Piracetam supplier | CasNO.7491-74-9

Name
Piracetam
EINECS 231-312-7
CAS No. 7491-74-9
Article Data19
CAS DataBase
Density 1.239 g/cm³
Solubility
Melting Point 151-152 °C
Formula C₆H₁₀N₂O₂
Boiling Point 408.3 °C at 760 mmHg
Molecular Weight 142.158
Flash Point 200.8 °C
Transport Information
Appearance
Safety 26-37/39
Risk Codes 36/37/38
Molecular Structure
Hazard Symbols Xi
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;
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

Conditions	Yield
In benzene for 4h; Ambient temperature;	A 100% B n/a
In benzene for 4h; Ambient temperature;

...Expand

: 57275-83-9
nitrile of 2-oxopyrrolidine-1-acetic acid

: 7491-74-9
2-oxo-1-pyrrolidine acetamide

Conditions

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
With ammonium hydroxide for 2h;	91%

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

: 7491-74-9
2-oxo-1-pyrrolidine acetamide

Conditions

Conditions	Yield
Heating;	75%

: 3445-11-2
1-(2-hydroxyethyl)-2-pyrrolidinone

: 7491-74-9
2-oxo-1-pyrrolidine acetamide

Conditions

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

B: 68252-28-8, 68567-97-5, 88929-35-5, 62613-82-5
oxiracetam

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

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

...Expand

: 114012-62-3
(1,5-dihydro-4-methoxy-2-oxo-2H-pyrrol-1-yl)acetamide

: 7491-74-9
2-oxo-1-pyrrolidine acetamide

Conditions

Conditions	Yield
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 View Scheme

: 85614-54-6
2-(2,4-dioxopyrrolidine-1-yl)acetamide

A: 7491-74-9
2-oxo-1-pyrrolidine acetamide

B: 68252-28-8, 68567-97-5, 88929-35-5, 62613-82-5
oxiracetam

C: 105240-61-7
3-(1-(carbamoylmethyl)-2-oxo-3-pyrrolin-4-yl)-4-hydroxy-2-oxo-3-pyrroline-1-acetamide

Conditions

Conditions	Yield
With methanesulfonic acid; hydrogen; Pt/Al2O3 under 11250.9 Torr; for 14h; Yield given. Yields of byproduct given;

...Expand

: 113896-94-9
<4-(benzyloxy)-1,5-dihydro-2-oxo-2H-pyrrol-1-yl>acetamide

: 7491-74-9
2-oxo-1-pyrrolidine acetamide

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: H2 / 5percent Pd/C / dimethylamine / 3 h / 3750.3 Torr / Ambient temperature 2: H2, MeSO3H / Pt/Al2O3 / 14 h / 11250.9 Torr View Scheme

: (4-Benzyloxy-2-oxo-2,5-dihydro-pyrrol-1-yl)-acetic acid ethyl ester

: 7491-74-9
2-oxo-1-pyrrolidine acetamide

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: liq. NH3, MsOH / 8 h / 55 °C 2: H2 / 5percent Pd/C / dimethylamine / 3 h / 3750.3 Torr / Ambient temperature 3: H2, MeSO3H / Pt/Al2O3 / 14 h / 11250.9 Torr View Scheme

: 110104-61-5
ethyl (2,5-dihydro-4-methoxy-2-oxo-1H-pyrrol-1-yl)acetate

: 7491-74-9
2-oxo-1-pyrrolidine acetamide

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 95 percent / liq. NH3 / methanol / 6 h / 60 °C 2: H2 / Pt/C View Scheme
Multi-step reaction with 3 steps 1: 95 percent / liq. NH3 / methanol / 6 h / 60 °C 2: 96 percent / HCl / acetic acid / 2 h / 30 °C 3: H2 / 5percent Ru/C / H2O / 20 h / 18751.5 Torr / Ambient temperature View Scheme
Multi-step reaction with 4 steps 1: MsOH / 3 h / 90 - 100 °C / 12 - 18.8 Torr 2: liq. NH3, MsOH / 8 h / 55 °C 3: H2 / 5percent Pd/C / dimethylamine / 3 h / 3750.3 Torr / Ambient temperature 4: H2, MeSO3H / Pt/Al2O3 / 14 h / 11250.9 Torr View Scheme

