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Details

Stereochemistry RACEMIC
Molecular Formula C12H14N2O2
Molecular Weight 218.2522
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of FONTURACETAM

SMILES

c1ccc(cc1)C2CC(=O)N(C2)CC(=N)O

InChI

InChIKey=LYONXVJRBWWGQO-UHFFFAOYSA-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)

HIDE SMILES / InChI

Molecular Formula C12H14N2O2
Molecular Weight 218.2522
Charge 0
Count
Stereochemistry RACEMIC
Additional Stereochemistry No
Defined Stereocenters 0 / 1
E/Z Centers 0
Optical Activity ( + / - )

Fonturacetam, also known as Phenylpiracetam, is marketed in Russia as Carphedon and Phenotropil. It is one of the first ever nootropic drugs and originally discovered in Russia. Fonturacetam acts on most neurotransmitter systems and has been used for its cognitive and physical enhancing properties, and also as an antidepressant.

CNS Activity

Curator's Comment:: Acting as an antidepressant and memory enhancer in rat models.

Originator

Curator's Comment:: The above link is the earliest reference available on Pubmed. There is an earlier reported synthesis which is not available online. Glozman, O. M.; Morozov, I. S.; Zhmurenko, L. A.; Zagorevskii, V. A. (1980). 'Synthesis and anticonvulsive activity of 4-phenyl-2-pyrrolidinone-1-acetic acid amides'. Khimiko-Farmatsevticheskii Zhurnal (in Russian). 14 (11): 43–48.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
5.8 µM [IC50]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
phenotropil

Approved Use

Approved in Russia as a nootropic. Phenotropil activates the integrative brain activity, consolidates memory, increases concentration and mental work, improves learning ability, increases the transmission of information between cerebral hemispheres, raises the resistance of brain tissues to hypoxia and poisonous actions. Has a positive effect on metabolism and blood circulation of the brain. It is used to treat metabolic and vascular cerebral disorders, mental function disorders, depression, obesity, convulsions. The stimulating effect of Phenotropil provides an improvement in physical performance, coordination, and stamina.
Primary
phenotropil

Approved Use

Approved in Russia as a nootropic. Phenotropil activates the integrative brain activity, consolidates memory, increases concentration and mental work, improves learning ability, increases the transmission of information between cerebral hemispheres, raises the resistance of brain tissues to hypoxia and poisonous actions. Has a positive effect on metabolism and blood circulation of the brain. It is used to treat metabolic and vascular cerebral disorders, mental function disorders, depression, obesity, convulsions. The stimulating effect of Phenotropil provides an improvement in physical performance, coordination, and stamina.
Primary
phenotropil

Approved Use

Approved in Russia as a nootropic. Phenotropil activates the integrative brain activity, consolidates memory, increases concentration and mental work, improves learning ability, increases the transmission of information between cerebral hemispheres, raises the resistance of brain tissues to hypoxia and poisonous actions. Has a positive effect on metabolism and blood circulation of the brain. It is used to treat metabolic and vascular cerebral disorders, mental function disorders, depression, obesity, convulsions. The stimulating effect of Phenotropil provides an improvement in physical performance, coordination, and stamina.
Primary
phenotropil

Approved Use

Approved in Russia as a nootropic. Phenotropil activates the integrative brain activity, consolidates memory, increases concentration and mental work, improves learning ability, increases the transmission of information between cerebral hemispheres, raises the resistance of brain tissues to hypoxia and poisonous actions. Has a positive effect on metabolism and blood circulation of the brain. It is used to treat metabolic and vascular cerebral disorders, mental function disorders, depression, obesity, convulsions. The stimulating effect of Phenotropil provides an improvement in physical performance, coordination, and stamina.
Primary
phenotropil

Approved Use

Approved in Russia as a nootropic. Phenotropil activates the integrative brain activity, consolidates memory, increases concentration and mental work, improves learning ability, increases the transmission of information between cerebral hemispheres, raises the resistance of brain tissues to hypoxia and poisonous actions. Has a positive effect on metabolism and blood circulation of the brain. It is used to treat metabolic and vascular cerebral disorders, mental function disorders, depression, obesity, convulsions. The stimulating effect of Phenotropil provides an improvement in physical performance, coordination, and stamina.
PubMed

PubMed

TitleDatePubMed
[Pharmacological characteristics of a new phenyl analog of piracetam--4-phenylpiracetam].
1983 Apr
Piracetam and piracetam-like drugs: from basic science to novel clinical applications to CNS disorders.
2010 Feb 12
Investigation into stereoselective pharmacological activity of phenotropil.
2011 Nov
Patents

