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Merck
CN

A9950

Aniracetam

≥98%

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C12H13NO3
CAS Number:
72432-10-1
Molecular Weight:
219.24
NACRES:
NA.77
PubChem Substance ID:
24277955
UNSPSC Code:
12352200
MDL number:
MFCD00153767

Key Documents

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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

SMILES string

COc1ccc(cc1)C(=O)N2CCCC2=O

InChI key

ZXNRTKGTQJPIJK-UHFFFAOYSA-N

assay

≥98%

originator

Roche

Gene Information

human ... GRM1(2911), GRM2(2912), GRM3(2913), GRM4(2914), GRM5(2915), GRM6(2916), GRM7(2917), GRM8(2918)
rat ... Gria1(50592)

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Application

Aniracetam has been used in the inhibition screening assays for kinase enzyme.

Biochem/physiol Actions

Cognition enhancer (nootropic) that potentiates AMPA receptor mediated ion conductance and potentiates metabotropic glutamate receptor activity.
Aniracetam is a piracetam analog and has low bioavailability due to rapid excretion. It enhances the cognitive thinking and is effective for treatment of sleep and behavioral disorders. Aniracetam is prescribed for anxiety and also enhances learning and memory in situations with induced damage of the brain.

Features and Benefits

This compound was developed by Roche. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

Storage Class

11 - Combustible Solids

wgk

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
BGBB6258V
BGBB6258
123H38161
056K3797
129H1582

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Sensitive and selective liquid chromatography-tandem mass spectrometry method for the quantification of aniracetam in human plasma.
Zhang J, et al.
Journal of Chromatography. B, Biomedical Sciences and Applications, 858(1-2), 129-134 (2007)
T H Johansen et al.
Molecular pharmacology, 48(5), 946-955 (1995-11-01)
We examined the actions of cyclothiazide, aniracetam, and 1-(4-aminophenyl)-4-methyl-7,8-methylenedioxy-5H-2,3-benzodiazepine (GYKI-52466) on recombinant alpha-amino-3-hydroxy-5-methyl-4-isoxazole propionate (AMPA) and kainate receptors. Receptors expressed in Xenopus oocytes or human embryonic kidney 293 cells were characterized using voltage and patch-clamp electrophysiology. Aniracetam and cyclothiazide potentiated
Takayoshi Masuoka et al.
Psychopharmacology, 197(1), 107-114 (2007-12-11)
Pyrilamine, a selective histamine H(1) antagonist, impaired spatial memory, and decreased hippocampal theta activity during a radial maze task. We investigated the ameliorative effects of glutamatergic drugs on pyrilamine-induced spatial memory deficit and the decrease in hippocampal theta activity in
Hua Yang et al.
Journal of neurophysiology, 99(5), 2510-2521 (2008-03-28)
Several mechanisms can underlie short-term synaptic depression, including vesicle depletion, receptor desensitization, and changes in presynaptic release probability. To determine which mechanisms affect depression under physiological conditions, we studied the synapse formed by auditory nerve fibers onto bushy cells in
Nayana Wijayawardhane et al.
Neurobiology of disease, 26(3), 696-706 (2007-05-12)
Aniracetam is a nootropic compound and an allosteric modulator of AMPA receptors (AMPARs) which mediate synaptic mechanisms of learning and memory. Here we analyzed impairments in AMPAR-mediated synaptic transmission caused by moderate prenatal ethanol exposure and investigated the effects of
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