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Aniracetam/Cas No: 72432-10-1/99%
Cas No: 72432-10-1
USD $ 100.0-100.0 / Kilogram 1 Kilogram 1000 Kilogram/Month Binbo Biological Co., Ltd Contact Supplier
Aniracetam Nootropics powder
Cas No: 72432-10-1
No Data 1 Kilogram 500 Kilogram/Week Xi'an Yinherb Bio-Tech Co., Ltd. Contact Supplier
72432-10-1 aniracetam nootropics aniracetam powder
Cas No: 72432-10-1
No Data 1 Kilogram 500 Metric Ton/Month Shanghai PengMo Biotechnology Co.,Ltd Contact Supplier
Bulk supply Aniracetam CAS No. 72432-10-1
Cas No: 72432-10-1
USD $ 2800.0-2900.0 / Kilogram 1 Kilogram 100 Metric Ton/Month Hebei Shengweiya Biotechnology Co,.ltd Contact Supplier
Aniracetam
Cas No: 72432-10-1
No Data 1 Kilogram 200 Kilogram/Month Suzhou MyLand Pharm&Nutrition Inc. Contact Supplier
Aniracetam Manufacturer/High quality/Best price/In stock
Cas No: 72432-10-1
USD $ 3.0-3.0 / Kilogram 1 Kilogram 1-100 Metric Ton/Month Dayang Chem (Hangzhou) Co.,Ltd. Contact Supplier
Aniracetam
Cas No: 72432-10-1
USD $ 800.0-800.0 / Kilogram 1 Kilogram 4000 Metric Ton/Day Kono Chem Co.,Ltd Contact Supplier
cas 72432-10-1 2-Pyrrolidinone,1-(4-methoxybenzoyl)-
Cas No: 72432-10-1
USD $ 40.0-50.0 / Gram 1 Gram 1000 Metric Ton/Day WUHAN MULEI NEW MATERIAL CO., LTD Contact Supplier
Nootropics Aniracetam Powder CAS 72432-10-1
Cas No: 72432-10-1
USD $ 160.0-165.0 / Kilogram 1 Kilogram 100 Metric Ton/Month Xi'an Julong Bio-Tech Co., Ltd. Contact Supplier
Aniracetam
Cas No: 72432-10-1
No Data 10 Milligram Amadis Chemical Co., Ltd. Contact Supplier

72432-10-1 Usage

Chemical Properties

Crystalline Solid

Side effects

This product has fewer adverse reactions, occasionally dry mouth, anorexia, constipation, dizziness, and drowsiness. They disappear after stopping taking the drug.

Precautions

1. Adjust the dose for patients of liver dysfunction.
2. It can deteriorate the symptoms of Huntington's chorea.
3. Patients who is allergic to this drug or other pyrrolidone-class drugs are not allowed.
4. Safety range: 0.3~1.8g/d.

Production methods

Method 1: Reflux the reaction mixture of 2-pyrrolidone and methoxy benzoyl chloride at 0~10 °C in ether and in the presence of triethylamine for three hours to get the Aniracetam.
Method 2: Perform the reaction between p-methoxy benzoic acid and thionyl chloride to get the methoxy benzoyl chloride (yield 90%). Then perform the reaction between methoxybenzoyl chloride and 4-aminobutyric acid in an aqueous solution of sodium hydroxide and in the presence of benzyl triethyl ammonium salt (of TEBA) to get 4-(4-methoxybenzoyl) amino butyric acid (yield 69.4%). Then have cyclization reaction in the presence of toluene and thionyl chloride to get aniracetam, yield 80.4%, mp 118~120 °C.
Method 3: Methoxybenzoic acid is chloridized as post-methoxy benzoyl chloride first. Then it is reacted together with Sodium 2-pyrrolidone in tetrahydrofuran and 4-dimethylaminopyridine (DMAP) to obtain the aniracetam yield 76.2% (Take account of p-methoxy benzoyl chloride), the melting point of 118~119 °C.
Method 4: 2-pyrrolidone was refluxed 1 hour in toluene containing sodium methoxide first. Then methanol was totally evaporated. Add TEBA at 10 °C, Titrate a toluene solution of p-anisoyl chloride and stir them at room temperature for 0.5h. Then stirred at 50 °C for 6h to obtain the aniracetam of 85% yield (take account of 2-pyrrolidone), melting point 120~121 °C.
Method 5: 2-pyrrolidinone and triethylamine is mixed at 0~10 °C first. Then perform titration of chlorotrimethylsilane for 2 h reaction at room temperature. Add the dioxane solution of Methoxybenzoyl chloride and stir 2h at 40 °C to obtain aniracetam, yield 65%.

