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58-18-4

Basic Information
CAS No.: 58-18-4
Name: 17-Methyltestosterone
Article Data: 57
Molecular Structure:
Molecular Structure of 58-18-4 (17-Methyltestosterone)
Formula: C20H30O2
Molecular Weight: 302.457
Synonyms: Androst-4-en-3-one,17b-hydroxy-17-methyl- (8CI);17a-Methyl-17b-hydroxyandrost-4-en-3-one;17a-Methyl-3-oxo-4-androsten-17b-ol;17a-Methyltestosterone;17b-Hydroxy-17a-methylandrost-4-ene-3-one;Android;Androsan;Androst-4-ene-17a-methyl-17b-ol-3-one;CDB 110;Glosso-Sterandryl;Homandren;Mesterone;Metandren;Oreton Methyl;Perandren;Steronyl;Synandrotabs;Testora;Testoviron (tablet);Testred;
EINECS: 200-366-3
Density: 1.1 g/cm3
Melting Point: 162-168 °C(lit.)
Boiling Point: 434.4 °C at 760 mmHg
Flash Point: 185.3 °C
Solubility: water: ≤0.5 mg/mL
Appearance: white to slightly yellowish-white crystalline
Hazard Symbols: ToxicT,HarmfulXn,IrritantXi,FlammableF
Risk Codes: 45-63-22-20-19-11-61-60-36/37/38
Safety: 53-36/37-45-24/25-22
PSA: 37.30000
LogP: 4.26930
Synthetic route
111222-36-7

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

58-18-4

17-methyltestosterone

Conditions
ConditionsYield
With toluene-4-sulfonic acid In ethanol for 1h; Ambient temperature;100%
521-10-8

methylandrostenediol

58-18-4

17-methyltestosterone

Conditions
ConditionsYield
With <(C4Ph4COHOCC4Ph4)(μ-H)><(CO)4Ru2>; acetone at 56℃; for 18h;93%
With chromium(VI) oxide; bromine; acetic acid Behandeln des Reaktionsprodukts mit CrCl2 in wss.Methanol unter Kohlendioxyd;
With aluminum tri-tert-butoxide; acetone; benzene

C22H34O2

58-18-4

17-methyltestosterone

Conditions
ConditionsYield
With hydrogenchloride In water; toluene at 60 - 65℃; Solvent; Reagent/catalyst;81.6%
Conditions
ConditionsYield
With 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione In dimethyl sulfoxide at 65℃; for 24h;A 10%
B 74%
With 1-n-butyl-3-methylimidazolim bromide; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione at 65℃; for 22h;A 10%
B 74%
72-63-9

metandienone

58-18-4

17-methyltestosterone

Conditions
ConditionsYield
With thallium(III) nitrate trihydrate In diethylene glycol dimethyl ether for 24h; Ambient temperature;34%
110-86-1

pyridine

521-10-8

methylandrostenediol

76-83-5

trityl chloride

58-18-4

17-methyltestosterone

Conditions
ConditionsYield
Erhitzen des Reaktionsprodukts mit Kupfer-Spaenen unter vermindertem Druck auf 250-300grad;
972-46-3

3-ethoxyandrosta-3,5-dien-17-one

75-16-1

methylmagnesium bromide

58-18-4

17-methyltestosterone

Conditions
ConditionsYield
With diethyl ether; toluene anschliessend Behandeln mit wss.NH4Cl und Behandeln des Reaktionsprodukts mit wss.Saeure;
521-10-8

methylandrostenediol

108-94-1

cyclohexanone

58-18-4

17-methyltestosterone

Conditions
ConditionsYield
With aluminum isopropoxide; toluene
521-10-8

methylandrostenediol

108-94-1

cyclohexanone

555-31-7

aluminum isopropoxide

108-88-3

toluene

58-18-4

17-methyltestosterone

521-10-8

methylandrostenediol

76-83-5

trityl chloride

58-18-4

17-methyltestosterone

Conditions
ConditionsYield
With pyridine Erhitzen des Reaktionsprodukts mit Kupfer-Spaenen unter vermindertem Druck auf 250-300grad;
With pyridine Erhitzen des Reaktionsprodukts mit Kupfer-Spaenen unter vermindertem Druck auf 250-300grad;
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    English name: Methyltestosterone Alias name: 17 alpha -Methyltestosterone 17 beta -Hydroxy-17 alpha -methyl-4-androsten-3-one More alias: 17 alpha -Methyl-4-androsten-17 beta -ol-3-one Molecular formula: C20H30O2 Molecular weight: 302.45C

