Aniracetam

Product Name: Aniracetam
CAS No.: 72432-10-1
Chemical Name: Aniracetam
Synonyms: AMpaMet;sarpul;anixiku;draganon;Ro 13-3057;RO 13-5057;ANIRACETAM;Tegumetine;Anitracetam;Ro-13-5057/001
CBNumber: CB6185499
Molecular Formula: C12H13NO3
Formula Weight: 219.24
MOL File: 72432-10-1.mol

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Aniracetam Property

Melting point:: 121-122?C
Boiling point:: 399.7±34.0 °C(Predicted)
Density: 1.236±0.06 g/cm3(Predicted)
storage temp.: Sealed in dry,Room Temperature
solubility: Chloroform (Slightly), Methanol (Slightly)
form: Solid
pka: -1.74±0.20(Predicted)
color: White
Water Solubility: Soluble in chloroform. Also soluble in ethanol. Insoluble in water
Merck: 14,662
InChI: InChI=1S/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
InChIKey: ZXNRTKGTQJPIJK-UHFFFAOYSA-N
SMILES: N1(C(=O)C2=CC=C(OC)C=C2)CCCC1=O
CAS DataBase Reference: 72432-10-1(CAS DataBase Reference)

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Safety

WGK Germany: 2
RTECS: UY5781900
HS Code: 2933.79.1500
Toxicity: LD50 in rats, mice (mg/kg): ~4500, >5000 orally (Cumin)

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H303May be harmfulif swallowed

Precautionary statements

P270Do not eat, drink or smoke when using this product.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P403Store in a well-ventilated place.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: 5.04913
Product name: Aniracetam - CAS 72432-10-1 - Calbiochem
Packaging: 50MG
Price: $142
Updated: 2024/03/01

TCI Chemical

Product number: A2394
Product name: Aniracetam
Purity: >98.0%(GC)
Packaging: 1g
Price: $72
Updated: 2024/03/01

TCI Chemical

Product number: A2394
Product name: Aniracetam
Purity: >98.0%(GC)
Packaging: 5g
Price: $241
Updated: 2024/03/01

Alfa Aesar

Product number: J61661
Product name: Aniracetam
Packaging: 1g
Price: $94.65
Updated: 2024/03/01

Cayman Chemical

Product number: 17752
Product name: Aniracetam
Purity: ≥98%
Packaging: 10mg
Price: $44
Updated: 2024/03/01

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Aniracetam Chemical Properties,Usage,Production

Description

Aniracetam, also known as N-anisoyl-2-pyrrolidinone, together with piracetam and nefiracetam, belong to the same class of piracetam metabolized drugs of brain cells. It is a non-NMDA receptor agent useful for the treatment of cognitive impairment. 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. It is well tolerated and efficacious in improving velocity and accuracy of the saccades, complex reaction time, and other aspects of performance.

Chemical Properties

Aniracetam is a white or colorless solid. It has a molecular structure that consists of an organic compound with a methoxy group attached to one side of a benzene ring, and a carboxylic acid group attached to the other side. It forms crystals when dissolved in ethanol, and has a melting point of 121-122°C. Exhibits acute toxicity in rats and mice, with LD50 values of approximately 4500mg/kg and >5000mg/kg when administered orally.

Originator

Roche (Switzerland)

Uses

Aniracetam is AMPA receptor potentiator with Cognition enhancer related to Piracetam. It is used as a nootropic drug to ameliorate memory and attention disturbances accompanying cerebrovascular diseases and degenerative brain disorders. Compound with anti-depressive properties used as a mental performance enhancer. Slows the rate of ion-channel closing.

Definition

ChEBI: Aniracetam is a member of pyrrolidin-2-ones and a N-acylpyrrolidine with anti-depressive properties used as a mental performance enhancer.

Preparation

Aniracetam is prepared by condensing 2-pyrrolidone with 4-methoxybenzoyl chloride. The drug was first made in the 1970s by Hoffmann-La Roche. This piracetam-related cognition enhancer reduces glutamate receptor desensitization.

Manufacturing Process

40.0 g of p-methoxybenzoyl chloride, 25.0 g of 2-pyrrolidinone and 110 ml of absolute diethyl ether are treated at between 0°C and 10°C while stirring with 52.5 ml of triethylamine. The mixture is stirred at room temperature for a further 30 minutes and at reflux for 3 hours, then cooled down and treated at 2°C with cold water. The insoluble constituents are filtered off under suction and washed with water and diethyl ether. The thus obtained solid substance is recrystallized from alcohol after drying over phosphorus pentoxide. There is obtained 1-(p-methoxybenzoyl)-2-pyrrolidinone which melts at 121°-122°C.

brand name

Draganon (Roche, Switzerland), Sarpul (Toyama, Japan), Ampamet(Menarini Group, Italy).