Chemical Properties

Crystallization from ethanol, m.p. 12l~122 °C. Acute toxicity LD50 for rat, mouse (mg/kg): 4500,> 5000 oral.

Uses

1. Piracetam derivative, a improvement agent for γ-lactam brain function. Selectively exert effect on the brain system, promote and enhance memory function. Compared with Piracetam, it has a stronger effect, faster onset of action, and lower toxicity. Used for improving brain function, especially treating the behavioral and mental disorders for sequela patients of senile dementia, cerebrovascular disease.
2. It is a γ-lactam-class agent of improving brain function. It can exert on the brain tissue through penetrating the blood-brain barrier, and improve brain function and memory.

Purification Methods

Purify aniracetam by recrystallisation from EtOH. It is a nootropic (Alzheimer) drug. [Gouliaev & Senning Brain Research Rev 19 180 1994.]

Uses

cognitive enhancer

Levetiracetam class brain cell metabolism drugs

Aniracetam, also known as aniracetam, together with piracetam and nefiracetam, belong to the same class of piracetam metabolized drugs of brain cells. These drugs can enhance the activity of synaptic neurons phospholipase, increase the ATP formation and transport in brain, increase protein synthesis and RNA, promote the usage of brain on amino acids, phospholipids, glucose and oxygen, increase the patient's response, excitability and memory. Aniracetam has a higher effect than piracetam, but with a relatively minor side effect.

Pharmacokinetics

According to literature, it is rapidly absorbed after oral administration by rats. The plasma concentration reaches highest level within 20 to 40 minutes. The drug is mainly distributed in the gastrointestinal tract, kidney, liver, brain and blood. After 24 hours, 77% to 85% is excreted out through urine, 4% from faeces. Major metabolite in urine is N-p-anisoyl-aminobutyric acid and 5-hydroxy-2-pyrrolidone.
Human: After oral administration, half-life of blood Plains drug elimination averages at 20 to 30 minutes. Plasma concentration becomes undetectable after two hours.

Pharmacological effects

Aniracetam, a cyclized derivative of γ-aminobutyric acid, can improve the brain function. It can selectively exert effect on central nervous system through penetration into blood-brain barrier. It can activate the metabolism activity of brain cell and protect the nerve cells. This product can also promote the intelligence by affecting the glutamate receptor system. Moreover, it improves skin’s resistance to hypoxia, preventing the occurrence of malfunction of learning and memory caused by a variety of chemical substances, hypercapnia, scopolamine and electrical shock. This product has no sedative or excitation effect. Animal experiments show that this product promotes the memory recovery in normal rats’ learning process. It can fight against hypoxia-induced memory recession and relieve the memory malfunction caused by certain reasons.
[Indications] It is used for the treatment of mild or moderate malfunction of learning, memory and cognition in vascular dementia and Alzheimer's disease. It can also be used for treating memory recession after stroke, memory defect in old people and children who undergo development retardation.
The above information is edited by the Chemicalbook of Dai Xiongfeng.

Biological Activity

Nootropic, with modulatory actions through allosteric potentiation of AMPA specific receptors, reduction of glutamate receptor desensitization and potentiation of metabotropic glutamate receptor activity. Anxiolytic following systemic administration.

Uses

Cognition enhancer related to Piracetam. Nootropic.
InChI:InChI=1/C12H13NO3/c1-16-10-6-4-9(5-7-10)12(15)13-8-2-3-11(13)14/h4-7H,2-3,8H2,1H3

72432-10-1 Well-known Company Product Price

Brand (Code)Product description CAS number Packaging Price Detail
TCI America (A2394)  Aniracetam  >98.0%(GC) 72432-10-1 5g 1,650.00CNY Detail
TCI America (A2394)  Aniracetam  >98.0%(GC) 72432-10-1 1g 590.00CNY Detail

