8R,9S,10R,13S,14S,17S)-10,13-dimethyl-3-(2,2,2-trifluoro-acetoxy)-6,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl ester

Conditions	Yield
at 70℃; for 0.25h;

3-oxoandrost-4-en-17β-yl decanoate (5721-91-5) + heptafluorobutyric anhydride (336-59-4) → Decanoic acid (8R,9S,10R,13S,14S,17S)-3-(2,2,3,3,4,4,4-heptafluoro-butyryloxy)-10,13-dimethyl-6,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl ester

Conditions	Yield
at 70℃; for 0.25h;

3-oxoandrost-4-en-17β-yl decanoate (5721-91-5) → Decanoic acid (8R,9S,10S,13S,14S,17S)-3-hydroxy-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-17-yl ester

Conditions	Yield
With hydrogen; platinum(IV) oxide In acetic acid for 1h; Ambient temperature;

3-oxoandrost-4-en-17β-yl decanoate (5721-91-5) → 3-oxo-5α-androstan-17β-yl decanoate

Conditions	Yield
Multi-step reaction with 2 steps 1: H2 / PtO2 / acetic acid / 1 h / Ambient temperature 2: Jones reagent / acetone / 0.08 h View Scheme

3-oxoandrost-4-en-17β-yl decanoate (5721-91-5) → 3-oxo-5β-androstan-17β-yl decanoate

Conditions	Yield
Multi-step reaction with 2 steps 1: H2 / PtO2 / acetic acid / 1 h / Ambient temperature 2: Jones reagent / acetone / 0.08 h View Scheme

Upstream product

• 334-48-5 1-decanoic acid 
• 58-22-0 testosterone 
• 112-13-0 n-decanoyl chloride 
• 481-30-1 epitestosterone 

Relevant articles and documents

Highly efficient, solvent-free esterification of testosterone promoted by a recyclable polymer-supported tosylic acid catalyst under microwave irradiation

Although the classical acylation of testosterone clearly benefits from a broad substrate scope and available catalysts, the requirement of hazardous reagents and the high waste production are its drawbacks. To optimize the process efficiency as well as minimize the environmental impact, we decided to develop a novel method of testosterone esters synthesis, which relies on the usage of recyclable heterogeneous polymer-supported tosylic acid catalyst and microwave-assistance effect in a non-solvent system. Under the established MW-conditions, the acceleration of the process rate was so efficient that the reaction completed within 2.5 min, thus affording the desired esters in the 33–96% yield range without using a work-up procedure. Furthermore, the elaborated catalytic system could be recycled for at least 2 runs not only without a loss of the products yield, but unexpectedly with significant improvement of the reaction efficiency, which may indicate that the reduction of the catalyst loading is possible. We believe that this finding constitutes a very good starting-point for further optimization of the studied process.

Long-range effect of 17-substituents in 3-oxo steroids on 4,5-double bond hydrogenation

The long-range effect of substituents in the 17-position on the hydrogenation of double bond of the steroidal Δ4-3-ketones in acetic acid on a platinum catalyst is described in a series of testosterone (1) and epitestosterone (5) esters with carboxylic acids of varying alkyl chain length. The ratio 5α-to 5β-products is affected by the nature of substituents in the position 17.