Stanozolol

Stanozolol

Clinical data
Pregnancy category	X
Routes of administration	Oral, Intramuscular
ATC code	A14AA02 (WHO)
Legal status
Legal status	Prescription only (US)
Pharmacokinetic data
Bioavailability	?
Metabolism	Hepatic
Elimination half-life	1 day
Excretion	Renal: 84%
Identifiers
IUPAC name 7β-Hydroxy-17-methyl- 5α-androstano[3,2-c]pyrazole
CAS Number	10418-03-8
PubChem CID	25249
ChemSpider	23582
CompTox Dashboard (EPA)	DTXSID3044128
ECHA InfoCard	100.030.801
Chemical and physical data
Formula	C21H32N2O
Molar mass	328.49 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.

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, 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.

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). Sold under the trade name Mitolan, 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 III.

Publicized abuse cases

• Ben Johnson was stripped of his gold medal in the 100 meter sprint at the 1988 Summer Olympics when he tested positive for stanozolol after winning the final.
• Olimpiada Ivanova was stripped of her silver medal in the 10 kilometer walk at the 1997 World Championships in Athletics after she had tested positive for Stanozolol, and she was banned for two years.
• 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.
• 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. At the 2008 Beijing Games, she was stripped of a silver medal and given a lifetime ban after testing positive for stanozolol again.
• Rafael Palmeiro was suspended 10 days from Major League Baseball on August 1, 2005, after testing positive for steroids. 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 House 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. However, the accusations have never been proven to be true.
• Tim Sylvia, mixed martial artist, and the former UFC Heavyweight Champion tested positive for Stanozolol after a championship bout in 2003. He was stripped of his title, and given a six month suspension by the Nevada State Athletic Commission.
• Kimo Leopoldo, mixed martial artist, tested positive for Stanozolol before a match set on July 22 2006. The California State Athletic Commission barred Leopoldo from competing against Bas Rutten.
• Halina Karnatsevich, marathon runner, tested positive for Stanozolol after the 2006 Grandma's Marathon. She was stripped of her 2006 title and suspended from competition for two years after testing positive for a banned substance.
• Fernando Vargas, boxer, tested positive for Stanozolol during a post-fight mandatory drug screening after his defeat by rival Oscar De La Hoya. Vargas accepted full responsibility and was consequently fined $100,000 and suspended for nine months by the Nevada State Athletic Commission.
• Rey Mysterio, professional wrestler, was accused of obtaining stanozol on March 19, 2007, when Sports Illustrated posted on its website an article in its continuing series investigating a steroid and HGH ring used by a number of professional athletes in several sports. That article mentioned several current and former WWE wrestlers, including Mysterio who was alleged to have also obtained nandrolone.
• Salvador Carmona, 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.
• Phil Baroni, former UFC and PRIDE Fighting Championship fighter, tested positive for Stanozolol following his June 22, 2007 fight against Frank Shamrock at Strikeforce: Judgment Day.
• K-1's 2007 World Grand Prix in Las Vegas finalist Zabit Samedov tested positive for Stanozolol following the August 11, 2007 event.
• John Hennigan (John Morrison in World Wrestling Entertainment) was caught with having used Stanozolol between June 2006 and February 2007 and was suspended for 30 days
• Roger Clemens was reported to have been injected with Stanozolol (Winstrol) by major league strength coach Brian McNamee during the 1998 baseball season.
• 2008 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.
• 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.
• Peter Maalouf, Weight lifter, tested positive for the Stanozolol DB-9 after a he placed second in the Highland Games Competition in January 09 and was randomly checked after the event. His medal was stripped and he was then banned for 24 months of competeting in any future events.
• 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 $2500.