Samiksha Jaiswal (Editor)

Enobosarm

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Routes of administration
  
By mouth

Biological half-life
  
24 hours

Formula
  
C19H14F3N3O3

ATC code
  
none

CAS Number
  
841205-47-8

Molar mass
  
389.33 g/mol

Enobosarm

Legal status
  
US: Investigational New Drug

Synonyms
  
Ostarine; S-22; GTx-024; MK-2866

Enobosarm, also known as ostarine, is an investigational selective androgen receptor modulator (SARM) from GTX, Inc for treatment of conditions such as muscle wasting and osteoporosis, formerly under development by Merck & Company.

Contents

Structure

According to a recent paper authored by GTx, "Readers are cautioned to note that the name ostarine is often mistakenly linked to the chemical structure of [S-4], which is also known as andarine. The chemical structure of ostarine has not been publicly disclosed." While GTx has not formally disclosed the structure of ostarine, the chemical composition of ostarine is revealed in patent databases such the WIPO and discussed by Zhang et al., 2009 in the primary literature. Various SARM chemotypes exist (aryl propionamides, quinolines, quinolinones, bicyclic hydantoins), though aryl propionamides such as ostarine, andarine/S-4, and S-23 represent some of the most advanced putative therapeutics under investigation. In terms of atom connectivity, enobosarm differs from andarine by cyano substitutions on the phenyl rings as it replaces both the nitro and acetamido moieties.

Doping

Selective androgen receptor modulators may be used by athletes to assist in training and increase physical stamina and fitness, potentially producing effects similar to anabolic steroids. For this reason, SARMs were banned by the World Anti-Doping Agency in January 2008 despite no drugs from this class yet being in clinical use, and blood tests for all known SARMs have been developed.

In June 2013, professional cyclist Nikita Novikov was provisionally suspended after a possible breach of anti-doping rules, due to a positive A-sample result for Ostarine.

UFC Fighter Tim Means was pulled from a fight in February 2017 after testing positive for Ostarine in a pre-fight drug screening administered by USADA.

In June 2015 Azerbaijan's Chaltu Beji tested positive for doping at the 2015 European Games in Baku. The 18-year-old Ethiopian-born Beji tested positive for the banned substance Ostarine in a urine sample with a B sample confirming the result. She won the 3,000 meter steeplechase event despite falling at the last water jump, she was disqualified because of the positive tests.

In May 2016, Romanian-Canadian professional boxer Lucian Bute, former super middleweight world titleholder, tested positive for Ostarine after his draw against Swedish professional boxer and titleholder Badou Jack on April 30 at the D.C. Armory in Washington, D.C.

On December 16, 2016, Russian heavyweight boxer Alexandre Povetkin test positive for Ostarine less than a day before an interim WBC title fight against former WBC champ Bermane Stiverne. The fight, which was schedule for December 17 in Yekaterinburg, Russia was cancelled.

In March 2016, Australian triathlete Lisa Marangon received a 4 year ban ending in March 2020 for use of banned substance Ostarine. American triathlete Ashley Paulson was given a 6 month suspension for use of banned substance Ostarine because officials accepted her contention that the banned drug positive came from a contaminated supplement.

In February 2017, American triathlete Beth Gerdes was given a 2 year suspension for presence of Ostarine, and American triathlete Lauren Barnett was given a 6 months suspension for the presence of Ostarine. Both triathletes claimed contamination from salt tablet supplements. Lauren Barnett was able to provide tablets & sealed bottle tablets which both tested positive for contamination, thus only the 6 month suspension. The 2 year suspension still stands for Beth Gerdes who provided tablets for testing, but tests showed only low levels of ostarine not high enough to confirm the finding. .

In February 2017, UFC light heavyweight Tom Lawlor was suspended for two years following a positive test for ostarine.

Litigation

On October 20, 2015, Nutrition Distribution LLC filed suit against IronMag Labs, LLC over their sales of supplements containing Enobosarm, alleging false advertising under the Lanham Act and unfair competition under the California Business and Professions Code. In April 2016 Federal District Judge Manuel L. Real dismissed the lawsuit. https://blog.priceplow.com/sarms/lawsuits/ironmaglabs

References

Enobosarm Wikipedia


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