: 125670-65-7
ethyl 2-(4-chlorobutyramido)acetate

: 7491-74-9
2-oxo-1-pyrrolidine acetamide

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 83 percent / NH3 / methanol / 2 h / Ambient temperature 2: 45 percent / sodium ethoxide / ethanol / 8 h / 50 °C View Scheme

: 2-(2-oxopyrrolidin-1-yl)-N-(2,4,4-trimethylpentan-2-yl)acetamide

: 7491-74-9
2-oxo-1-pyrrolidine acetamide

Conditions

Conditions	Yield
With trifluoroacetic acid for 3h; Inert atmosphere; Reflux;	82 mg

: 7491-74-9
2-oxo-1-pyrrolidine acetamide

: 40227-86-9
2,6-dimethyl-4-pyrimidinyl p-toluenesulfonate

: 1233503-26-8
N-(2,6-dimethylpyrimidin-4-yl)-2-(2-oxopyrrolidin-1-yl)acetamide

Conditions

Conditions	Yield
With 1,1'-bis-(diphenylphosphino)ferrocene; potassium carbonate; bis(dibenzylideneacetone)-palladium(0) In 1,4-dioxane at 100℃; for 16h; Inert atmosphere;	99%

: 7491-74-9
2-oxo-1-pyrrolidine acetamide

: 1188-33-6
N,N-dimethylformamide diethyl diacetal

: 92884-66-7
N,N-Dimethyl-N'-(pyrrolidon-2-yl-1-acetyl)formamidine

Conditions

Conditions	Yield
In xylene at 100℃; for 7h;	93%

: 7491-74-9
2-oxo-1-pyrrolidine acetamide

: 19429-85-7
N,N-dimethylacetamide diethyl acetal

: 92884-67-8
N,N-Dimethyl-N'-(pyrrolidon-2-yl-1-acetyl)acetamidine

Conditions

Conditions	Yield
In xylene for 6h; Heating;	86%

: 7491-74-9
2-oxo-1-pyrrolidine acetamide

: 60-29-7
diethyl ether

: 841-77-0
diphenylmethylpiperazine

A 1-Benzhydryl-4-(2-oxo-1-(pyrrolidinyl)methylpiperazine: 1-Benzhydryl-4-(2-oxo-1-(pyrrolidinyl)methylpiperazine

B: 1-benzhydryl-4-(2-oxo-1(pyrrolidinyl)acetyl)methyl-piperazine

Conditions

Conditions	Yield
In ethanol	A n/a B 85%

...Expand

: 7491-74-9
2-oxo-1-pyrrolidine acetamide

: 91417-91-3
2-Chloro-5H,6,7-dihydropyrrolo<1,2-a>imidazole

Conditions

Conditions	Yield
With trichlorophosphate at 60℃; for 3h;	84%
With trichlorophosphate at 85℃; for 15h; Sealed tube;	65%

: 7491-74-9
2-oxo-1-pyrrolidine acetamide

: 6217-54-5
docosahexaenoic acid

: 1613318-03-8
C28H40N2O3

Conditions

Conditions	Yield
Stage #1: docosahexaenoic acid With N-ethyl-N,N-diisopropylamine; HATU In N,N-dimethyl-formamide at 20℃; for 0.5h; Stage #2: 2-oxo-1-pyrrolidine acetamide In N,N-dimethyl-formamide for 2h;	75%

: 7491-74-9
2-oxo-1-pyrrolidine acetamide

: 2458-26-6
3-phenylpyrazole

: 2-(2-oxo-5-(3-phenyl-1H-pyrazol-1-yl)pyrrolidin-1-yl)acetamide

Conditions

Conditions	Yield
With tetrabutylammonium tetrafluoroborate In acetonitrile at 20℃; for 4h; Electrochemical reaction; Inert atmosphere; Green chemistry;	75%

: 7491-74-9
2-oxo-1-pyrrolidine acetamide

: 2-bromo-6,7-dihydro-5H-pyrrolo[1,2-a]imidazole

Conditions

Conditions	Yield
With phosphorus(V) oxybromide at 70℃; for 3h; Sealed tube;	70%
With phosphorus(V) oxybromide at 85℃; for 0.5h;	66%
With phosphorus(V) oxybromide at 85℃; for 0.5h;	66%
With phosphorus(V) oxybromide at 70℃; for 3h;	39.42%

: 7491-74-9
2-oxo-1-pyrrolidine acetamide

: 104-87-0
4-methyl-benzaldehyde

: N-(4-methylbenzyl)-2-(2-oxopyrrolidin-1-yl)acetamide

Conditions

Conditions	Yield
With dirhodium tetraacetate; carbon monoxide In tetrahydrofuran at 140℃; for 22h; Autoclave; High pressure;	62%