Therapeutic Function

Nootropic

benefits

Aniracetam[72432-10-1] is in the racetam-family of nootropic compounds. It is a fat-soluble ampakine nootropic. Aniracetam primarily acts as both a stimulant and a mental enhancer. It’s said to help make you more awake and alert. This is similar to caffeine. It may also help improve your memory and concentration.
Aniracetam modulates AMPA receptors which are involved in how glutamate is used in your brain. More of the neurotransmitter glutamate is available. Which means better neural signaling across synapses. Your brain is working optimally despite stress, fatigue and anxiety.

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.

Pharmacology

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.
The above information is edited by the Chemicalbook of Dai Xiongfeng.

storage

Room temperature

Purification Methods

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

References

[1] C R LEE P B. Aniracetam. An overview of its pharmacodynamic and pharmacokinetic properties, and a review of its therapeutic potential in senile cognitive disorders.[J]. Drugs & Aging, 1994, 4 3: 257-273. DOI:10.2165/00002512-199404030-00007.
[2] U SENIN. Aniracetam (Ro 13-5057) in the treatment of senile dementia of Alzheimer type (SDAT): results of a placebo controlled multicentre clinical study.[J]. European Neuropsychopharmacology, 1991, 1 4: 511-517. DOI:10.1016/0924-977x(91)90004-e.
[3] Y MIZUKI. Effects of aniracetam, a nootropic drug, in senile dementia–a preliminary report.[J]. Kurume Medical Journal, 1984, 31 2: 135-143. DOI:10.2739/kurumemedj.31.135.
[4] R CUMIN. Effects of the novel compound aniracetam (Ro 13-5057) upon impaired learning and memory in rodents.[J]. Psychopharmacology, 1982, 78 2: 104-111. DOI:10.1007/BF00432244.

Aniracetam Preparation Products And Raw materials

Raw materials

Three B 4-Aminobutyric acid Chlorotrimethylsilane 2-Pyrrolidinone 1,4-Dioxane 4-Methoxybenzoic acid 4-Methoxybenzoyl chloride Thionyl chloride 4-Dimethylaminopyridine

Preparation Products

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View Lastest Price from Aniracetam manufacturers

Dorne Chemical Technology co. LTD

Product: Aniracetam 72432-10-1
Price: US $1.00/g
Min. Order: 1g
Purity: 99%
Supply Ability: 100kg
Release date: 2024-06-01

Jinan Jianfeng Chemical Co., Ltd

Product: Aniracetam 72432-10-1
Price: US $0.00-0.00/kg
Min. Order: 1kg
Purity: 99%min
Supply Ability: 20ton
Release date: 2024-12-18

Shandong Huizhihan Supply Chain Co., Ltd

Product: Aniracetam 72432-10-1
Price: US $0.00-0.00/kg
Min. Order: 1kg
Purity: 99.99%
Supply Ability: 2000
Release date: 2024-12-11

72432-10-1, AniracetamRelated Search:

Gabapentin Pramiracetam Oxiracetam Nefiracetam Piracetam N-Vinyl-2-pyrrolidone Aniracetam 2-Pyrrolidinone Polyvinylpyrrolidone Povidone iodine N-Methyl-2-pyrrolidone METHYL-2-PYRROLIDONE Benzene (S)-3-Hydroxy-1-(3-hydroxy-4-methoxybenzoyl)-2-pyrrolidinone Ethyl 1-(4-methoxybenzoyl)-2-oxo-4-phenyl-3-pyrrolidinecarboxylate 1-(3-Hydroxy-4-methoxybenzoyl)-2-pyrrolidinone 4-(4-Chlorophenyl)-1-(4-methoxybenzoyl)-2-pyrrolidinone TOSLAB 12738

1-(4-methoxybenzoyl)-2-pyrrolidinon

1-(p-methoxybenzoyl)-2-pyrrolidinon

1-p-anisoyl-2-pyrrolidinone

AMpaMet

Ro 13-3057

Aniracetam, >=99%

Aniracetam Aniracetam

anixiku

AniracetaAniracetamm

draganon

sarpul

1-(4-METHOXYBENZOYL)-2-PYRROLIDINONE

RO 13-5057

2-PYRROLIDINONE,1-(4-METHOXYBENZOYL)

1-(4-Methoxybenzoyl)-2-pyrrolidinone, Ro 13-5057

1-(4-methoxybenzoyl)-2-pyrrolidone

1-(4-methoxyphenyl)carbonylpyrrolidin-2-one

ANIRACETAM

1-(4-Methoxybenzoyl)pyrrolidin-2-one

Ro-13-5057/001

Anitracetam

Tegumetine

Aniracetam/Sarpul

Aniracetam/C12H13NO3

Aniracetam &gt

Aniracetam USP/EP/BP

CAS: 72432-10-1 Aniracetam Top Quality with Factory Price

2-Pyridinecarbonitrile,11-hydroxy-

Aniracetam (Ro 13-5057)

Aniracetam, ≥ 98.0%

Aniracetam, AMPA receptor poteniator

Aniracetam, 10 mM in DMSO

72432-10-1

Aromatics

Heterocycles

Intermediates & Fine Chemicals

Pharmaceuticals

Glutamate

pharmaceutical intermediate

Smart drug

Nootropic

API

72432-10-1