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GW501516 information


GW501516
Clinical data
Pregnancy
category
  • N/A
Routes of
administration
By mouth
ATC code
  • none
Legal status
Legal status
  • AU: Scheduled as illegal from June 2018
  • UK: Unscheduled
  • US: Unscheduled
Identifiers
IUPAC name
  • {2-methyl-4-[({4-methyl-2-[4-(trifluoromethyl)phenyl]-1,3-thiazol-5-yl}methyl)sulfanyl]-2-methylphenoxy}acetic acid
CAS Number
  • 317318-70-0 checkY
PubChem CID
  • 9803963
IUPHAR/BPS
  • 2687
ChemSpider
  • 7979723
UNII
  • 7I2HA1NU22
ChEBI
  • CHEBI:73726 checkY
ChEMBL
  • ChEMBL38943 ☒N
CompTox Dashboard (EPA)
  • DTXSID3041037 Edit this at Wikidata
Chemical and physical data
FormulaC21H18F3NO3S2
Molar mass453.49 g·mol−1
3D model (JSmol)
  • Interactive image
SMILES
  • O=C(COc1ccc(SCc2c(C)nc(c3ccc(C(F)(F)F)cc3)s2)cc1C)O
InChI
  • InChI=1S/C21H18F3NO3S2/c1-12-9-16(7-8-17(12)28-10-19(26)27)29-11-18-13(2)25-20(30-18)14-3-5-15(6-4-14)21(22,23)24/h3-9H,10-11H2,1-2H3,(H,26,27)
  • Key:YDBLKRPLXZNVNB-UHFFFAOYSA-N
 ☒NcheckY (what is this?)  (verify)

GW501516 (also known as GW-501,516, GW1516, GSK-516, Cardarine, and on the black market as Endurobol[1]) is a PPARδ receptor agonist that was invented in a collaboration between Ligand Pharmaceuticals and GlaxoSmithKline in the 1990s. It entered into clinical development as a drug candidate for metabolic and cardiovascular diseases, but was abandoned in 2007 because animal testing showed that the drug caused cancer to develop rapidly in several organs.[2]

In 2007, research was published showing that high doses of GW501516 given to mice dramatically improved their physical performance; the work was widely discussed in popular media, and led to a black market for the drug candidate and to its abuse by athletes as a doping agent. The World Anti-Doping Agency (WADA) developed a test for GW501516 and other related chemicals and added them to the prohibited list in 2009; it has issued additional warnings to athletes that GW501516 is not safe.

  1. ^ Koh B (2013-03-22). "Anti-doping agency warns cheats on the health risks of Endurobol". The Conversation.
  2. ^ Cite error: The named reference Sahebkar2014rev was invoked but never defined (see the help page).

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GW501516

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GW501516 (also known as GW-501,516, GW1516, GSK-516, Cardarine, and on the black market as Endurobol) is a PPARδ receptor agonist that was invented in...

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SR9011 drug are described as "Hormone and Metabolic Modulators". GSK4112 GW501516 SR8278 SR9011 Dodson B (2013-08-20). "New drug mimics the beneficial effects...

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factor interleukin-6 peroxisome proliferator-activated receptor delta GW501516 PPAR gamma coactivator 1-alpha estrogen-related receptor γ GSK4716 NFE2L2...

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Jarrell Miller

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in June 2019. Prior to the scheduled fight, Miller tested positive for GW501516, causing the New York State Athletic Commission (NYSAC) to deny him a license...

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its links to immune system function, inflammation and cancer. GSK-4112 GW501516 Nidufexor SR8278 SR9009 Solt LA, Wang Y, Banerjee S, Hughes T, Kojetin...

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PPAR agonist

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asthma. PPARδ (delta) is the main target of a research chemical named GW501516. It has been shown that agonism of PPARδ changes the body's fuel preference...

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List of banned substances in Major League Baseball

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Peroxisome Proliferator Activated Receptor δ (PPARδ) agonists (GW1516, GW501516, GW0742), AMP-activated protein kinase (AMPK) activators (AICAR, SR9009...

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List of doping cases in cycling

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Ciclista a Costa Rica GW501516 2 years 27 & 29 December  Steven Villalobos Azofeifa (CRC) Road Vuelta Ciclista a Costa Rica GW501516 2 years 28 December...

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Selective androgen receptor modulator

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include ibutamoren (MK-677), which increases secretion of growth hormone; GW501516 (cardarine), an exercise mimetic that works as an agonist of the PPARβ/δ;...

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Bogdan Dinu

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beat the count the second time. Eventually, Miller tested positive for GW501516 prior his next fight against Anthony Joshua, causing the New York State...

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2023 in UFC

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December 17, 2023 Felipe Bunes Felipinho Flyweight June 17, 2023 6 months GW501516 NSAC December 17, 2023 $326 in legal fees Walt Harris The Big Ticket Heavyweight...

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GW0742

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investigated as potential antidiabetic drug, and has anti-inflammatory effects. GW501516 Elafibranor Peroxisome proliferator-activated receptor "Cayman Chemical...

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Seladelpar

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improved liver biochemistry, despite being terminated early. Elafibranor GW501516 Peroxisome proliferator-activated receptor "Seladelpar - CymaBay Therapeutics"...

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Sodelglitazar

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completion due to safety findings in rodent studies. Elafibranor GW0742 GW501516 MBX-8025 Peroxisome proliferator-activated receptor US abandoned 7105551...

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Doping at the Asian Games

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(Women's marathon) Nursultan Alymkulov  Kyrgyzstan Ju-jitsu Metandienone and GW501516 (Men's ne-waza 77 kg) Kumush Yuldashova  Uzbekistan Kurash Stanozolol (Women's...

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Valery Kaykov

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and Dimitry Sokolov. Kaykov tested positive for the black market drug GW501516 in an out-of-competition control on 17 March 2013, and was subsequently...

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List of 2013 UCI ProTeams and riders

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Radenska squad. Ubeto was provisionally suspended for an adverse finding of GW501516. He was later banned for two years. Broeckx joined the team on 1 August...

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Miguel Ubeto

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Caracas-born Ubeto was provisionally suspended for an adverse finding of GW501516. He was later banned for two years, before being reduced to 14 months....

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