• Name

  Oxymesterone

• EINECS 205-646-9
• CAS No. 145-12-0
• Density 1.17g/cm³
• Solubility
• Melting Point 166-169°C
• Formula C₂₀H₃₀O₃
• Boiling Point 475.6°C at 760mmHg
• Molecular Weight 318.456
• Flash Point 255.5°C
• Transport Information
• Appearance
• Safety
• Risk Codes
• Molecular Structure
• Hazard Symbols
• Synonyms Androst-4-en-3-one,4,17b-dihydroxy-17-methyl- (6CI,8CI);4,17b-Dihydroxy-17-methylandrost-4-en-3-one;4,17b-Dihydroxy-17a-methylandrost-4-en-3-one;4-Hydroxy-17-methyltestosterone;4-Hydroxy-17a-methyltestosterone;Anamidol;Aranabol;NSC 45048;Oranabol;Oxymesterone;Oxymestrone;Theranabol;
• PSA 57.53000
• LogP 4.15500

Synthetic route

2320-90-3

4.17β-Dihydroxy-17α-methyl-androstadien-(4.6)-on-(3)

145-12-0

oxymesterone

Conditions

Conditions	Yield
With hydrogen; palladium on activated charcoal In ethanol

58-18-4

17-methyltestosterone

145-12-0

oxymesterone

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: KOtBu / 2-methyl-propan-2-ol 2: H2 / Pd-C / ethanol View Scheme

5785-58-0

4-chloro-17α-methylandrost-4-en-17β-ol-3-one

145-12-0

oxymesterone

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: KOtBu / 2-methyl-propan-2-ol 2: H2 / Pd-C / ethanol View Scheme

108-24-7

acetic anhydride

145-12-0

oxymesterone

4-acetoxy-17β-hydroxy-17α-methylandrost-4-en-3-one

Conditions

Conditions	Yield
With dmap In dichloromethane for 18h;	86%

145-12-0

oxymesterone

17α-methyl-3,4-dioximino-5ξ-androstan-17β-ol

Conditions

Conditions	Yield
With pyridine; hydroxylamine hydrochloride for 2h; Heating;	84%

145-12-0

oxymesterone

A

10455-16-0

17β-dihydroxy-17α-methyl-5α-androstan-4-one

B

17β-dihydroxy-17α-methyl-5β-androstan-4-one

C

13α,17β-dihydroxy-17α-methyl-5β-androstan-4-one

Conditions

Conditions	Yield
With zinc In water; acetic acid for 4h; Ambient temperature;	A n/a B 76% C 5%

...Expand

24589-78-4

N-methyl-N-trimethylsilyl-2,2,2-trifluoroacetamide

145-12-0

oxymesterone

145761-21-3

oxymesterone 4-TMS ether

Conditions

Conditions	Yield
In ethyl acetate at 60℃; for 0.5h;

145-12-0

oxymesterone

17,17-dimethyl-4-hydroxy-18-norandrosta-4,13-dien-3-one

Conditions

Conditions	Yield
With hydrogenchloride In acetic acid

145-12-0

oxymesterone

96966-39-1

3β,17β-Dihydroxy-17α-methyl-5α-androstanon-(4)

Conditions

Conditions	Yield
With ammonia; lithium In 1,4-dioxane; diethyl ether

145-12-0

oxymesterone

4-Hydroxy-17α-methyl-testosteron-dioxim-3,4

Conditions

Conditions	Yield
With hydroxylamine hydrochloride; potassium acetate In methanol Heating;

145-12-0

oxymesterone

109-94-4

formic acid ethyl ester

4-Hydroxy-17α-methyl-2-hydroxymethylen-testosteron

Conditions

Conditions	Yield
With sodium hydride In 1,4-dioxane

145-12-0

oxymesterone

4-acetoxy-17β-hydroxy-17α-methyl-5α-androst-3-ene

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 86 percent / DMAP / CH2Cl2 / 18 h 2: 6.5 percent / Zn / H2O; acetic acid / 4 h / Ambient temperature View Scheme

145-12-0

oxymesterone

4-acetoxy-17β-hydroxy-17α-methyl-5β-androst-3-ene

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 86 percent / DMAP / CH2Cl2 / 18 h 2: Zn / H2O; acetic acid / 4 h / Ambient temperature View Scheme

145-12-0

oxymesterone

(8R,9S,10R,13S,14S,17R)-10,13,17-Trimethyl-4,17-bis-trimethylsilanyloxy-1,2,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-cyclopenta[a]phenanthren-3-one

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: ethyl acetate / 0.5 h / 60 °C 2: sulfur trioxide pyridine complex / dimethylformamide / 1 h / Ambient temperature 3: H2O / 12 h 4: trimethylsilylimidazole / 0.17 h / 60 °C View Scheme

145-12-0

oxymesterone

Sulfuric acid mono-((8R,9S,10R,13S,14S,17S)-10,13,17-trimethyl-3-oxo-4-trimethylsilanyloxy-2,3,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl) ester

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: ethyl acetate / 0.5 h / 60 °C 2: sulfur trioxide pyridine complex / dimethylformamide / 1 h / Ambient temperature View Scheme

145-12-0

oxymesterone

145841-84-5

17-epioxymesterone

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: ethyl acetate / 0.5 h / 60 °C 2: sulfur trioxide pyridine complex / dimethylformamide / 1 h / Ambient temperature 3: H2O / 12 h View Scheme

145-12-0

oxymesterone

97016-97-2

3β,4β,17β-Trihydroxy-4α,17α-dimethyl-5α-androstan

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: Li, liq. NH3 / dioxane; diethyl ether 2: diethyl ether / Heating View Scheme

145-12-0

oxymesterone

17β-Hydroxy-4,17α-dimethyl-3,4-seco-5α-androstanon-(4)-saeure-(3)

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: Li, liq. NH3 / dioxane; diethyl ether 2: diethyl ether / Heating 3: CrO3, aq. H2SO4 / acetone View Scheme

145-12-0

oxymesterone

3β-Acetoxy-17β-hydroxy-17α-methyl-5α-androstanon-(4)

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: Li, liq. NH3 / dioxane; diethyl ether 2: Py View Scheme

145-12-0

oxymesterone

4-Hydroxy-17α-methyl-2-oximinoformyl-testosteron

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: NaH / dioxane 2: NH2OH*HCl, KOAc / methanol / Heating View Scheme

24589-78-4

N-methyl-N-trimethylsilyl-2,2,2-trifluoroacetamide

145-12-0

oxymesterone

145760-92-5

C29H54O3Si3

Conditions

Conditions	Yield
With ammonium iodide; 2-hydroxyethanethiol at 60℃; for 0.333333h;
With ammonium iodide; ethanethiol In acetonitrile at 80℃; for 0.5h;

Oxymesterone Specification