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CAS

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434-05-9

Methenolone acetate (Brand name: Primobolan) is a synthetic, orally active anabolic-androgenic steroid and dihydrotestosterone (DHT) derivative. It can be used for the treatment of bone marrow disease and anemia. Methenolone acetate is known for its higher therapeutic efficiency and lower hepatic toxicity compared with its 17 alpha- alkylated analogs. However, it is frequently abused in human sports because of its capability of increasing muscle strength as well as promoting performance and aggressiveness. It is capable of enhancing performance in racehorses.

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  • acetic acid [(5S,8R,9S,10S,13S,14S,17S)-1,10,13-trimethyl-3-oxo-4,5,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-17-yl] ester

    Cas No: 434-05-9

  • No Data

  • 10 Milligram

  • Amadis Chemical Co., Ltd.
  • Contact Supplier
  • 434-05-9 Structure

  • Basic information

    1. Product Name: Methenolone acetate
    2. Synonyms: 17-(acetyloxy)-1-methyl-,(5-alpha,17-beta)-androst-1-en-3-on;17-beta-hydroxy-1-methyl-5-alpha-androst-1-en-3-onacetate;17-beta-hydroxy-1-methyl-5-alpha-androst-1-en-3-oneacetate;nibal;premobolan;primobolan;primobolone;primonabol
    3. CAS NO:434-05-9
    4. Molecular Formula: C22H32O3
    5. Molecular Weight: 344.49
    6. EINECS: 207-097-0
    7. Product Categories: Steroids;Steroid and Hormone;methenolone series
    8. Mol File: 434-05-9.mol

  • Chemical Properties

    1. Melting Point: 138-139°
    2. Boiling Point: 419.57°C (rough estimate)
    3. Flash Point: 189.9 °C
    4. Appearance: /
    5. Density: 1.0906 (rough estimate)
    6. Vapor Pressure: 5.54E-08mmHg at 25°C
    7. Refractive Index: 1.5000 (estimate)
    8. Storage Temp.: N/A
    9. Solubility: N/A
    10. CAS DataBase Reference: Methenolone acetate(CAS DataBase Reference)
    11. NIST Chemistry Reference: Methenolone acetate(434-05-9)
    12. EPA Substance Registry System: Methenolone acetate(434-05-9)

  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: N/A
    3. Safety Statements: N/A
    4. WGK Germany:
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 434-05-9(Hazardous Substances Data)

434-05-9 Usage

Chemical Properties

White Solid

Uses

Methenolone acetate is an anabolic steroid. This is a controlled substance.

References

Ho, Emmie N. M., et al. "Metabolic studies of methenolone acetate in horses." Analytica Chimica Acta 540.1(2005): 111-119. https://en.wikipedia.org/wiki/Metenolone_acetate

Check Digit Verification of cas no

The CAS Registry Mumber 434-05-9 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 4,3 and 4 respectively; the second part has 2 digits, 0 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 434-05:
(5*4)+(4*3)+(3*4)+(2*0)+(1*5)=49
49 % 10 = 9
So 434-05-9 is a valid CAS Registry Number.
InChI:InChI=1/C22H32O3/c1-13-11-16(24)12-15-5-6-17-18-7-8-20(25-14(2)23)21(18,3)10-9-19(17)22(13,15)4/h11,15,17-20H,5-10,12H2,1-4H3/t15-,17-,18-,19-,20-,21-,22-/m0/s1

434-05-9SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 16, 2017

Revision Date: Aug 16, 2017

1.Identification

1.1 GHS Product identifier

Product name Methenolone Acetate

1.2 Other means of identification

Product number -
Other names Methenolone acetate

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:434-05-9 SDS

434-05-9Synthetic route

17β-acetoxy-1-methyl-androsta-1,4-dien-3-one
1099-80-5

17β-acetoxy-1-methyl-androsta-1,4-dien-3-one

3-oxo-1-methyl-5α-androst-1-en-17β-yl acetate
434-05-9

3-oxo-1-methyl-5α-androst-1-en-17β-yl acetate

Conditions
ConditionsYield
With thallium(III) nitrate trihydrate In diethylene glycol dimethyl ether for 24h; Ambient temperature;8%
3-oxo-1-methyl-5α-androst-1-en-17β-yl acetate
434-05-9

3-oxo-1-methyl-5α-androst-1-en-17β-yl acetate

17β-acetoxy-1-methyl-androsta-1,4-dien-3-one
1099-80-5

17β-acetoxy-1-methyl-androsta-1,4-dien-3-one

Conditions
ConditionsYield
With diphenyl diselenide; iodosylbenzene In toluene at 80℃; for 4h;80%
With thallium(III) acetate In acetic acid
formaldehyd
50-00-0

formaldehyd

3-oxo-1-methyl-5α-androst-1-en-17β-yl acetate
434-05-9

3-oxo-1-methyl-5α-androst-1-en-17β-yl acetate

thiophenol
108-98-5

thiophenol

17β-acetyloxy-1-methyl-2-<(phenylthio)methyl>-5α-androst-1-en-3-one
127557-42-0

17β-acetyloxy-1-methyl-2-<(phenylthio)methyl>-5α-androst-1-en-3-one

Conditions
ConditionsYield
In water at 110℃; for 24h;61%
3-oxo-1-methyl-5α-androst-1-en-17β-yl acetate
434-05-9

