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Basic Information
CAS No.: 521-18-6
Name: Stanolone
Molecular Structure:
Molecular Structure of 521-18-6 (Stanolone)
Formula: C19H30O2
Molecular Weight: 290.446
Synonyms: 5a-Androstan-3-one, 17b-hydroxy- (8CI);(+)-Androstan-17b-ol-3-one;17b-Hydroxy-3-androstanone;17b-Hydroxy-5a-androstan-3-one;17b-Hydroxy-5a-androstane-3-one;4,5a-Dihydrotestosterone;4-Dihydrotestosterone;5a,17b-Hydroxyandrostan-3-one;5a-Androstan-17b-ol-3-one;5a-Androstanolone;5a-Dihydrotestosterone;Anaboleen;Anabolex;Andractim;Androlone;Androstan-17b-ol-3-one;Androstanolone;Cristerona MB;DHT;Dihydrotestosterone;LG 152;NSC 10972;Neodrol;Stanaprol;Testosterone, dihydro-;
EINECS: 208-307-3
Density: 1.085 g/cm3
Melting Point: 173-183 °C
Boiling Point: 413.1 °C at 760 mmHg
Flash Point: 176.4 °C
Solubility: 344.3g/L(temperature not stated)
Appearance: US DEA Schedule III
Hazard Symbols: HarmfulXn
Risk Codes: 61-40
Safety: 53-36/37/39-45
PSA: 37.30000
LogP: 3.95910
Synthetic route
58701-44-3

17-((tert-butyldimethylsilyl)oxy)-10,13-dimethylhexadecahydro-3H-cyclopenta[a]phenanthren-3-one

521-18-6

Stanolone

Conditions
ConditionsYield
With hydrogenchloride In ethanol at 20℃; for 3h;97.5%
1046-35-1

(5S,8R,9S,10S,13S,14S,17S)-10,13-dimethylhexadecahydrospiro[cyclopenta[a]phenanthrene-3,2'-[1,3]dioxolan]-17-ol

521-18-6

Stanolone

Conditions
ConditionsYield
With diiodosilane In chloroform at -42℃; for 0.166667h;95%
91475-95-5

(5S,8R,9S,10S,13S,14S,17S)-17-(2-Methoxy-ethoxymethoxy)-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-3-one

521-18-6

Stanolone

Conditions
ConditionsYield
With chloro-trimethyl-silane; sodium iodide In acetonitrile at -20℃; for 0.75h;95%
68199-33-7

5α-androstan-17β-ol-3-one tosylhydrazone

521-18-6

Stanolone

Conditions
ConditionsYield
With copper(II) sulfate In tetrahydrofuran; methanol; water for 17h; Heating;95%
37770-14-2

17β-Hydroxy-5α-androstan-3-one 1,2-Ethanediyl Dithioacetal

521-18-6

Stanolone

Conditions
ConditionsYield
With tri(p-bromophenyl)amine; lithium perchlorate; silica gel; sodium hydrogencarbonate In water; acetonitrile for 2h; electrolysis; further reagent: tris(4-bromophenyl)ammoniumyl hexachloroantimonate;91%
With tri(p-bromophenyl)amine; lithium perchlorate In water; acetonitrile Kinetics; Mechanism; cyclovoltammetry;
361336-13-2

(5S,8R,9S,10S,13S,14S,17S)-10,13-Dimethyl-17-triethylsilanyloxy-hexadecahydro-cyclopenta[a]phenanthren-3-one

521-18-6

Stanolone

Conditions
ConditionsYield
With polymer-bound NMe3(1+)*F(1-) In methanol at 20℃; for 24h;90%
75958-96-2

C33H51NO4

521-18-6

Stanolone

Conditions
ConditionsYield
With N,N,N',N'-tetramethyl-1,8-diaminonaphthalene In tetrahydrofuran Heating;88%
3-ethoxyandrost-3-ene-17-ol

3-ethoxyandrost-3-ene-17-ol

521-18-6

Stanolone

Conditions
ConditionsYield
With hydrogenchloride In ethanol; water at 60 - 65℃; Solvent; Reagent/catalyst;78%

74-88-4

methyl iodide

A

521-18-6

Stanolone

B

17β-Hydroxy-4α-methyl-5α-androstan-3-on

C

4α-Methyl-17β-methoxy-5α-androstan-3-on

D

2,4-Dimethyl-5α-dihydrotestoteron

Conditions
ConditionsYield
With lithium; isopropyl alcohol In tetrahydrofuran; diethyl ether; ammonia at -33℃; for 1.5h;A n/a
B 73%
C n/a
D n/a

C20H32O3

521-18-6

Stanolone

Conditions
ConditionsYield
With 3-chloro-benzenecarboperoxoic acid In dichloromethane at 20℃;71%
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Chemistry

4-DIHYDROTESTOSTERONE's MF: C19H30O2
4-DIHYDROTESTOSTERONE's MW: 290.44
alpha: 27 o 
mp: 178-183 °C
EINECS: 208-307-3
Appearance: White Crystalline Solid
Synonyms: Stanolone;(5-alpha,17-beta)-17-hydroxyandrostan-3-one;(5alpha,17beta)-17-Hydroxy-androstan-3-one;17beta-Hydroxy-3-androstanone;17-beta-hydroxy-5-alpha-androstan-3-on;17-hydroxy-,(5-alpha,17-beta)-androstan-3-on;17-Hydroxyandrostan-3-one;5A-Androstan-3-on-17B-ol;5a-Androstan-3-one, 17beta-hydroxy-

Uses

4-DIHYDROTESTOSTERONE can be used as Androgens.

Toxicity Data With Reference

1.   

spm-nml-par 12 mg/8W-I

   JEZOAO    Journal of Experimental Zoology 205 (1978),403.
2.    RTECS  BV8052000

Safety Profile

Experimental teratogenic and reproductive effects. Mutation data reported. A steroid. When heated to decomposition it emits acrid smoke and irritating fumes. See also TESTOSTERONE.
Hazard Codes  Xn
WGK Germany  3
Risk Statements  61-40
Safety Statements  53-36/37/39-45