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Basic Information
CAS No.: 7491-74-9
Name: Piracetam
Molecular Structure:
Molecular Structure of 7491-74-9 (Piracetam)
Formula: C6H10N2O2
Molecular Weight: 142.158
Synonyms: Myocalm;Neuracetam;Nootobril;Nootobryl;Nootron;Nootrop;Nootropil;Nootropyl;Normabrain;Norzetam;(2-Oxopyrrolidino)acetamide;2-(2-Oxopyrrolidin-1-yl)acetamide;2-Ketopyrrolidine-1-acetamide;2-Oxo-1-pyrrolidineacetamide;2-Oxo-1-pyrrolidinylacetamide;2-Pyrrolidinoneacetamide;2-Pyrrolidoneacetamide;Avigilen;Axonyl;Cerebroforte;Cl 781;Encetrop;Euvifor;Gabacet;Genogris;Geram;
EINECS: 231-312-7
Density: 1.239 g/cm3
Melting Point: 151-152 °C
Boiling Point: 408.3 °C at 760 mmHg
Flash Point: 200.8 °C
Hazard Symbols: IrritantXi
Risk Codes: 36/37/38
Safety: 26-37/39
PSA: 63.40000
LogP: -0.26770
Synthetic route
120-20-7

2-(3,4-dimethoxyphenyl)-ethylamine

92884-66-7

N,N-Dimethyl-N'-(pyrrolidon-2-yl-1-acetyl)formamidine

A

7491-74-9

2-oxo-1-pyrrolidine acetamide

B

61945-49-1

N,N-dimethyl-N'-homoveratrylformamidine

Conditions
ConditionsYield
In benzene for 4h; Ambient temperature;A 100%
B n/a
In benzene for 4h; Ambient temperature;
57275-83-9

nitrile of 2-oxopyrrolidine-1-acetic acid

7491-74-9

2-oxo-1-pyrrolidine acetamide

Conditions
ConditionsYield
With manganese(IV) oxide; water In isopropyl alcohol at 100℃; under 5171.62 Torr; for 0.25h;97%
With C34H38N6NiO2(2+)*2Cl(1-); water In isopropyl alcohol at 100℃; for 24h; Schlenk technique; Inert atmosphere;65%
With water; C34H38N6NiO2(2+)*2Cl(1-) In isopropyl alcohol at 100℃; for 24h;65%
59776-88-4

methyl 2-oxo-1-pyrrolidineacetate

7491-74-9

2-oxo-1-pyrrolidine acetamide

Conditions
ConditionsYield
With ammonia In methanol at 60℃; for 4h; Sealed tube;93%
With ammonium hydroxide for 2h;78%
With ammonia In methanol at 60℃; for 4h;45.94%
61516-73-2

2-(oxo-pyrrolidin-1-yl)-acetic acid ethyl ester

7491-74-9

2-oxo-1-pyrrolidine acetamide

Conditions
ConditionsYield
With ammonium hydroxide for 2h;91%

4-[(2-amino-2-oxoethyl)amino]butanoic acid acetate

7491-74-9

2-oxo-1-pyrrolidine acetamide

Conditions
ConditionsYield
Heating;75%
3445-11-2

1-(2-hydroxyethyl)-2-pyrrolidinone

7491-74-9

2-oxo-1-pyrrolidine acetamide

Conditions
ConditionsYield
With tert.-butylhydroperoxide; ammonium hydroxide In water at 100℃; for 16h;73%

α-aminoacetamide hydrochloride

4635-59-0

4-Chlorobutanoyl chloride

7491-74-9

2-oxo-1-pyrrolidine acetamide

Conditions
ConditionsYield
Stage #1: α-aminoacetamide hydrochloride In acetonitrile Inert atmosphere;
Stage #2: 4-Chlorobutanoyl chloride With sodium hydroxide In acetonitrile at 0 - 5℃; for 3h; Reagent/catalyst; Solvent; Temperature;
70%
64026-51-3

2-(4-chlorobutyramido)acetamide

7491-74-9

2-oxo-1-pyrrolidine acetamide

Conditions
ConditionsYield
With sodium ethanolate In ethanol at 50℃; for 8h;45%
142352-10-1

(2,4-dioxopyrrolidin-1-yl)acetamide hydrochloride

A

7491-74-9

2-oxo-1-pyrrolidine acetamide

C

77191-37-8

4-hydroxy-2-oxo-1-pyrrolidine acetic acid

D

105240-61-7

3-(1-(carbamoylmethyl)-2-oxo-3-pyrrolin-4-yl)-4-hydroxy-2-oxo-3-pyrroline-1-acetamide