3-oxo-1-methyl-5α-androst-1-en-17β-yl acetate

17β-Hydroxy-1-methyl-5α-androst-1-en

17β-Hydroxy-1-methyl-5α-androst-1-en

Conditions
ConditionsYield
With lithium aluminium tetrahydride In diethyl ether
Isopropenyl acetate
108-22-5

Isopropenyl acetate

3-oxo-1-methyl-5α-androst-1-en-17β-yl acetate
434-05-9

3-oxo-1-methyl-5α-androst-1-en-17β-yl acetate

Acetic acid (5S,8R,9S,10S,13S,14S,17S)-17-acetoxy-10,13-dimethyl-1-methylene-4,5,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl ester
2098-47-7

Acetic acid (5S,8R,9S,10S,13S,14S,17S)-17-acetoxy-10,13-dimethyl-1-methylene-4,5,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl ester

Conditions
ConditionsYield
With hydrogen cation
3-oxo-1-methyl-5α-androst-1-en-17β-yl acetate
434-05-9

3-oxo-1-methyl-5α-androst-1-en-17β-yl acetate

17β-Acetoxy-1-methyl-Δ1-5α-androstenol-(3β)

17β-Acetoxy-1-methyl-Δ1-5α-androstenol-(3β)

Conditions
ConditionsYield
With lithium tri-t-butoxyaluminum hydride
3-oxo-1-methyl-5α-androst-1-en-17β-yl acetate
434-05-9

3-oxo-1-methyl-5α-androst-1-en-17β-yl acetate

acetic anhydride
108-24-7

acetic anhydride

Acetic acid (5S,8R,9S,10S,13S,14S,17S)-17-acetoxy-10,13-dimethyl-1-methylene-4,5,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl ester
2098-47-7

Acetic acid (5S,8R,9S,10S,13S,14S,17S)-17-acetoxy-10,13-dimethyl-1-methylene-4,5,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl ester

Conditions
ConditionsYield
With hydrogen cation
3-oxo-1-methyl-5α-androst-1-en-17β-yl acetate
434-05-9

3-oxo-1-methyl-5α-androst-1-en-17β-yl acetate

benzoyl chloride
98-88-4

benzoyl chloride

Benzoic acid (5S,8R,9S,10S,13S,14S,17S)-17-acetoxy-10,13-dimethyl-1-methylene-4,5,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl ester

Benzoic acid (5S,8R,9S,10S,13S,14S,17S)-17-acetoxy-10,13-dimethyl-1-methylene-4,5,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl ester

Conditions
ConditionsYield
In toluene
diazomethane
186581-53-3, 908094-01-9

diazomethane

3-oxo-1-methyl-5α-androst-1-en-17β-yl acetate
434-05-9

3-oxo-1-methyl-5α-androst-1-en-17β-yl acetate

A-Homo-4-oxo-1-methyl-17β-acetoxy-Δ1(2)-5α-androsten
1050-87-9

A-Homo-4-oxo-1-methyl-17β-acetoxy-Δ1(2)-5α-androsten

Conditions
ConditionsYield
With aluminium trichloride In diethyl ether; benzene
3-oxo-1-methyl-5α-androst-1-en-17β-yl acetate
434-05-9

3-oxo-1-methyl-5α-androst-1-en-17β-yl acetate

1,2-dimethylandrosta-1,4-dien-3,17-dione
127557-30-6

1,2-dimethylandrosta-1,4-dien-3,17-dione

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: 61 percent / various solvent(s); H2O / 24 h / 110 °C
2: 73 percent / Raney nickel / acetone / 0.25 h / Heating
3: 78 percent / iodoxybenzene, diphenyl diselenide / toluene / 4 h / 80 °C
4: 94 percent / 3 percent potassium hydroxide / methanol / 4 h / Ambient temperature
5: 81 percent / chromium trioxide, conc. sulfuric acid / H2O; acetone / 0.25 h / Ambient temperature
View Scheme
3-oxo-1-methyl-5α-androst-1-en-17β-yl acetate
434-05-9

3-oxo-1-methyl-5α-androst-1-en-17β-yl acetate

17β-hydroxy-1,2-dimethyl-5α-androst-1-en-3-one
6176-40-5

17β-hydroxy-1,2-dimethyl-5α-androst-1-en-3-one

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 61 percent / various solvent(s); H2O / 24 h / 110 °C
2: 73 percent / Raney nickel / acetone / 0.25 h / Heating
3: 93 percent / 3 percent potassium hydroxide / methanol / 4 h / Ambient temperature
View Scheme
3-oxo-1-methyl-5α-androst-1-en-17β-yl acetate
434-05-9

