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{{Mergefrom|
{{Mergefrom|Prostanozol|date=February 2009}}
{{Drugbox|
|IUPAC_name = 7β-Hydroxy-17-methyl-<br>5α-androstano[3,2-c]pyrazole
| image=Stanozolol.svg
| CAS_number=10418-03-8
| ChemSpiderID = 23582
| ATC_prefix=A14
| ATC_suffix=AA02
| ATC_supplemental=
| PubChem=25249
| DrugBank=
| C=21 | H=32 |N=2 |O=1
| molecular_weight = 328.49
| bioavailability= ?
| metabolism = [[Liver|Hepatic]]
| elimination_half-life= 1 day
| excretion = [[Urine|Renal]]: 84%
| pregnancy_category = X
| legal_status = Prescription only <br> ([[United States|US]])
| routes_of_administration= [[Mouth|Oral]], [[Intramuscular]]
}}

'''Stanozolol''', commonly sold under the name '''Winstrol''' (oral) and '''Winstrol Depot''' (intra-muscular), was developed by [[Winthrop Laboratories]] in [[1962]]. It is a synthetic [[anabolic steroid]] derived from [[testosterone]], and has been approved by the [[Food and Drug Administration|FDA]] for human use.

Unlike most injectable anabolic steroids, Stanozolol is not esterified and is sold as an [[aqueous]] suspension, or in oral tablet form. The drug has a large oral [[bioavailability]], due to a C<sub>17</sub> α-alkylation which allows the hormone to survive first pass [[liver]] metabolism when ingested. It is because of this that Stanozolol is also sold in [[tablet]] form.

Stanozolol is usually considered a safer choice for female bodybuilders in that it rewards a great amount of anabolism for a small androgenic effect, however virilization and masculinization are still very common, even at low doses.

Stanozolol has been used on both animal and human patients for a number of conditions. In humans, it has been demonstrated to be successful in treating [[anaemia]] and [[angioedema|hereditary angioedema]]. [[Veterinarian]]s may prescribe the drug to improve muscle growth, red blood cell production, increase bone density and stimulate the appetite of debilitated or weakened animals.

Stanozolol is one of the [[anabolic steroids]] commonly used as an [[ergogenic aid]] and is banned from use in sports competition under the auspices of the [[International Association of Athletics Federations]] (IAAF) and many other sporting bodies.

Stanozolol has also been used in US [[horse racing]].<ref>http://www.slate.com/id/2217357/</ref>
Stanozolol has also been used in US [[horse racing]].<ref>http://www.slate.com/id/2217357/</ref>


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In the United States, like other anabolic steroids, stanozolol is classified as a controlled substance under federal regulation. In New York, the state legislature classifies anabolic steroids under DEA Schedule II.
In the United States, like other anabolic steroids, stanozolol is classified as a controlled substance under federal regulation. In New York, the state legislature classifies anabolic steroids under DEA Schedule II.


