Aniracetam

HCID 2196CAS 72432-10-1
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Grundinformationen

Standard-SMILES
COc1ccc(C(=O)N2CCCC2=O)cc1
InChIKey
ZXNRTKGTQJPIJK-UHFFFAOYSA-N
Summenformel
C12H13NO3
Durchschnittliche Molmasse
219,24 g/mol
Monoisotopische Masse
219,08954328

Überblick

Aniracetam is a N-acylpyrrolidine and a member of pyrrolidin-2-ones.

Namen und Bezeichner

Bevorzugter Name
Aniracetam
IUPAC
1-(4-methoxybenzoyl)pyrrolidin-2-one
Englischer Name
Aniracetam
Summenformel
C12H13NO3
Molmasse
219.24

Namen und Synonyme

aniracetam72432-10-1DraganonSarpul1-(4-Methoxybenzoyl)-2-pyrrolidinoneRo 13-50571-p-Anisoyl-2-pyrrolidinoneRo-13-50571-anisoyl-2-pyrrolidinone1-p-anisoylpyrrolidin-2-oneDTXSID5045128NSC-758223
Weitere Namen anzeigen
AMpaMetanixikuAnisitanRo 13-3057TegumetineAnitracetam
5L16LKN964Ro-135057DTXCID3025128CHEBI:479431-[(4-methoxyphenyl)carbonyl]pyrrolidin-2-one1-((4-methoxyphenyl)carbonyl)pyrrolidin-2-oneaniracetamumRefChem:558129

Datenbank-Bezeichner

CAS
72432-10-1
PubChem CID
2196
DTXSID
DTXSID5045128
ChEMBL
CHEMBL36994
ChEBI
CHEBI:47943
UNII
5L16LKN964
EC Number
615-758-3
Nikkaji
J18.602C

Eigenschaften

Berechnete Struktureigenschaften

XLogP
1,6
Polarare Oberfläche (TPSA)
46,6 Ų
H-Brücken-Donoren
0
H-Brücken-Akzeptoren
3
Frei drehbare Bindungen
2
Schwere Atome
16

Experimentelle und physikochemische Eigenschaften

Drugs · 2 Einträge

Pharmaceuticals -> Synthetic Cannabinoids or Psychoactive Compounds

Pharmaceuticals -> Listed in ZINC15

LogP0.93
Endocrine DisruptorsPotential endocrine disrupting compound
Collision Cross Section · 2 Einträge

145.49 Ų [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]

146.6 Ų [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]

Physikochemische Eigenschaften

Schmelzpunkt
121 · 121-122C
Siedepunkt
399.7 · 399.7±34.0 °C(Predicted)
Dichte
1.236 · 1.236±0.06 g/cm3(Predicted)
storage temp.
Sealed in dry,Room Temperature
Löslichkeit
Chloroform (Slightly), Methanol (Slightly)
pka
-1.74 · -1.74±0.20(Predicted)

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 5 Einträge

This chemical does not meet GHS hazard criteria for 33.3% (1 of 3) of reports.

Warning

H361 (66.7%): Suspected of damaging fertility or the unborn child [Warning Reproductive toxicity]

P203, P280, P318, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 3 reports by companies from 2 notifications to the ECHA C&L Inventory.

Gefahrenhinweise

Hazard Classes and CategoriesRepr. 2 (66.7%)

Sicherheitsdaten

wgk
2
hs_code
2933.79.1500
RTECS-Nr.
UY5781900
Toxizität
LD50 in rats, mice (mg/kg): ~4500, >5000 orally (Cumin)

Chemie und Industrie

Pharmakologische Informationen

ATC Code · 2 Einträge

N - Nervous system

QN - Nervous system

PharmacodynamicsAniracetam possesses a wide range of anxiolytic properties, which may be mediated by an interaction between cholinergic, dopaminergic and serotonergic systems.
Biological Half-Life1-2.5 hours
MeSH Pharmacological Classification · 2 Einträge

Mood-stimulating drugs used primarily in the treatment of affective disorders and related conditions. Several MONOAMINE OXIDASE INHIBITORS are useful as antidepressants apparently as a long-term consequence of their modulation of catecholamine levels. The tricyclic compounds useful as antidepressive agents (ANTIDEPRESSIVE AGENTS, TRICYCLIC) also appear to act through brain catecholamine systems. A third group (ANTIDEPRESSIVE AGENTS, SECOND-GENERATION) is a diverse group of drugs including some that act specifically on serotonergic systems.

Drugs used to specifically facilitate learning or memory, particularly to prevent the cognitive deficits associated with dementias. These drugs act by a variety of mechanisms.

Anwendungen · 2 Einträge

BeschreibungAniracetam, 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.

VerwendenAniracetam 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.

Darstellung

synthetischeAniracetam 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.

Vor- und nachgelagerte Produkte

Anbieter50 Anbieter

北京华美互利生物化工010-56205725 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
山东科立康药业有限公司053-88113608 17854192669
合肥翰刚医药科技有限公司+8618062405514 · [email protected]

Ergänzende Hinweise

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

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