Phenylpiracetam hydrazide

Phenylpiracetam hydrazide, also known as fonturacetam hydrazide,[1] is a racetam that is a derivative of phenylpiracetam in which the amide group is replaced with a hydrazide group. It was first reported by a Russian research group in 1980 as part of a series of chemical compounds investigated as anticonvulsants.[2] In an electroshock test it was found to have an ED50 of 310 mg/kg.[2]

Phenylpiracetam hydrazide
Clinical data
Trade namesPhenylpiracetam hydrazide
Other namesFonturacetam hydrazide
Pregnancy
category
  • Unknown
Routes of
administration
Oral
ATC code
  • none
Legal status
Legal status
  • US: Not FDA approved; unscheduled
Identifiers
  • 2-(2-oxo-4-phenylpyrrolidin-1-yl)acetohydrazide
CAS Number
PubChem CID
ChemSpider
UNII
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC12H15N3O2
Molar mass233.271 g·mol−1
3D model (JSmol)
ChiralityRacemic mixture
  • c1ccc(cc1)C2CC(=O)N(C2)CC(=O)NN
  • InChI=1S/C12H15N3O2/c13-14-11(16)8-15-7-10(6-12(15)17)9-4-2-1-3-5-9/h1-5,10H,6-8,13H2,(H,14,16) checkY
  • Key:AXQUMNYYLGUJIZ-UHFFFAOYSA-N checkY
 ☒NcheckY (what is this?)  (verify)

Sale on the internet

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All piracetam derivatives are not permitted to be sold as dietary supplements in the United States.[3] However, because they lack scheduling, piracetam derivatives like phenylpiracetam hydrazide are sold over the clear net accompanied by indications stating that the compound is "not for human consumption".[4]

See also

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References

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  1. ^ "International Nonproprietary Names for Pharmaceutical Substances (INN). Recommended International Nonproprietary Names: List 63" (PDF). WHO Drug Information. 24 (1): 56. 2010. Archived from the original (PDF) on May 21, 2014. Retrieved 26 November 2015.
  2. ^ a b Glozman OM, Morozov IS, Zhmurenko LA, Zagorevskii VA (1980). "Synthesis and anticonvulsive activity of 4-phenyl-2-pyrrolidinone-1-acetic acid amides". Khimiko-Farmatsevticheskii Zhurnal (in Russian). 14 (11): 43–48.43-48&rft.date=1980&rft.aulast=Glozman&rft.aufirst=OM&rft.au=Morozov, IS&rft.au=Zhmurenko, LA&rft.au=Zagorevskii, VA&rft_id=https://scholar.google.com/scholar?cluster=10526217948349188956&rfr_id=info:sid/en.wikipedia.org:Phenylpiracetam hydrazide" class="Z3988">
  3. ^ Cohen PA, Zakharevich I, Gerona R (March 2020). "Presence of Piracetam in Cognitive Enhancement Dietary Supplements". JAMA Internal Medicine. 180 (3): 458–459. doi:10.1001/jamainternmed.2019.5507. PMC 6902196. PMID 31764936. S2CID 208274670.458-459&rft.date=2020-03&rft_id=https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6902196#id-name=PMC&rft_id=https://api.semanticscholar.org/CorpusID:208274670#id-name=S2CID&rft_id=info:pmid/31764936&rft_id=info:doi/10.1001/jamainternmed.2019.5507&rft.aulast=Cohen&rft.aufirst=PA&rft.au=Zakharevich, I&rft.au=Gerona, R&rft_id=https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6902196&rfr_id=info:sid/en.wikipedia.org:Phenylpiracetam hydrazide" class="Z3988">
  4. ^ Musselman ME, Hampton JP (July 2014). ""Not for human consumption": a review of emerging designer drugs". Pharmacotherapy. 34 (7): 745–757. doi:10.1002/phar.1424. PMID 24710806. S2CID 10279777.745-757&rft.date=2014-07&rft_id=https://api.semanticscholar.org/CorpusID:10279777#id-name=S2CID&rft_id=info:pmid/24710806&rft_id=info:doi/10.1002/phar.1424&rft.aulast=Musselman&rft.aufirst=ME&rft.au=Hampton, JP&rft_id=https://doi.org/10.1002%2Fphar.1424&rfr_id=info:sid/en.wikipedia.org:Phenylpiracetam hydrazide" class="Z3988">