CAS No.153-00-4,Metenolone Suppliers

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Basic Information

Molecular Structure:
CAS No.:	153-00-4
Name:	Metenolone
Article Data:	6

Formula:	C₂₀H₃₀O₂
Molecular Weight:	302.457
Synonyms:	5α-Androst-1-en-3-one, 17β-hydroxy-1-methyl- (6CI,7CI,8CI);1-Methyl-5α-androst-1-en-17β-ol-3-one;1-Methyl-D1-androsten-17β-ol-3-one;17β-Hydroxy-1-methyl-5α-androst-1-en-3-one;Methenolon;Androst-1-en-3-one,17-hydroxy-1-methyl-, (5α,17β)-;
EINECS:	205-812-0
Density:	1.084 g/cm³
Melting Point:	126-129°C(lit.)
Boiling Point:	430.381 °C at 760 mmHg
Flash Point:	183.597 °C
Hazard Symbols:	C
Risk Codes:	R34
PSA:	37.30000
LogP:	4.12520

Synthetic route

: 4360-33-2
3-Aethylendioxy-1-methylen-5α-androstanol-(17β)

: 153-00-4
17β-hydroxy-1-methyl-5α-androst-1-en-3-one

Conditions

Conditions	Yield
(i) Zn-Cu, I2, CH2I2, Et2O, (ii) aq. H2SO4, MeOH; Multistep reaction;

: methenolone enanthate

A: 153-00-4
17β-hydroxy-1-methyl-5α-androst-1-en-3-one

B: 12β,17β-dihydroxy-1-methyl-5α-androstan-1-ene-3-one

C: 16β,17β-dihydroxy-1-methyl-5α-androstan-1-ene-3-one

D: 17β-hydroxy-1-methyl-5α-androstan-1-ene-3,16-dione

E: 15β,17β-dihydroxy-1-methyl-5α-androstan-1-ene-3-one

F: 1424-01-7
1-methyl-5α-androst-1-ene-3,17-dione

Conditions

Conditions	Yield
With Aspergillus niger In methanol at 26℃; for 288h; Microbiological reaction;

...Expand

: methenolone enanthate

: 153-00-4
17β-hydroxy-1-methyl-5α-androst-1-en-3-one

Conditions

Conditions	Yield
With Cunninghamella blakesleeana In methanol at 26℃; for 288h; Microbiological reaction;

: 153-00-4
17β-hydroxy-1-methyl-5α-androst-1-en-3-one

: 18162-48-6
tert-butyldimethylsilyl chloride

: 127557-35-1
17β-(tert.-butyldimethylsilyloxy)-1-methyl-5α-androsta-1-en-3-one

Conditions

Conditions	Yield
With 1H-imidazole In N,N-dimethyl-formamide for 24h; Ambient temperature;	96%

: 153-00-4
17β-hydroxy-1-methyl-5α-androst-1-en-3-one

: 96301-34-7
atamestane

Conditions

Conditions	Yield
With diphenyl diselenide; iodosylbenzene In toluene at 80℃; for 9h;	51%

: 153-00-4
17β-hydroxy-1-methyl-5α-androst-1-en-3-one

: 2616-64-0
UDP-glucuronic acid

A: 1-methyl-5α-androst-1-1en-3-one-17β-O-glucuronide

B: 3α-hydroxy-1-methylen-5α-androstan-17-one glucuronide

Conditions

Conditions	Yield
With liver microsomes from Aroclor 1254-induced male Wistar rat In methanol; phosphate buffer at 37℃; pH=7.4;	A 24% B 28%

...Expand

: 153-00-4
17β-hydroxy-1-methyl-5α-androst-1-en-3-one

A: 1232-57-1
1β-Methyl-4,5α-dihydro-testosteron (17β-Hydroxy-1β-methyl-5α-androstan-3-on)

B: 1424-00-6
mesterolone

Conditions

Conditions	Yield
With 2,2'-azobis(isobutyronitrile); tributylzinc hydride In tetrahydrofuran for 1h; Heating; Yield given. Yields of byproduct given;

: 153-00-4
17β-hydroxy-1-methyl-5α-androst-1-en-3-one

: 38631-89-9
(1S,5R,8R,9S,10S,13S,14S,17S)-1,10,13-Trimethyl-17-trimethylsilanyloxy-hexadecahydro-cyclopenta[a]phenanthren-3-one

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: Tributylzinnhydrid, Azobisisobutyronitril / tetrahydrofuran / 1 h / Heating 2: hexamethyldisilazane / pyridine / 0.25 h View Scheme

: 153-00-4
17β-hydroxy-1-methyl-5α-androst-1-en-3-one

: 38631-89-9
(1S,5S,8R,9S,10S,13S,14S,17S)-1,10,13-Trimethyl-17-trimethylsilanyloxy-hexadecahydro-cyclopenta[a]phenanthren-3-one

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: Tributylzinnhydrid, Azobisisobutyronitril / tetrahydrofuran / 1 h / Heating 2: hexamethyldisilazane / pyridine / 0.25 h View Scheme

