| Identification | More | [Name]
Clostebol | [CAS]
1093-58-9 | [Synonyms]
4-ANDROSTEN-4-CHLORO-17-BETA-OL-3-ONE
4-CHLOROTESTOSTERONE
4-CHLOROTESTOSTERONE ALCOHOL
CLOSTEBOL
4-Chloro-17beta-hydroxyandrost-4-en-3-one
Androst-4-en-3-one, 4-chloro-17-hydroxy-, (17beta)-
Clostebol VETRANAL
ClostebolAcetateBase
4-Chloro-17b-hydroxy-4-androsten-3-one
4-Chloro-17β-hydroxy-4-androsten-3-one, 4-Chlorotestosterone
Androst-4-en-3-one, 4-chloro-17-hydroxy-, (17b)-
17β-Clostebol
17β-Hydroxy-4-chloroandrosta-4-ene-3-one
4-Chloro-17β-hydroxyandrost-4-en-3-one
Chlortestosterone
Cholostebol
Chlorotestosteronum acetate | [EINECS(EC#)]
214-133-9 | [Molecular Formula]
C19H27ClO2 | [MDL Number]
MFCD00198396 | [Molecular Weight]
322.87 | [MOL File]
1093-58-9.mol |
| Safety Data | Back Directory | [Hazard Codes ]
Xn | [Risk Statements ]
R40:Limited evidence of a carcinogenic effect. | [Safety Statements ]
S36/37:Wear suitable protective clothing and gloves . | [DEA Controlled Substances]
CSCN: 4000
CSA SCH: Schedule III
NARC: No |
| Hazard Information | Back Directory | [Description]
Clostebol (Item No. 21168) is an analytical reference standard that is categorized as an androgenic anabolic steroid. Clostebol is a chlorinated form of testosterone (Item Nos. 15645 | ISO60154) that has been used as an athletic performance enhancer and to fatten cattle.1,2,3 It is also detectible in urine. Formulations containing clostebol have been used to treat osteoporosis, anorexia, and certain types of liver disease.4,5,6 Clostebol is regulated as a Schedule III compound in the United States. This product is intended for research and forensic applications. | [Uses]
Clostebol is an anabolic steroid.
This is a controlled substance. | [Definition]
ChEBI: Clostebol is a 3-hydroxy steroid. It has a role as an androgen. | [Synthesis]
Clostebol can be synthesized from 4,5-Epoxy-androstan-17β-ol-3-one by acidification with 25% hydrochloric acid.
Procedure：8.50 g epoxide (4,5-Epoxy-androstan-17β-ol-3-one) was dissolved in 150 ml Acetone and treated with 14 ml of 25% hydrochloric
acid. An immediate color shift of the reaction mixture from light yellow to deep blue can be
observed. After stirring for 30 h at room temperature, a complete conversion of the epoxide (4,5-Epoxy-androstan-17β-ol-3-one)
can be monitored by TLC. The reaction mixture was diluted with 400 ml water, leading to the
formation of a blue-black solid precipitating from the solution. After evaporation of acetone, the remaining aqueous solution was extracted several times with
200 ml dichloromethane. The combined organic extracts were washed with saturated sodium
bicarbonate solution and sodium chloride solution before drying over magnesium sulfate.
The crude product was chromatographed on silica gel by using hexane-ethyl acetat (1:1) and
followed by a recrystallization from acetone. The isolated product Clostebol was obtained as
yellowish crystals (4.50 g; 51%). |
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