ChemicalBook--->CAS DataBase List--->521-18-6

521-18-6

521-18-6 Structure

521-18-6 Structure
IdentificationMore
[Name]

Stanolone
[CAS]

521-18-6
[Synonyms]

17BETA-HYDROXY-5ALPHA-ANDROSTAN-3-ONE
17b-hydroxy-5a-androstan-3-one
4,5ALPHA-DIHYDROTESTOSTERONE
4-dihydrotestosterone
5A-ANDROSTAN-17B-OL-3-ONE
5A-DIHYDROTESTOSTERONE
5ALPHA-ANDROSTAN-17BETA-OL-3-ONE
5-ALPHA-ANDROSTANOLONE
5ALPHA-DIHYDROTESTOSTERONE
5ALPHA-DIHYDROTESTOSTOSTERONE
(5S,8R,9S,10S,13S,14S,17S)-17-HYDROXY-10,13-DIMETHYL-HEXADECAHYDRO-CYCLOPENTA[A]PHENANTHREN-3-ONE
ALLODIHYDROTESTOSTERONE
ANDROSTANOLONE
DHT
DIHYDROTESTOSTERONE
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
[EINECS(EC#)]

208-307-3
[Molecular Formula]

C19H30O2
[MDL Number]

MFCD00003667
[Molecular Weight]

290.44
[MOL File]

521-18-6.mol
Chemical PropertiesBack Directory
[Appearance]

White Crystalline Solid
[Melting point ]

178-183 °C
[alpha ]

27 º
[Boiling point ]

372.52°C (rough estimate)
[density ]

1.0320 (rough estimate)
[refractive index ]

1.4709 (estimate)
[Fp ]

9℃
[storage temp. ]

2-8°C
[solubility ]

Acetonitrile: 1 mg/ml; Ethanol: 1 mg/ml; Methanol: 1 mg/ml
[form ]

neat
[pka]

15.08±0.60(Predicted)
[Water Solubility ]

344.3g/L(temperature not stated)
[Usage]

Anabolic steroid. Controlled substance
[Merck ]

13,8872
[BRN ]

2056371
[InChIKey]

NVKAWKQGWWIWPM-ABEVXSGRSA-N
[CAS DataBase Reference]

521-18-6(CAS DataBase Reference)
[NIST Chemistry Reference]

Stanolone(521-18-6)
[EPA Substance Registry System]

Androstan-3-one, 17-hydroxy-, (5.alpha.,17.beta.)- (521-18-6)
Safety DataBack Directory
[Hazard Codes ]

Xn
[Risk Statements ]

R61:May cause harm to the unborn child.
R40:Limited evidence of a carcinogenic effect.
[Safety Statements ]

S53:Avoid exposure-obtain special instruction before use .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) .
[RIDADR ]

UN1230 - class 3 - PG 2 - Methanol, solution
[WGK Germany ]

3
[RTECS ]

BV8052000
Material Safety Data Sheet(MSDS)Back Directory
[msds information]

4-Dihydrotestosterone(521-18-6).msds
Hazard InformationBack Directory
[Description]

Stanolone is well known as dihydrotestosterone (DHT), which is an endogenous androgen sex steroid and hormone. It is an agonist of the androgen receptor (AR). It plays important physiological role in sexual differentiation, maturation of the penis and scrotum, hair, sebum production and development and maintenance of the prostate gland and seminal vesicles. It is mainly used for the treatment of male hypogonadism, androgen deficiency of severe illness, androgen deficiency of ageing and microphallus in infancy.
[Chemical Properties]

White Crystalline Solid
[Originator]

Neodrol,Pfizer,US,1953
[Uses]

Anabolic steroid. Controlled substance
[Definition]

ChEBI: A 17beta-hydroxy steroid that is testosterone in which the 4-5 double bond has been reduced to a single bond with alpha- configuration at position 5.
[Manufacturing Process]

A solution of 1.0 g of 3,17-androstandione in 50 ml of methanol and containing 1 g of selenium dioxide, was allowed to remain in an ice-chest overnight. The formed 3,3-dimethoxyandrostan-17-one was not separated. 1 g of solid potassium hydroxide and 2.5 g of sodium borohydride in 2.5 ml of water were added and the mixture allowed to react at room temperature for 24 hours. The solution was then poured into a large excess of water, extracted with methylene chloride, the organic layer dried and evaporated to a residue. The residue was dissolved in ether, and a small amount of selenium removed by filtration. The ether was boiled off and the organic material dissolved in 100 ml of boiling acetone. 25 ml of diluted hydrochloric acid were added, the solution boiled for 5 minutes and then allowed to cool. Upon crystallization, 0.85 g of androstan-17β-ol-3-one was obtained, melting point 175°C to 178°C.
[Therapeutic Function]

Androgen
[General Description]

Dihydrotestosterone (Item No. 15874) is an analytical reference standard categorized as an anabolic androgenic steroid. Anabolic steroids, including dihydrotestosterone, have been used to enhance physical performance in athletes. Dihydrotestosterone is regulated as a Schedule III compound in the United States. This product is intended for research and forensic applications.
[References]

https://en.wikipedia.org/wiki/Dihydrotestosterone#Medical_use
Swerdloff, R. S., and C. Wang. "Dihydrotestosterone: a rationale for its use as a non-aromatizable androgen replacement therapeutic agent."Baillieres Clin Endocrinol Metab 12.3(1998):501.
Spectrum DetailBack Directory
[Spectrum Detail]

Stanolone(521-18-6)1HNMR
Stanolone(521-18-6)13CNMR
Stanolone(521-18-6)IR1
Stanolone(521-18-6)IR2
Well-known Reagent Company Product InformationBack Directory
[Sigma Aldrich]

521-18-6(sigmaaldrich)
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