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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.

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Aniracetam Suppliers

Shanghai Norky Pharmaceutical Co., Ltd.
Tel
021-021-61075308 15216782696
Fax
021-61075308
Email
sales@norkysh.com
Country
China
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SHANGHAI HOHANCE CHEMICAL CO.,LTD
Tel
021-31115312 18217084087
Fax
86 021 31115317
Email
mary@hohance.com
Country
China
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Wuhan Yida Pharmaceutical Co., Ltd
Tel
+86-13401188533 +86-13476102740
Email
3451936732@qq.com
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China
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Hubei Peizi Pharmaceutical Technology Co., Ltd.
Tel
17720472265
Fax
QQ:2195228001
Email
2195228001@qq.com
Country
China
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483
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J & K SCIENTIFIC LTD.
Tel
010-82848833 400-666-7788
Fax
86-10-82849933
Email
jkinfo@jkchemical.com
Country
China
ProdList
96815
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Meryer (Shanghai) Chemical Technology Co., Ltd.
Tel
021-61259108 18621169109
Fax
86-21-61259102
Email
market03@meryer.com
Country
China
ProdList
40228
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3B Pharmachem (Wuhan) International Co.,Ltd.
Tel
821-50328103-801 18930552037
Fax
86-21-50328109
Email
3bsc@sina.com
Country
China
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TCI (Shanghai) Development Co., Ltd.
Tel
021-67121386
Fax
021-67121385
Email
Sales-CN@TCIchemicals.com
Country
China
ProdList
24529
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Beijing HwrkChemical Technology Co., Ltd
Tel
010-89508211 18501085097
Fax
010-89508210
Email
sales.bj@hwrkchemical.com
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China
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Ascent Scientific
Tel
4401179829988
Fax
4402030 700 369
Email
customerservice@ascentscientific.co.uk
Country
United Kingdom
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279
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View Lastest Price from Aniracetam manufacturers

WUHAN FORTUNA CHEMICAL CO., LTD
Product
Aniracetam 72432-10-1
Price
US $0.00/KG
Min. Order
1KG
Purity
98%min
Supply Ability
30tons/month
Release date
2023-01-29
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
HEBEI SHENGSUAN CHEMICAL INDUSTRY CO.,LTD
Product
Aniracetam 72432-10-1
Price
US $1000.00-400.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
5000
Release date
2024-08-12

72432-10-1, AniracetamRelated Search:


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