: 7491-74-9
2-oxo-1-pyrrolidine acetamide

: 529-44-2
myricetin

: C15H10O8*C6H10N2O2

Conditions

Conditions	Yield
In isopropyl alcohol at 20℃; for 312h;	54%

: 826-41-5
N-Methyl-2,2-diethoxypyrrolidine

: 7491-74-9
2-oxo-1-pyrrolidine acetamide

: 92884-68-9
N-(1-Methyl-2-pyrrolidinylidene)-α-(pyrrolid-2-on-1-yl)acetamidine

Conditions

Conditions	Yield
In xylene for 6h; Heating;	53%

: 7491-74-9
2-oxo-1-pyrrolidine acetamide

: 123624-90-8
2-(chloromethyl)-3,5,6-trimethylpyrazine

: 1282538-38-8
2-(2-oxopyrrolidin-1-yl)-N-((3,5,6-trimethylpyrazin-2-yl)methyl)acetamide

Conditions

Conditions	Yield
Stage #1: 2-oxo-1-pyrrolidine acetamide With sodium hydride In N,N-dimethyl-formamide at 25℃; for 1h; Inert atmosphere; Stage #2: 2-(chloromethyl)-3,5,6-trimethylpyrazine In N,N-dimethyl-formamide at 60℃; for 5h; Inert atmosphere;	53%

: 7491-74-9
2-oxo-1-pyrrolidine acetamide

: 581098-43-3
2-chloro-4-(4-(4-fluorophenyl)-2-(methylthio)-1H-imidazol-5-yl)pyridine

: N-(4-(5-(4-fluorophenyl)-2-(methylthio)-1H-imidazol-4-yl)pyridin-2-yl)-2-(2-oxopyrrolidin-1-yl)acetamide

Conditions

Conditions	Yield
With tris-(dibenzylideneacetone)dipalladium(0); caesium carbonate; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene In N,N-dimethyl-formamide at 100℃; for 16h; Buchwald-Hartwig Coupling; Inert atmosphere;	19%

: 7491-74-9
2-oxo-1-pyrrolidine acetamide

: C6H11N2O4

Conditions

Conditions	Yield
for 13h; Irradiation;	10%

: 7491-74-9
2-oxo-1-pyrrolidine acetamide

: 57275-83-9
nitrile of 2-oxopyrrolidine-1-acetic acid

Conditions

Conditions	Yield
With pyridine; N,N-dimethyl-formamide; trichlorophosphate 1.) acetonitrile, 50 deg C, 2.5 h, 2.) 0 deg C, 20 min; Yield given. Multistep reaction;

: 7491-74-9
2-oxo-1-pyrrolidine acetamide

: 117947-07-6
1-thiocarbamoylmethylpyrrolidine-2-thione

Conditions

Conditions	Yield
With diphosphorus pentasulfide; water 1.) xylene, reflux, 4 h, 2.) reflux, 30 min; Yield given. Multistep reaction;

: 7491-74-9
2-oxo-1-pyrrolidine acetamide

: 1719-57-9
Chloro(chloromethyl)dimethylsilane

: N,N-bis-(chloro-dimethyl-silanylmethyl)-2-(2-oxo-pyrrolidin-1-yl)-acetamide

Conditions

Conditions	Yield
With 1,1,1,3,3,3-hexamethyl-disilazane In acetonitrile Alkylation; Heating;

: 7491-74-9
2-oxo-1-pyrrolidine acetamide

: 490-79-9
2,5-dihydroxybenzoic acid.

: 2,5-dihydroxy-benzoic acid; compound with 2-(2-oxo-pyrrolidin-1-yl)-acetamide

Conditions

Conditions	Yield
In acetonitrile at 70℃; for 0.0333333h;
In acetonitrile

Piracetam Chemical Properties

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

Piracetam 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.

Piracetam 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.

Piracetam Toxicity Data With Reference

Organism	Test Type	Route	Reported Dose (Normalized Dose)	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.

Piracetam Safety Profile

Hazard Codes: Irritant Xi
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

Piracetam 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.

Product Name

Piracetam

Synthetic route

Piracetam Chemical Properties

Piracetam History

Piracetam Uses

Piracetam Toxicity Data With Reference

Piracetam Safety Profile

Piracetam Specification

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