Stanozolol
Synonym(s):17β-Hydroxy-17α-methyl-5α-androstano[3,2-c]pyrazole;5α-Androstane-17α-methyl-17β-ol-[3,2-c]pyrazole;Androstanazole;Stanazol
- CAS NO.:10418-03-8
- Empirical Formula: C21H32N2O
- Molecular Weight: 328.49
- MDL number: MFCD00133084
- EINECS: 233-894-8
- SAFETY DATA SHEET (SDS)
- Update Date: 2024-12-12 18:44:43
What is Stanozolol?
Description
Stanozolol is a synthetic anabolic-androgenic steroids (AAS) belonging to the dihydrotestosterone group. It can be used for the treatment of wasting diseases, burn victims, osteroporosis, bone fractures, anemia and even obesity. It can stimulate fat loss without causing reduced lean body mass, inducing hemoglobin production and red blood cell formation. Stanozolol has the following physiological functions: (1) reduction of sex-hormone-binding-globulin; (2) inducing protein synthesis; (3) Maintain nitrogen retention; (4) Increase red blood cells; (5) inhibit glucocorticoids.
Description
Stanozolol (Item No. 21167) is an analytical reference standard that is categorized as a synthetic anabolic androgenic steroid. Stanozolol has low urinary excretion; therefore, its metabolites are usually used for detection. Formulations containing stanozolol are used as a treatment for hereditary angioedema. It has also been abused in athletics to improve performance. Stanozolol is regulated as a Schedule III compound in the United States. This product is intended for research and forensic applications.
Chemical properties
White Solid
Originator
Winstrol,Winthrop,US,1961
The Uses of Stanozolol
Anabolic steroid. Androgen. Controlled substance.
The Uses of Stanozolol
androgen anabolic steroid
Indications
Stanozolol is a synthetic anabolic steroid with therapeutic uses in treating C1-inhibitor deficient hereditary angioedema. C1-inhibitor is a protease that inhibits the complement system (part of the innate immune system), a biochemical chain of reactions which assists the body in removing pathogens from the body. Stanozolol may help control attacks of hereditary angioedema. Stanozolol can be administered orally or intramuscularly.
Background
Stanozolol is a synthetic anabolic steroid with therapeutic uses in treating hereditary angioedema. Stanozolol is derived from testosterone, and has been abused by several high profile professional athletes.
Definition
ChEBI: An organic heteropentacyclic compound resulting from the formal condensation of the 3-keto-aldehyde moiety of oxymetholone with hydrazine. Like oxymetholone, it is a synthetic anabolic steroid. It has both anabolic and androgenic properties, and has been u ed to treat hereditary angioedema and various vascular disorders. It has also been widely abused by professional athletes.
Manufacturing Process
To a stirred solution of 1.00 gram of 17β-hydroxy-17α-methyl-4-
androsteno[3,2-c]pyrazole in 200 ml of tetrahydrofuran and 400 ml of liquid
ammonia was added 2.12 grams of lithium wire during 5 minutes. The dark
blue mixture was stirred for 45 minutes. A solution of 40 ml of tertiary-butyl
alcohol in 160 ml of diethyl ether was added with stirring.
After 15 minutes, 25 ml of ethanol was added with stirring. The mixture
turned colorless after several hours, and the liquid ammonia was allowed to
evaporate and the mixture was allowed to warm to room temperature over a
period of about 15 hours.
The solvent was evaporated to yield a colorless solid residue, which was taken
up in ethyl acetate-ice water. The two layers were separated and the aqueous
layer was extracted with ethyl acetate. The combined organic layers were
washed with water, saturated sodium chloride solution and filtered through
anhydrous sodium sulfate. The solvent was evaporated to yield 1.20 grams of
light tan crystals, MP 151° to 155°C, ultraviolet maximum at 224 mμ (E =
4,095). Two recrystallizations from ethanol afforded: 1st crop, 0.619 grams
(62%) of colorless crystals (dried at 120°C in vacuo for 17 hours), MP 232.8°
to 238.0°C, ultraviolet maximum at 224 mμ (E = 4,840); 2nd crop, 0.142
gram (14%) of colorless crystals, MP 234° to 242°C.
brand name
Winstrol (Ovation).
Therapeutic Function
Anabolic
Pharmacokinetics
Stanozolol is a synthetic anabolic-androgenic steroid (AAS), which promotes cell growth (anabolism) and development/maintenance of masculine characteristics (androgenism).
Synthesis
Stanozol, 17|á-methyl-5|á-androstano[3,2-c]pyrazol-17|?-ol (29.3.13), is made by reducing the double bond at C4¨CC5 in methyltestosterone, which has independent interest as an anabolic drug of mestanolone (29.3.11). Mestanolone undergoes formylation with ethylformate in the presence of sodium ethoxide, forming a 2-formyl (oxymethylene) derivative (29.3.12), which upon reaction with hydrazine easily cyclizes to the desired stanazole (29.3.13), which is a pyrazol-condensed steroid system.
Veterinary Drugs and Treatments
Labeled indications for the previously marketed veterinary stanozolol
product Winstrol?-V (Winthrop/Upjohn) included “…to
improve appetite, promote weight gain, and increase strength and
vitality…” in dogs, cats and horses. The manufacturer also stated
that: “Anabolic therapy is intended primarily as an adjunct to other
specific and supportive therapy, including nutritional therapy.”
Like nandrolone, stanozolol has been used to treat anemia of
chronic disease. Because stanozolol has been demonstrated to enhance
fibrinolysis after parenteral injection, it may be efficacious
in the treatment of feline aortic thromboembolism or thrombosis
in nephrotic syndrome; however, clinical studies and/or experience
are apparently lacking for this indication at present.
Metabolism
Not Available
References
https://www.steroid.com/Stanozolol.php
https://pubchem.ncbi.nlm.nih.gov/compound/stanozolol
https://en.wikipedia.org/wiki/Stanozolol
Properties of Stanozolol
Melting point: | 242 °C |
Boiling point: | 490.8±45.0 °C(Predicted) |
alpha | 34 º |
Density | 1.129±0.06 g/cm3(Predicted) |
refractive index | 34 ° (C=0.4, CHCl3) |
Flash point: | -2℃ |
storage temp. | 2-8°C |
solubility | Practically insoluble in water, soluble in dimethylformamide, slightly soluble in ethanol (96 per cent), very slightly soluble in methylene chloride. |
pka | 15.15±0.60(Predicted) |
form | powder |
color | white to light yellow |
Merck | 8794 |
CAS DataBase Reference | 10418-03-8 |
NIST Chemistry Reference | Stanozolol(10418-03-8) |
Safety information for Stanozolol
Signal word | Danger |
Pictogram(s) |
Health Hazard GHS08 |
GHS Hazard Statements |
H351:Carcinogenicity |
Precautionary Statement Codes |
P201:Obtain special instructions before use. P202:Do not handle until all safety precautions have been read and understood. P280:Wear protective gloves/protective clothing/eye protection/face protection. P308+P313:IF exposed or concerned: Get medical advice/attention. P405:Store locked up. P501:Dispose of contents/container to..… |
Computed Descriptors for Stanozolol
InChIKey | LKAJKIOFIWVMDJ-IYRCEVNGSA-N |
Stanozolol manufacturer
Symed Laboratories Ltd
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