Sample Use Guides

In Vivo Use Guide
A Russian manufacturer of Phenotropil recommends 100 mg per day.
Route of Administration: Oral
In vitro, phenotropil (IC50 = 5.86 μM) directly influenced α4β2 nicotinic acetylcholine receptors in the mouse brain cortex.
Substance Class Chemical
Created
by admin
on Sat Jun 26 08:29:08 UTC 2021
Edited
by admin
on Sat Jun 26 08:29:08 UTC 2021
Record UNII
99QW5JU66Y
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
FONTURACETAM
INN   MART.  
INN  
Official Name English
(R,S)-2-(2-OXO-4-PHENYLPYRROLIDIN-1-YL)ACETAMIDE
Systematic Name English
RAC-2-((4R)-2-OXO-4-PHENYLPYROLIDIN-1-YL)ACETAMIDE
Common Name English
PHENYLPIRACETAM
Common Name English
FONTURACETAM [INN]
Common Name English
2-(2-OXO-4-PHENYL-PYRROLIDIN-1-YL)ACETAMIDE
Systematic Name English
CARPHEDON
Common Name English
PHENOTROPYL
Common Name English
FONTURACETAM [MART.]
Common Name English
CARPHEDONE
Common Name English
4-PHENYLPIRACETAM [WHO-DD]
Common Name English
1-PYRROLIDINEACETAMIDE, 2-OXO-4-PHENYL-
Systematic Name English
4-PHENYLPIRACETAM
WHO-DD  
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C1509
Created by admin on Sat Jun 26 08:29:08 UTC 2021 , Edited by admin on Sat Jun 26 08:29:08 UTC 2021
DSLD 4049 (Number of products:6)
Created by admin on Sat Jun 26 08:29:08 UTC 2021 , Edited by admin on Sat Jun 26 08:29:08 UTC 2021
Code System Code Type Description
INN
9111
Created by admin on Sat Jun 26 08:29:08 UTC 2021 , Edited by admin on Sat Jun 26 08:29:08 UTC 2021
PRIMARY
PUBCHEM
132441
Created by admin on Sat Jun 26 08:29:08 UTC 2021 , Edited by admin on Sat Jun 26 08:29:08 UTC 2021
PRIMARY
NCI_THESAURUS
C96852
Created by admin on Sat Jun 26 08:29:08 UTC 2021 , Edited by admin on Sat Jun 26 08:29:08 UTC 2021
PRIMARY
MANUFACTURER PRODUCT INFORMATION
FONTURACETAM
Created by admin on Sat Jun 26 08:29:08 UTC 2021 , Edited by admin on Sat Jun 26 08:29:08 UTC 2021
PRIMARY Phenylpiracetam is one of the most peculiar and stimulating nootropics currently available, it has effects very similar to stacking Adderall and piracetam. Due to its added Phenyl group, it influences dopamine receptors in the brain, and therefore carries much the same effect. It also targets memory, focus and overall brain health, phenylpiraceatm is bar none one of my favorite nootropics for these reasons, it is available in 90 capsules as well as a cheaper sampler pack version.
EVMPD
SUB126212
Created by admin on Sat Jun 26 08:29:08 UTC 2021 , Edited by admin on Sat Jun 26 08:29:08 UTC 2021
PRIMARY
WIKIPEDIA
Phenylpiracetam
Created by admin on Sat Jun 26 08:29:08 UTC 2021 , Edited by admin on Sat Jun 26 08:29:08 UTC 2021
PRIMARY A small number of low-scale 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. Phenylpiracetam reverses the depressant effects of the benzodiazepine diazepam, increases operant behavior, inhibits post-rotational nystagmus, prevents retrograde amnesia, and has anticonvulsant properties. Phenylpiracetam is typically prescribed as a general stimulant or to increase tolerance to extreme temperatures and stress.
FDA UNII
99QW5JU66Y
Created by admin on Sat Jun 26 08:29:08 UTC 2021 , Edited by admin on Sat Jun 26 08:29:08 UTC 2021
PRIMARY
CAS
77472-70-9
Created by admin on Sat Jun 26 08:29:08 UTC 2021 , Edited by admin on Sat Jun 26 08:29:08 UTC 2021
PRIMARY
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ENANTIOMER -> RACEMATE
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