1093-58-9 Usage
Uses
Used in Athletic Performance Enhancement:
Clostebol is used as a performance-enhancing substance for athletes, aiming to improve their physical capabilities and competitive edge. However, it is a controlled substance and its use in sports is prohibited due to potential health risks and ethical concerns.
Used in Livestock Industry:
In the livestock industry, Clostebol is used as a growth promoter to fatten cattle, leading to increased meat production and economic benefits. Its use in this context is regulated to ensure animal welfare and food safety.
Used in Medical Treatments:
Clostebol is used as a therapeutic agent for treating conditions such as osteoporosis, anorexia, and certain types of liver disease. Its anabolic properties help in promoting tissue growth and repair, providing relief and improvement in the patient's health.
Used in Research and Forensic Applications:
As an analytical reference standard, Clostebol is utilized in research and forensic applications to study its effects, develop detection methods, and understand its role in various contexts, including sports doping and veterinary medicine.
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%).
Check Digit Verification of cas no
The CAS Registry Mumber 1093-58-9 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 1,0,9 and 3 respectively; the second part has 2 digits, 5 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 1093-58:
(6*1)+(5*0)+(4*9)+(3*3)+(2*5)+(1*8)=69
69 % 10 = 9
So 1093-58-9 is a valid CAS Registry Number.
InChI:InChI=1/C19H27ClO2/c1-18-10-8-15(21)17(20)14(18)4-3-11-12-5-6-16(22)19(12,2)9-7-13(11)18/h11-13,16,22H,3-10H2,1-2H3/t11-,12-,13-,16-,18+,19-/m0/s1
1093-58-9Relevant articles and documents
Influence of the hapten conjugation site on the characteristics of antibodies generated against metabolites of clostebol acetate
Crabbe,Van Peteghem,Salden,Kohen
, p. 3633 - 3638 (2000)
4-chloro-androst-4-ene-3,17-dione (CLAD) and 4-chlorotestosterone (clostebol, β-CLT or CLT) were made immunogenic by coupling to protein carriers via the 3 and 17 positions, respectively. These immunogens were used to elicit polyclonal and monoclonal antibodies to CLAD and to clostebol. The antibodies were characterized in an enzyme immunoassay for sensitivity and specificity. Polyclonal antisera generated through position 17 reacted preferentially with 4-chlorotestosterone-17-acetate (clostebol acetate, CLTA), 4-chloro-epitestosterone (epi-clostebol, 17α-clostebol, 17α-CLT), and clostebol, whereas polyclonal antisera generated through the 3 position almost did not react with these derivatives. Interestingly, the monoclonal antibody generated through the 3 position recognized (35%) epi-clostebol. These results suggest that polyclonal antisera generated through the 17 position have a broad specificity profile and can be used to analyze by immunoassay methods urinary metabolites of clostebol acetate and thereby detect the illegal use of clostebol acetate in livestock farming.