: 153-00-4
17β-hydroxy-1-methyl-5α-androst-1-en-3-one

: 127557-29-3
1,4-dimethylandrosta-1,4-dien-3,17-dione

Conditions

Conditions	Yield
Multi-step reaction with 7 steps 1: 96 percent / imidazole / dimethylformamide / 24 h / Ambient temperature 2: 1.) lithium diisopropylamide / 1.) THF, 0 deg, 15 min; 2.) THF, -78 deg C, 3 h; 3.) THF, -78 deg C, 15 min; 4.) r.t., 30 min 3: 87 percent / acetic acid / tetrahydrofuran; H2O / 72 h / 50 - 60 °C 4: 95 percent / dimethylaminopyridine / pyridine / 4 h / Ambient temperature 5: 31 percent / iodoxybenzene, diphenyl diselenide / toluene / 7 h / 80 °C 6: 92 percent / 3 percent potassium hydroxide / methanol / 4 h / Ambient temperature 7: 83 percent / chromium trioxide, conc. sulfuric acid / H2O; acetone / 0.25 h / Ambient temperature View Scheme

Yield

Multi-step reaction with 7 steps
1: 96 percent / imidazole / dimethylformamide / 24 h / Ambient temperature
2: 1.) lithium diisopropylamide / 1.) THF, 0 deg, 15 min; 2.) THF, -78 deg C, 3 h; 3.) THF, -78 deg C, 15 min; 4.) r.t., 30 min
3: 87 percent / acetic acid / tetrahydrofuran; H2O / 72 h / 50 - 60 °C
4: 95 percent / dimethylaminopyridine / pyridine / 4 h / Ambient temperature
5: 31 percent / iodoxybenzene, diphenyl diselenide / toluene / 7 h / 80 °C
6: 92 percent / 3 percent potassium hydroxide / methanol / 4 h / Ambient temperature
7: 83 percent / chromium trioxide, conc. sulfuric acid / H2O; acetone / 0.25 h / Ambient temperature
View Scheme

Total:71 Page 1 of 2 1 2 Next>>

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Specification

1. Introduction of Methenolone
Methenolone is one kind of white or almost white crystalline powder. The IUPAC Name of this chemical is (5S,8R,9S,10S,13S,14S,17S)-17-hydroxy-1,10,13-trimethyl-4,5,6,7,8,9,11,
12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-one. Besides, Methenolone belongs to Steroids; Steroid and Hormone; Finished Steroid and Hormone. What's more, its systematic name is (5α,17β)-17-Hydroxy-1-methylandrost-1-en-3-one. Its classification codes are: (1)Anabolic Agents; (2)Hormones; (3)Hormones, Hormone Substitutes, and Hormone Antagonists.

This chemical is a synthetic steroid that has been used for its anabolic action. It is supplied as the acetate ester for oral administration and as the enanthate ester for intramuscular injection.

2. Properties of Methenolone
Physical properties about Methenolone are:
(1)ACD/LogP: 3.717; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 3.72; (4)ACD/LogD (pH 7.4): 3.72; (5)ACD/BCF (pH 5.5): 393.28; (6)ACD/BCF (pH 7.4): 393.28; (7)ACD/KOC (pH 5.5): 2505.49; (8)ACD/KOC (pH 7.4): 2505.49; (9)#H bond acceptors: 2; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 1; (12)Polar Surface Area: 37.3 Å²; (13)Index of Refraction: 1.542; (14)Molar Refractivity: 87.803 cm³; (15)Molar Volume: 278.897 cm³; (16)Polarizability: 34.808×10^-24cm³; (17)Surface Tension: 40.06 dyne/cm; (18)Density: 1.084 g/cm³; (19)Flash Point: 183.597 °C; (20)Enthalpy of Vaporization: 79.187 kJ/mol; (21)Boiling Point: 430.381 °C at 760 mmHg; (22)Vapour Pressure: 0 mmHg at 25°C.

3. Structure Descriptors of Methenolone
You can still convert the following datas into molecular structure:
(1)SMILES: O=C2\C=C(\C)[C@@]3([C@H]1CC[C@@]4([C@@H](O)CC[C@H]4[C@@H]1CC[C@H]3C2)C)C
(2)Std. InChI: InChI=1S/C20H30O2/c1-12-10-14(21)11-13-4-5-15-16-6-7-18(22)19(16,2)9-8-17(15)20(12,13)3/h10,13,15-18,22H,4-9,11H2,1-3H3/t13-,15-,16-,17-,18-,19-,20-/m0/s1
(3)Std. InChIKey: ANJQEDFWRSLVBR-VHUDCFPWSA-N
(4)Canonical SMILES : CC1=CC(=O)CC2C1(C3CCC4(C(C3CC2)CCC4O)C)C
(5)Isomeric SMILES: CC1=CC(=O)C[C@H]2[C@]1([C@H]3CC[C@]4([C@H]([C@@H]3CC2)CC[C@@H]4O)C)C

4. Physical Properties of Methenolone

Physical Property	Value	Units	Temp (deg C)	Source
log P (octanol-water)	3.690	(none)		EST
Atmospheric OH Rate Constant	1.15E-10	cm3/molecule-sec	25	EST

5. Uses of Methenolone
Methenolone can be used to produce 1-methylandrosta-1,4-dien-3,17-dione at the temperature of 80 °C. It will need reagents iodoxybenzene, diphenyl diselenide and solvent toluene with the reaction time of 9 hours. The yield is about 51%.

Methenolone can be used to produce 1-methylandrosta-1,4-dien-3,17-dione at the temperature of 80 °C