FONTURACETAM

Details

Stereochemistry	RACEMIC
Molecular Formula	C12H14N2O2
Molecular Weight	218.2518
Optical Activity	( + / - )
Defined Stereocenters	0 / 1
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

NC(=O)CN1CC(CC1=O)C2=CC=CC=C2

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

Description
Sources: http://www.nootropicsjournal.com/phenylpiracetam/ | https://nootriment.com/carphedon/ | http://www.nootropicsjournal.com/phenylpiracetam/ | http://rupharma.com/phenotropil/

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

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Nicotinic acetylcholine receptor alpha6/alpha3/beta2/beta3 1 Target ID: CHEMBL3137275 Sources: https://link.springer.com/article/10.1134/S1819712411020048	Antagonist 2778		5.8 µM [IC50]

Conditions

Condition	Modality	Highest Phase	Product
Memory enhancement 1 Sources: https://www.ncbi.nlm.nih.gov/pubmed/21689376	Primary	Not Provided 504	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.
Organic brain lesions 1 Sources: https://www.ncbi.nlm.nih.gov/pubmed/16447562	Primary	Not Provided 504	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.
Epilepsy 121 Sources: https://www.ncbi.nlm.nih.gov/pubmed/23887448	Primary	Not Provided 504	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.
Depression 235 Sources: https://www.ncbi.nlm.nih.gov/pubmed/23887448 https://www.ncbi.nlm.nih.gov/pubmed/21689376	Primary	Not Provided 504	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.
Rehabilitation of stroke 1 Sources: https://www.ncbi.nlm.nih.gov/pubmed/21626817	Primary	Not Provided 504	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

Title	Date	PubMed
Piracetam and piracetam-like drugs: from basic science to novel clinical applications to CNS disorders.	2010 Feb 12	20166767

Patents

Sample Use Guides

In Vivo Use Guide

A Russian manufacturer of Phenotropil recommends 100 mg per day.

Route of Administration: Oral

In Vitro Use Guide

In vitro, phenotropil (IC50 = 5.86 μM) directly influenced α4β2 nicotinic acetylcholine receptors in the mouse brain cortex.

Name

Type

Language

FONTURACETAM

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

4-Phenylpiracetam [WHO-DD]

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

1-PYRROLIDINEACETAMIDE, 2-OXO-4-PHENYL-

Systematic Name

English

4-PHENYLPIRACETAM

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C1509