72432-10-1SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name aniracetam

1.2 Other means of identification

Product number -
Other names 1-p-Anisoyl-2-pyrrolidinone

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:72432-10-1 SDS

72432-10-1Synthetic route

4-Methoxybenzyl alcohol

4-Methoxybenzyl alcohol

aniracetam
72432-10-1

aniracetam

2-pyrrolidinon
616-45-5

2-pyrrolidinon

4-methoxybenzoic acid
100-09-4

4-methoxybenzoic acid

aniracetam
72432-10-1

aniracetam

Conditions
ConditionsYield
With silica gel In toluene Concentration; Reagent/catalyst; Reflux;91%
With phenylboronic acid In benzene for 16h; Reagent/catalyst; Reflux; Green chemistry;84.6%
With zirconyl chloride octahydrate In chlorobenzene at 131℃; for 18h; Dean-Stark;79%
Stage #1: 4-methoxybenzoic acid With thionyl chloride at 76℃; for 3h;
Stage #2: 2-pyrrolidinon With triethylamine In toluene at 50 - 110℃; for 2.5h;
carbon monoxide
201230-82-2

carbon monoxide

4-methoxy-N-prop-2-enylbenzamide
66897-25-4

4-methoxy-N-prop-2-enylbenzamide

aniracetam
72432-10-1

aniracetam

Conditions
ConditionsYield
With bis[2-(diphenylphosphino)phenyl] ether; palladium(II) iodide In toluene at 105℃; under 37503.8 Torr; for 20h; Inert atmosphere; Autoclave; regioselective reaction;89%
2-pyrrolidinon
616-45-5

2-pyrrolidinon

4-methoxy-benzoyl chloride
100-07-2

4-methoxy-benzoyl chloride

aniracetam
72432-10-1

aniracetam

Conditions
ConditionsYield
With triethylamine In tetrahydrofuran at 0 - 20℃;83%
With triethylamine In dichloromethane at 0℃; for 1h; Inert atmosphere;80%
With triethylamine In diethyl ether; water
1-(4-methoxybenzoyl)pyrrolidine
69838-98-8

1-(4-methoxybenzoyl)pyrrolidine

aniracetam
72432-10-1

aniracetam

Conditions
ConditionsYield
With CrO3-3.5-dimethylpyrazole In dichloromethane for 24h; Ambient temperature;70%
2-pyrrolidinon
616-45-5

2-pyrrolidinon

4-methoxy-benzaldehyde
123-11-5

4-methoxy-benzaldehyde

aniracetam
72432-10-1

aniracetam

Conditions
ConditionsYield
With Shvo's Catalyst In toluene at 100℃; for 24h; Inert atmosphere;40%
pyrographite
7440-44-0

pyrographite

Anisamidobutyric acid
72432-14-5

Anisamidobutyric acid

aniracetam
72432-10-1

aniracetam

Conditions
ConditionsYield
With thionyl chloride In dichloromethane; toluene
sodium salt of 2-pyrrolidinone
3195-95-7

sodium salt of 2-pyrrolidinone

4-methoxy-benzoyl chloride
100-07-2

4-methoxy-benzoyl chloride

aniracetam
72432-10-1

aniracetam

Conditions
ConditionsYield
In N-methyl-acetamide; phosphorus pentaoxide; diethyl ether
4-acetoxy-2-pyrrolidinone
64097-45-6

4-acetoxy-2-pyrrolidinone

1-(4-methoxybenzoyl)-1,5-dihydro-2H-pyrrol-2-one
72432-11-2

1-(4-methoxybenzoyl)-1,5-dihydro-2H-pyrrol-2-one

5-oxo-1-trimethylsilyl-3-pyrrolidinyl acetate

5-oxo-1-trimethylsilyl-3-pyrrolidinyl acetate

4-methoxy-benzoyl chloride
100-07-2

4-methoxy-benzoyl chloride

aniracetam
72432-10-1

aniracetam

Conditions
ConditionsYield
With chloro-trimethyl-silane; sodium hydrogencarbonate; triethylamine; carbon palladium In tetrahydrofuran; ethyl acetate
4-methoxy-benzoyl chloride
100-07-2

4-methoxy-benzoyl chloride

Anisamidobutyric acid
72432-14-5

Anisamidobutyric acid

aniracetam
72432-10-1

aniracetam

Conditions
ConditionsYield
With hydrogenchloride; sodium hydroxide; phosphoric acid In phosphorus pentaoxide; water; acetone; Petroleum ether; 4-amino-n-butyric acid
N-trimethylsilyl-pyrrolidin-2-one
14468-90-7