==Publicized abuse cases==
* [[Ben Johnson (athlete)|Ben Johnson]] was stripped of his [[gold medal]] in the 100 meter [[Sprint (race)|sprint]] at the [[1988 Summer Olympics]] when he tested positive for stanozolol after winning the final.<ref>{{Citation |url=http://observer.guardian.co.uk/osm/story/0,,1270863,00.html |title=The most corrupt race ever |work=Guardian Unlimited |date=August 1, 2004 }}</ref>
* [[Olimpiada Ivanova]] was stripped of her [[silver medal]] in the 10 kilometer [[racewalking|walk]] at the [[1997 World Championships in Athletics]] after she had tested positive for Stanozolol, and she was banned for two years.<ref>[http://www.themoscowtimes.com/stories/2005/08/08/091.html Ivanova Sets First Record in Helsinki] The Moscow Times.com, 8-8-2005</ref>
* [[Vita Pavlysh]] was stripped of her gold medal in [[shot put]] at the [[1999 IAAF World Indoor Championships]] after she had tested positive for Stanozolol. 5 years later at the [[2004 IAAF World Indoor Championships]] in [[Budapest]], [[Hungary]], she won the title again only to fail the drug test for the same reason. She was again stripped of her title and banned from athletics for life.<ref>[http://query.nytimes.com/gst/fullpage.html?res=980CE0D61731F931A35755C0A9629C8B63&sec=&spon=&pagewanted=print WOMEN'S SHOT-PUT CHAMPION BARRED FOR LIFE] The New York Times, June 2, 2004</ref>
* [[Liudmyla Blonska]], a Ukrainian heptathlete, tested positive for traces of Stanozolol shortly after finishing thirteenth at the [[2002 European Championships in Athletics]] and in June 2003 was handed a two year ban, whereafter she returned to the sport.<ref>
[http://news.bbc.co.uk/sport2/hi/olympics/athletics/7571867.stm Blonska Thrown Out of Long Jump] BBC Sport, August 21, 2008</ref> At the 2008 Beijing Games, she was stripped of a silver medal and given a lifetime ban after testing positive for stanozolol again.<ref>
[http://news.bbc.co.uk/sport1/hi/athletics/7589249.stm Ukranian Blonska Given Life Ban] BBC Sport, August 29, 2008</ref>
* [[Rafael Palmeiro]] was suspended 10 days from [[Major League Baseball]] on August 1, 2005, after testing positive for steroids.<ref>[http://www.nytimes.com/2005/08/03/sports/baseball/03steroids.html?ei=5090&en=c52da2e558ba4e10&ex=1280721600&partner=rssuserland&emc=rss&pagewanted=print Popular Steroid Is at the Center of Palmeiro's Case - New York Times<!-- Bot generated title -->]</ref> According to the published report in the ''[[New York Times]]'', Stanozolol was the steroid detected in Palmeiro's system. This came not long after he testified before the [[United States]] [[United States House of Representatives|House]] [[United States House Committee on Oversight and Government Reform|Committee on Oversight and Government Reform]] on steroid usage in baseball, and he denied ever using steroids.
* [[Barry Bonds]] is accused of using Stanozolol in ''[[Game of Shadows]]'', a book by [[Mark Fainaru-Wada and Lance Williams]]. The accusations were first aired on 7 March 2006 by ''[[Sports Illustrated]]'', which published excerpts from the book.<ref>[http://sportsillustrated.cnn.com/2006/baseball/mlb/03/06/news.excerpt/index.html Bonds exposed: Shadows details superstar slugger's steroid use], ''[[Sports Illustrated]], March 7, 2006</ref>
* [[Salvador Carmona]], [[football (soccer)|footballer]], tested positive for Stanozolol in 2005 and 2006. He was banned for life by the Court of Arbitration for Sport (CAS) due to repeated drug offences. Tribunal Arbitral du Sport.<ref>[http://www.tas-cas.org/en/pdf/Carmona.pdf "CAS 2006/A/1149 WADA v/ FMF & José Salvador Carmona Alvarez"], May 16, 2007 Accessed May 17, 2007</ref>
* [[Phil Baroni]], former [[UFC]] and [[PRIDE Fighting Championship]] fighter, tested positive for Stanozolol following his June 22, 2007 fight against [[Frank Shamrock]] at [[Strikeforce|Strikeforce: Judgment Day]].<ref name="mmaw">{{cite web
| url=http://www.mmaweekly.com/absolutenm/templates/dailynews.asp?articleid=4262&zoneid=13
| title=Breaking News: Phil Baroni Tests Positive
| author=Ken Pishna
| publisher=MMAWeekly.com
| date=2007-07-03
| accessdate=2007-07-03
}}
</ref>
* [[K-1]]'s ''2007 World Grand Prix in Las Vegas'' finalist [[Zabit Samedov]] tested positive for Stanozolol following the August 11, 2007 event.<ref name="nok6">{{cite web
| url=http://www.nokaut.com/?id=12&solo_news=997&lang=e&cur=eur
| title=Two Positive at K-1 World GP Vegas
| date=August 17, 2007
| accessdate=2007-08-17
| publisher=[http://www.nokaut.com Nokaut]
}}
</ref>
* [[Roger Clemens]] was reported to have been injected with Stanozolol (Winstrol) by major league strength coach [[Brian McNamee]] during the 1998 baseball season.<ref>[http://www.washingtonpost.com/wp-dyn/content/article/2007/12/13/AR2007121301076.html All-Star Roster Shows Up on Mitchell Report] washingtonpost.com, 12-13-2007</ref>
* 2008 [[United States Triple Crown of Thoroughbred Racing|Triple Crown]] hopeful [[Big Brown]] was reported to have been injected with [[Winstrol]], which is legal in some states in US horse racing, by trainer [[Richard E. Dutrow, Jr.]] <ref>[http://www.nydailynews.com/sports/more_sports/2008/05/15/2008-05-15_big_browns_legal_doping_a_concern.html?print=1&page=all Big Brown's legal doping a concern<!-- Bot generated title -->]</ref>
* [[Chris Leben]], [[mixed martial artist]], tested positive for the substance after [[UFC 89]] where he was defeated by [[Michael Bisping]] and was suspended for 9 months. <ref>http://mma-live.com/chris-leben-fails-ufc-89-drug-test/</ref>
* [[Kirill Sidelnikov]], [[mixed martial artist]], tested positive for the substance after [[Affliction: Day of Reckoning]] where he was defeated by [[Paul Buentello]] and was suspended for 1 year and fined $2,500.<ref>[http://www.sherdog.com/news/news/sidelnikov-suspended-for-steroid-use-16413 Sidelnikov Suspended for Steroid Use] sherdog.com, 03-03-2009</ref>


== References ==
{{reflist}}


[[Category:Anabolic steroids]]
[[Category:Anabolic steroids]]

Revision as of 21:47, 17 February 2010

Stanozolol
Clinical data
Pregnancy
category
  • X
Routes of
administration
Oral, Intramuscular
ATC code
Legal status
Legal status
  • Prescription only
    (US)
Pharmacokinetic data
Bioavailability?
MetabolismHepatic
Elimination half-life1 day
ExcretionRenal: 84%
Identifiers
  • 7β-Hydroxy-17-methyl-
    5α-androstano[3,2-c]pyrazole
CAS Number
PubChem CID
ChemSpider
CompTox Dashboard (EPA)
ECHA InfoCard100.030.801 Edit this at Wikidata
Chemical and physical data
FormulaC21H32N2O
Molar mass328.49 g·mol−1

Stanozolol, commonly sold under the name Winstrol (oral) and Winstrol Depot (intra-muscular), was developed by Winthrop Laboratories in 1962. It is a synthetic anabolic steroid derived from testosterone, and has been approved by the FDA for human use.

