Phenylpiracetam

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Phenylpiracetam
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Systematic (IUPAC) name
(R,S)-2-(2-oxo-4-phenylpyrrolidin-1-yl)acetamide
Clinical data
Trade names Phenotropil; Carphedon
Pregnancy
category
  • Unknown
Legal status
  • Legal
    ℞-only (RU)
Routes of
administration		 Oral (tablets)
Pharmacokinetic data
Bioavailability ~100%
Metabolism None
Biological half-life 3–5 hours
Excretion Urine (~40%), bile and perspiration (~60%)
Identifiers
CAS Number 77472-70-9 YesY
ATC code None
PubChem CID: 132441
ChemSpider 116950 N
UNII 99QW5JU66Y YesY
Chemical data
Formula C12H14N2O2
Molecular mass 218.3 g/mol
  • C1=CC=CC=C1C2CN(C(C2)=O)CC(=O)N
  • InChI=1S/C12H14N2O2/c13-11(15)8-14-7-10(6-12(14)16)9-4-2-1-3-5-9/h1-5,10H,6-8H2,(H2,13,15) N
  • Key:LYONXVJRBWWGQO-UHFFFAOYSA-N N
Physical data
Boiling point 486.4 °C (907.5 °F)
 NYesY (what is this?)  (verify)

Phenylpiracetam (INN: fonturacetam,[1] brand names Phenotropil, Carphedon), also called is a phenylated analog of the drug piracetam which was developed in 1983 in Russia where it is available as a prescription drug. Research on animals has indicated that phenylpiracetam may have anti-amnesic, antidepressant, anticonvulsant, antipsychotic, anxiolytic, and memory enhancement effects.[2][3]

Pharmacology

A few small clinical studies have shown possible links between prescription of phenylpiracetam and improvement in a number of encephalopathic conditions, including lesions of cerebral blood pathways, traumatic brain injury and certain types of glioma.[4]

Phenylpiracetam reverses the depressant effects of the benzodiazepine diazepam, increases operant behavior, inhibits post-rotational nystagmus, prevents retrograde amnesia, and has anticonvulsant properties.[2][5][6]

Phenylpiracetam is typically prescribed as a general stimulant or to increase tolerance to extreme temperatures and stress.[7]

In Wistar rats with gravitational cerebral ischemia, Phenylpiracetam reduced the extent of neuralgic deficiency manifestations, retained the locomotor, research, and memory functions, increased the survival rate, and lead to the favoring of local cerebral flow restoration upon the occlusion of carotid arteries to a greater extent than did piracetam.[8]

In rats, it has been found to decrease the number of nACh and NMDA receptors and increase the density of D1, D2 and D3 receptors.[5]

Availability

File:Phenotropil.jpg
Phenotropil 100 mg from Russia

While not prescribed as a pharmaceutical in the West, in Russia it is available as a prescription medicine under the name Phenotropil (but most drugstores sell it without prescriptions).[citation needed]

Phenylpiracetam has recently gained niche popularity from online nootropics suppliers in the U.S. and other countries outside of Russia. Phenylpiracetam is not scheduled by the DEA in the U.S.[9]

Athlete doping

Because it increases physical stamina and provides improved tolerance to cold weather, it appears on the lists of stimulants banned for in-competition use by the World Anti-Doping Agency. This list is applicable in all Olympic sports.

See also

References

  1. ↑ Lua error in package.lua at line 80: module 'strict' not found.
  2. ↑ 2.0 2.1 Lua error in package.lua at line 80: module 'strict' not found.
  3. ↑ Lua error in package.lua at line 80: module 'strict' not found.
  4. ↑ Lua error in package.lua at line 80: module 'strict' not found.
  5. ↑ 5.0 5.1 Lua error in package.lua at line 80: module 'strict' not found.
  6. ↑ Lua error in package.lua at line 80: module 'strict' not found.
  7. ↑ Lua error in package.lua at line 80: module 'strict' not found.
  8. ↑ Lua error in package.lua at line 80: module 'strict' not found.
  9. ↑ List of Controlled Substances
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