N-trimethylsilyl-pyrrolidin-2-one

4-methoxy-benzoyl chloride
100-07-2

4-methoxy-benzoyl chloride

aniracetam
72432-10-1

aniracetam

Conditions
ConditionsYield
In diethyl ether
2-pyrrolidinon
616-45-5

2-pyrrolidinon

C13H16O4
78823-41-3

C13H16O4

aniracetam
72432-10-1

aniracetam

Conditions
ConditionsYield
In dichloromethane Solvent; Reflux;31.8 g
aniracetam
72432-10-1

aniracetam

Allyl chloroformate
2937-50-0

Allyl chloroformate

allyl 1-(4-methoxybenzoyl)-2-oxopyrrolidine-3-carboxylate

allyl 1-(4-methoxybenzoyl)-2-oxopyrrolidine-3-carboxylate

Conditions
ConditionsYield
Stage #1: aniracetam With lithium hexamethyldisilazane In tetrahydrofuran at -78℃; for 0.25h; Inert atmosphere;
Stage #2: Allyl chloroformate In tetrahydrofuran at -78℃; Inert atmosphere;
99%
aniracetam
72432-10-1

aniracetam

trifluoroacetic anhydride
407-25-0

trifluoroacetic anhydride

A

(Z)-3-(1-chloro-2,2,2-trifluoroethylidene)-1-(4-methoxybenzoyl)pyrrolidin-2-one

(Z)-3-(1-chloro-2,2,2-trifluoroethylidene)-1-(4-methoxybenzoyl)pyrrolidin-2-one

B

(E)-3-(1-chloro-2,2,2-trifluoroethylidene)-1-(4-methoxybenzoyl)pyrrolidin-2-one

(E)-3-(1-chloro-2,2,2-trifluoroethylidene)-1-(4-methoxybenzoyl)pyrrolidin-2-one

Conditions
ConditionsYield
With aluminum (III) chloride In N,N-dimethyl-formamide at 60℃; for 24h; Inert atmosphere; Overall yield = 51 %; Overall yield = 169 mg; stereoselective reaction;A n/a
B n/a
aniracetam
72432-10-1

aniracetam

N-[4-(2'-tosyloxyethyloxy)benzoyl]pyrrolidin-2-one

N-[4-(2'-tosyloxyethyloxy)benzoyl]pyrrolidin-2-one

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: trimethylsilyl iodide / chloroform / 18 h / 50 °C
2: caesium carbonate / N,N-dimethyl-formamide / 16 h / 70 °C / Inert atmosphere
View Scheme
aniracetam
72432-10-1

aniracetam

N-[4-(3’-tosyloxypropyloxy)benzoyl]pyrrolidin-2-one

N-[4-(3’-tosyloxypropyloxy)benzoyl]pyrrolidin-2-one

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: trimethylsilyl iodide / chloroform / 18 h / 50 °C
2: caesium carbonate / N,N-dimethyl-formamide / 16 h / 70 °C / Inert atmosphere
View Scheme
aniracetam
72432-10-1

aniracetam

N-[4-(4’-tosyloxybutyloxy)benzoyl]pyrrolidin-2-one

N-[4-(4’-tosyloxybutyloxy)benzoyl]pyrrolidin-2-one

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: trimethylsilyl iodide / chloroform / 18 h / 50 °C
2: caesium carbonate / N,N-dimethyl-formamide / 16 h / 70 °C / Inert atmosphere
View Scheme
aniracetam
72432-10-1

aniracetam

N-[4-(2-fluoroethyloxy)benzoyl]pyrrolidin-2-one

N-[4-(2-fluoroethyloxy)benzoyl]pyrrolidin-2-one

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: trimethylsilyl iodide / chloroform / 18 h / 50 °C
2: caesium carbonate / N,N-dimethyl-formamide / 16 h / 70 °C / Inert atmosphere
View Scheme
aniracetam
72432-10-1

aniracetam

N-[4-(3-fluoropropyloxy)benzoyl]pyrrolidin-2-one

N-[4-(3-fluoropropyloxy)benzoyl]pyrrolidin-2-one

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: trimethylsilyl iodide / chloroform / 18 h / 50 °C
2: caesium carbonate / N,N-dimethyl-formamide / 16 h / 70 °C / Inert atmosphere
View Scheme
aniracetam
72432-10-1

aniracetam

N-[4-(4-fluorobutyloxy)benzoyl]pyrrolidin-2-one

N-[4-(4-fluorobutyloxy)benzoyl]pyrrolidin-2-one

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: trimethylsilyl iodide / chloroform / 18 h / 50 °C
2: caesium carbonate / N,N-dimethyl-formamide / 16 h / 70 °C / Inert atmosphere
View Scheme

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