Unlike most injectable anabolic steroids, Stanozolol is not esterified and is sold as an aqueous suspension, or in oral tablet form. The drug has a large oral bioavailability, due to a C17 α-alkylation which allows the hormone to survive first pass liver metabolism when ingested. It is because of this that Stanozolol is also sold in tablet form.

Stanozolol is usually considered a safer choice for female bodybuilders in that it rewards a great amount of anabolism for a small androgenic effect, however virilization and masculinization are still very common, even at low doses.

Stanozolol has been used on both animal and human patients for a number of conditions. In humans, it has been demonstrated to be successful in treating anaemia and hereditary angioedema. Veterinarians may prescribe the drug to improve muscle growth, red blood cell production, increase bone density and stimulate the appetite of debilitated or weakened animals.

Stanozolol is one of the anabolic steroids commonly used as an ergogenic aid and is banned from use in sports competition under the auspices of the International Association of Athletics Federations (IAAF) and many other sporting bodies.

Stanozolol has also been used in US horse racing.[1]

Use in bodybuilding

File:Stanazolol-Tablets.jpg
Seized stanozolol tablets.

In bodybuilding stanozolol is typically "stacked" with other testosterone-based anabolic steroids. Stanozolol is liked by many due to the fact it causes strength increases without excess weight-gain, promotes increases in vascularity,[citation needed] and will not convert to estrogen. It also does not cause excess water retention, and even sometimes is thought to have a diuretic effect on the body.[citation needed]

Stanozolol is commonly used by athletes and bodybuilders alike to lose fat while retaining lean body mass. It is usually used in a "cutting cycle", to help preserve lean body mass while metabolizing adipose, although it has not been proven conclusively that it has any special fat-burning properties.

It is presented most commonly as a 50 mg/mL injection or a 5 mg tablet. However, recently 100 mg/mL versions have become available. A common dosage can be 10-25 mg/day orally and 25-50 mg daily injected, with optimal results usually seen at 50 mg/day. It is reduced to micrometer particles in aqueous suspension and does not have a typical elimination half-life. Authentic stanozolol can easily be seen, because it will separate in its container if left undisturbed for a number of hours (the micronized crystal will fall to the bottom, and the water suspension will rise to the top). It has a white, milky color.

An alternative to stanozolol is Furazabol. Furazabol's effects are virtually identical to stanozolol except that instead of having an extremely adverse effect on cholesterol values, Furazabol actually improves a person's blood lipid profile (at therapeutic doses, not performance enhancing ones).[citation needed] Sold under the trade name Miotolan, Furazabol is a standard treatment in Japan for hyperlipemia.

Law

In the United States, like other anabolic steroids, stanozolol is classified as a controlled substance under federal regulation. In New York, the state legislature classifies anabolic steroids under DEA Schedule II.

Publicized abuse cases

References

  1. ^ http://www.slate.com/id/2217357/
  2. ^ "The most corrupt race ever", Guardian Unlimited, August 1, 2004
  3. ^ Ivanova Sets First Record in Helsinki The Moscow Times.com, 8-8-2005
  4. ^ WOMEN'S SHOT-PUT CHAMPION BARRED FOR LIFE The New York Times, June 2, 2004
  5. ^ Blonska Thrown Out of Long Jump BBC Sport, August 21, 2008
  6. ^ Ukranian Blonska Given Life Ban BBC Sport, August 29, 2008
  7. ^ Popular Steroid Is at the Center of Palmeiro's Case - New York Times
  8. ^ Bonds exposed: Shadows details superstar slugger's steroid use, Sports Illustrated, March 7, 2006
  9. ^ "CAS 2006/A/1149 WADA v/ FMF & José Salvador Carmona Alvarez", May 16, 2007 Accessed May 17, 2007
  10. ^ Ken Pishna (2007-07-03). "Breaking News: Phil Baroni Tests Positive". MMAWeekly.com. Retrieved 2007-07-03.
  11. ^ "Two Positive at K-1 World GP Vegas". Nokaut. August 17, 2007. Retrieved 2007-08-17. {{cite web}}: External link in |publisher= (help)
  12. ^ All-Star Roster Shows Up on Mitchell Report washingtonpost.com, 12-13-2007
  13. ^ Big Brown's legal doping a concern
  14. ^ http://mma-live.com/chris-leben-fails-ufc-89-drug-test/
  15. ^ Sidelnikov Suspended for Steroid Use sherdog.com, 03-03-2009