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Phenylpiracetam

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This is an old revision of this page, as edited by CheMoBot (talk | contribs) at 20:48, 1 September 2011 (Updating {{drugbox}} (no changed fields - added verified revid - updated 'ChemSpiderID_Ref', 'UNII_Ref', 'ChEMBL_Ref', 'ChEBI_Ref', 'KEGG_Ref', 'StdInChI_Ref', 'StdInChIKey_Ref', 'ChEBI_Ref') per Chem/Drugbox validation (report [[Wik). The present address (URL) is a permanent link to this revision, which may differ significantly from the current revision.

Revision as of 20:48, 1 September 2011 by CheMoBot (talk | contribs) (Updating {{drugbox}} (no changed fields - added verified revid - updated 'ChemSpiderID_Ref', 'UNII_Ref', 'ChEMBL_Ref', 'ChEBI_Ref', 'KEGG_Ref', 'StdInChI_Ref', 'StdInChIKey_Ref', 'ChEBI_Ref') per Chem/Drugbox validation (report [[Wik)(diff) ← Previous revision | Latest revision (diff) | Newer revision → (diff) Pharmaceutical compound
Phenotropil
Clinical data
Pregnancy
category
  • ?
Routes of
administration
Oral
ATC code
  • none
Legal status
Legal status
  • Legal to import
Pharmacokinetic data
Bioavailability~100 %
MetabolismNone
Elimination half-life3-5 hours
ExcretionUrine ~40% bile and perspiration ~60%
Identifiers
IUPAC name
  • (RS)-2-(2-oxo-4-phenylpyrrolidin-1-yl)acetamide
CAS Number
PubChem CID
CompTox Dashboard (EPA)
ECHA InfoCard100.214.874 Edit this at Wikidata
Chemical and physical data
FormulaC12H14N2O2
Molar mass218.3 g/mol g·mol
3D model (JSmol)
SMILES
  • C1=CC=CC=C1C2CN(C(C2)=O)CC(=O)N
  (verify)

Phenotropil (C12H14N2O2, 2-(4-phenyl-2-oxopyrrolidin-1-yl)acetamide) is a derivative of the nootropic drug (R/S)-4-pheyl-2-pyrrolidon. It was developed in Russia, and a small number of low-scale clinical studies have shown possible links between prescription of carphedon and improvement in a number of encephalopathic conditions, including lesions of cerebral blood pathways, and certain types of glioma. It is also claimed to increase physical stamina and provide improved tolerance to cold. As a result, it appears on the lists of banned substances issued by the World Anti-Doping Agency. This list is applicable in all Olympic sports. As of 27 February 2006, the most recent confirmed case of carphedon use by a professional athlete is that of Russian biathlon Olympic silver medalist Olga Pyleva in the 2006 Winter Olympics, who was disqualified from attending further events following a positive drug test. She was subsequently banned from competition for two years. It may be noteworthy that Pyleva claims that carphedon was an unlisted ingredient of a Russian medication she was prescribed by her personal doctor (not a team doctor).

In August 2008, Russian steeplechase runner Roman Usov was pulled out of the Beijing Olympics for what media reported was a possible positive test for Carphedon.

A former rider for Gerolsteiner, professional cyclist Danilo Hondo, tested positive to this banned substance in 2005.

While not widely available in the West, in Russia it is available as a prescription medicine under the brand name "Phenotropil". Packets of ten 100 mg pills are available for roughly 350 rubles (2011 price), or about 12 USD. It is typically prescribed as a general stimulant or to increase tolerance to cold and stress.

See also

References

  1. CNN, "Runners fail pre-Olympics doping tests", Retrieved on 2008-08-09.

External links

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Psychostimulants, agents used for ADHD, and nootropics (N06B)
N06BA
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Xanthine derivatives
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Fipexide
Idebenone
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Nizofenone
Oxiracetam
Phenibut
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Piracetam
Pirisudanol
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