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Chemistry

IUPAC Name: (8R,9S,10R,13S,14S,17S)-17-Hydroxy-10,13,17-trimethyl-2,6,7,8,9,11,12,14,15,16-decahydro-1H-cyclopenta[a]phenanthren-3-one
Molecular Structure:
Molecular Formula : C20H30O2
Molecular Weight : 302.45
CAS NO: 58-18-4
EINECS : 200-366-3
Index of Refraction: 1.556
Surface Tension: 43.7 dyne/cm
Density: 1.1 g/cm3
Flash Point: 185.3 °C
Enthalpy of Vaporization: 79.71 kJ/mol
Boiling Point: 434.4 °C at 760 mmHg
Vapour Pressure: 2.28E-09 mmHg at 25 °C
Melting point 162-168 &dec;C
Alpha : 79 º (c=1, alcohol)
Storage temp: 2-8 °C
Solubility H2O: ≤0.5 mg/mL 
Appearance: Methyltestosterone (CAS NO. 58-18-4) is white to slightly yellowish-white crystalline .
Classification Code of Methyltestosterone (CAS NO. 58-18-4): Anabolic Agents; Androgen; Antineoplastic Agents; Antineoplastic agents, hormonal; Drug / Therapeutic Agent; Hormone; Hormones; Hormones, Hormone Substitutes, and Hormone Antagonists; Human Data; Mutation data; Reproductive Effect; Tumor data

Uses

1.Methyltestosterone (CAS NO. 58-18-4) is used for androgen medicines, used for supplement treatment with testosterone deficiency .
2.Methyltestosterone (CAS NO. 58-18-4) can also be used for functional bleeding of uterine, aplastic anemia and other diseases treatment.

Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
man TDLo oral 39mg/kg/33W-I (39mg/kg) LIVER: "JAUNDICE, CHOLESTATIC" American Journal of Gastroenterology. Vol. 82, Pg. 461, 1987.
mouse LD50 intraperitoneal 400mg/kg (400mg/kg)   Drugs in Japan Vol. 6, Pg. 830, 1982.
mouse LD50 oral 1860mg/kg (1860mg/kg)   Drugs in Japan Vol. 6, Pg. 830, 1982.
mouse LD50 subcutaneous > 5gm/kg (5000mg/kg)   Drugs in Japan Vol. 6, Pg. 830, 1982.
rat LD50 intraperitoneal 1050mg/kg (1050mg/kg)   Drugs in Japan Vol. 6, Pg. 830, 1982.
rat LD50 oral 2500mg/kg (2500mg/kg)   Drugs in Japan Vol. 6, Pg. 830, 1982.
rat LD50 subcutaneous 5gm/kg (5000mg/kg)   Drugs in Japan Vol. 6, Pg. 830, 1982.

Safety Profile

Hazard Codes: ToxicT,HarmfulXn,IrritantXi ,F
Risk Statements: 45-63-22-20-19-11-61-60-36/37/38 
R45:May cause cancer. 
R63:Possible risk of harm to the unborn child. 
R22:Harmful if swallowed. 
R20:Harmful by inhalation. 
R19:May form explosive peroxides. 
R11:Highly flammable. 
R60:May impair fertility. 
R61:May cause harm to the unborn child. 
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 53-36/37-45-24/25-22 
S53:Avoid exposure - obtain special instructions before use. 
S36/37:Wear suitable protective clothing and gloves. 
S45:In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) 
S24/25:Avoid contact with skin and eyes. 
S22:Do not breathe dust.
RIDADR: 3249
WGK Germany: 3
RTECS: BV8400000
HazardClass: 6.1(b)
PackingGroup: III

Specification

 Methyltestosterone (CAS NO. 58-18-4), its Synonyms are (17-beta)-17-Hydroxy-17-methylandrost-4-en-3-one ; 17(alpha)-Methyl-delta4-androsten-17(beta)-ol-3-one ; 17-Hydroxy-17-methyl-3-keto-androstene-4 ; 17-beta-Hydroxy-17-methylandrost-4-en-3-one ; 17alpha-Methyl-3-oxo-4-androsten-17beta-ol ; 17alpha-Methyl-delta-androsten-17beta-ol-3-one ; M.T.Mucorettes ; Malestrone ; Androst-4-en-3-one, 17-beta-hydroxy-17-methyl- ; Androst-4-en-3-one, 17-hydroxy-17-methyl-, (17beta)- ; Androst-4-en-3-one, 17beta-hydroxy-17-methyl- .