3-oxo-1-methyl-5α-androst-1-en-17β-yl acetate

1,2-dimethyl-5α-androst-1-en-3,17-dione
127557-45-3

1,2-dimethyl-5α-androst-1-en-3,17-dione

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 61 percent / various solvent(s); H2O / 24 h / 110 °C
2: 73 percent / Raney nickel / acetone / 0.25 h / Heating
3: 93 percent / 3 percent potassium hydroxide / methanol / 4 h / Ambient temperature
4: 86 percent / chromium trioxide, conc. sulfuric acid / H2O; acetone / 0.25 h / Ambient temperature
View Scheme
3-oxo-1-methyl-5α-androst-1-en-17β-yl acetate
434-05-9

3-oxo-1-methyl-5α-androst-1-en-17β-yl acetate

17β-hydroxy-1,2-dimethylandrosta-1,4-dien-3-one
127557-44-2

17β-hydroxy-1,2-dimethylandrosta-1,4-dien-3-one

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 61 percent / various solvent(s); H2O / 24 h / 110 °C
2: 73 percent / Raney nickel / acetone / 0.25 h / Heating
3: 78 percent / iodoxybenzene, diphenyl diselenide / toluene / 4 h / 80 °C
4: 94 percent / 3 percent potassium hydroxide / methanol / 4 h / Ambient temperature
View Scheme
3-oxo-1-methyl-5α-androst-1-en-17β-yl acetate
434-05-9

3-oxo-1-methyl-5α-androst-1-en-17β-yl acetate

17β-acetyloxy-1,2-dimethyl-5α-androst-1-en-3-one
5984-09-8

17β-acetyloxy-1,2-dimethyl-5α-androst-1-en-3-one

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 61 percent / various solvent(s); H2O / 24 h / 110 °C
2: 73 percent / Raney nickel / acetone / 0.25 h / Heating
View Scheme
3-oxo-1-methyl-5α-androst-1-en-17β-yl acetate
434-05-9

3-oxo-1-methyl-5α-androst-1-en-17β-yl acetate

17β-acetyloxy-1,2-dimethylandrosta-1,4-dien-3-one
127557-43-1

17β-acetyloxy-1,2-dimethylandrosta-1,4-dien-3-one

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 61 percent / various solvent(s); H2O / 24 h / 110 °C
2: 73 percent / Raney nickel / acetone / 0.25 h / Heating
3: 78 percent / iodoxybenzene, diphenyl diselenide / toluene / 4 h / 80 °C
View Scheme
3-oxo-1-methyl-5α-androst-1-en-17β-yl acetate
434-05-9

3-oxo-1-methyl-5α-androst-1-en-17β-yl acetate

Acetic acid (5S,8R,9S,10S,13S,14S,17S)-1,10,13-trimethyl-4,5,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-3H-cyclopenta[a]phenanthren-17-yl ester

Acetic acid (5S,8R,9S,10S,13S,14S,17S)-1,10,13-trimethyl-4,5,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-3H-cyclopenta[a]phenanthren-17-yl ester

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: LiAlH4 / diethyl ether
2: Py
View Scheme
3-oxo-1-methyl-5α-androst-1-en-17β-yl acetate
434-05-9

3-oxo-1-methyl-5α-androst-1-en-17β-yl acetate

1-Chlormethyl-Δ1-androsten-17β-ol-3-on-17-acetat

1-Chlormethyl-Δ1-androsten-17β-ol-3-on-17-acetat

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: H+
2: (chlorination)
View Scheme
Multi-step reaction with 2 steps
1: H+
2: (chlorination)
View Scheme
3-oxo-1-methyl-5α-androst-1-en-17β-yl acetate
434-05-9

3-oxo-1-methyl-5α-androst-1-en-17β-yl acetate

Acetic acid (5S,8R,9S,10S,13S,14S,17S)-1-bromomethyl-10,13-dimethyl-3-oxo-4,5,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-3H-cyclopenta[a]phenanthren-17-yl ester

Acetic acid (5S,8R,9S,10S,13S,14S,17S)-1-bromomethyl-10,13-dimethyl-3-oxo-4,5,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-3H-cyclopenta[a]phenanthren-17-yl ester

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: H+
2: (bromination)
View Scheme
Multi-step reaction with 2 steps
1: H+
2: (bromination)
View Scheme
3-oxo-1-methyl-5α-androst-1-en-17β-yl acetate
434-05-9

3-oxo-1-methyl-5α-androst-1-en-17β-yl acetate

17β-Acetoxy-1α-methyl-1,2β-methylen-5α-androstanol-(3β)
5902-14-7

17β-Acetoxy-1α-methyl-1,2β-methylen-5α-androstanol-(3β)

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: Li
2: Zn-Cu / diethyl ether; 1,2-dimethoxy-ethane / Heating
View Scheme
3-oxo-1-methyl-5α-androst-1-en-17β-yl acetate
434-05-9

3-oxo-1-methyl-5α-androst-1-en-17β-yl acetate

17β-Acetoxy-1α-methyl-1.2β-methylen-5α-androstanon-(3)

17β-Acetoxy-1α-methyl-1.2β-methylen-5α-androstanon-(3)

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: Li
2: Zn-Cu / diethyl ether; 1,2-dimethoxy-ethane / Heating
3: CrO3, aq. H2SO4 / acetone
View Scheme

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