Conditions
ConditionsYield
With hydrogen; Ru-carbon In water under 18751.5 Torr; for 20h; Ambient temperature;A n/a
B 45%
C 24%
D n/a
114012-62-3

(1,5-dihydro-4-methoxy-2-oxo-2H-pyrrol-1-yl)acetamide

7491-74-9

2-oxo-1-pyrrolidine acetamide

Conditions
ConditionsYield
With hydrogen; platinum on activated charcoal Yield given;
Multi-step reaction with 2 steps
1: 96 percent / HCl / acetic acid / 2 h / 30 °C
2: H2 / 5percent Ru/C / H2O / 20 h / 18751.5 Torr / Ambient temperature
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    Product Name: Piracetam Synonyms: IFLAB-BB F1918-0022;2-(2-OXOPYRROLIDIN-1-YL)ACETAMIDE;2-(2-OXOPYRROLIDINO)ACETAMIDE;2-OXO-1-PYRROLIDINEACETAMIDE;N-CARBAMOYLMETHYL-2-PYRROLIDINONE;PIRACETAM;1-Acetamido-2-pyrrolidinone;1-Pyrrolidineacetamide, 2-

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  • PIRACETAM CAS 7491-74-9

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Chemistry

Molecular structure of Piracetam (CAS NO.7491-74-9) is:

Product Name: Piracetam
CAS Registry Number: 7491-74-9
IUPAC Name: 2-(2-oxopyrrolidin-1-yl)acetamide
Molecular Weight: 142.1558 [g/mol]
Molecular Formula: C6H10N2O2 
EINECS: 231-312-7
Melting Point: 151-152 °C
Surface Tension: 51.4 dyne/cm
Density: 1.239 g/cm3
Flash Point: 200.8 °C
Enthalpy of Vaporization: 66.03 kJ/mol
Boiling Point: 408.3 °C at 760 mmHg
Vapour Pressure: 7.06E-07 mmHg at 25°C
Product Categories: Miscellaneous;API's

History

In 1964 , Piracetam (CAS NO.7491-74-9) was first synthesized by scientists at the Belgian pharmaceutical company UCB led by Dr Corneliu E. Giurgea. The drug was the first of the so-called nootropics ("smart drugs" or "cognitive enhancers"); that is, substances can increase brain activity, mental performance, and vigilance. The term nootropic was coined by Giurgea. Nootropil was launched clinically by UCB in the early 1970s and remains an important product of that company in Europe.

Uses

 Piracetam (CAS NO.7491-74-9) is a drug which may enhance cognition and memory, may slow brain aging, may increase oxygen and blood flow to the brain,may improve Alzheimer's, may aid stroke recovery,  Down's syndrome, dementia, and dyslexia, among other diseases and conditions. Piracetam may be classified as a psychoactive stimulant.

Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
cat LD50 intravenous 10gm/kg (10000mg/kg)   Russian Pharmacology and Toxicology Vol. 47, Pg. 205, 1984.
mammal (species unspecified) LD50 unreported > 10gm/kg (10000mg/kg)   Russian Pharmacology and Toxicology Vol. 44, Pg. 22, 1981.
mouse LD50 intraperitoneal > 10gm/kg (10000mg/kg)   Pharmaceutical Chemistry Journal Vol. 23, Pg. 795, 1989.
mouse LD50 intravenous 9200mg/kg (9200mg/kg)   Yaoxue Tongbao. Bulletin of Pharmacology. Vol. 18, Pg. 465, 1983.
mouse LD50 oral 2gm/kg (2000mg/kg)   Khimiko-Farmatsevticheskii Zhurnal. Chemical Pharmaceutical Journal. For English translation, see PCJOAU. Vol. 24(4), Pg. 32, 1990.
mouse LD50 subcutaneous > 12gm/kg (12000mg/kg)   Khimiko-Farmatsevticheskii Zhurnal. Chemical Pharmaceutical Journal. For English translation, see PCJOAU. Vol. 11(8), Pg. 132, 1977.
rat LDLo oral 5600mg/kg (5600mg/kg)   Farmaco, Edizione Pratica. Vol. 32, Pg. 47, 1977.

Safety Profile

Hazard Codes: IrritantXi
Risk Statements: 36/37/38 
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 26-37/39 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S37/39:Wear suitable gloves and eye/face protection.
WGK Germany: 2
RTECS: UX9660500

Specification

 Piracetam , its cas register number is 7491-74-9. It also can be called 1-Acetamido-2-pyrrolidinone ; 2-Ketopyrrolidine-1-ylacetamide ; 2-Oxo-1-pyrrolidineacetamide ; 2-Oxo-pyrrolidin-1-ylacetamide ; 2-Oxo-pyrrolidine acetamide ; 1-Pyrrolidineacetamide, 2-oxo- .It is very soluble in water.

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