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Key Documents

A9950

Sigma-Aldrich

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:
Molecular Weight:
219.24
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77

Assay

≥98%

originator

Roche

SMILES string

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

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

InChI key

ZXNRTKGTQJPIJK-UHFFFAOYSA-N

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Application

Aniracetam has been used in the inhibition screening assays for kinase enzyme.[1]

Biochem/physiol Actions

Aniracetam is a piracetam analog and has low bioavailability due to rapid excretion.[2] It enhances the cognitive thinking and is effective for treatment of sleep and behavioral disorders.[3] Aniracetam is prescribed for anxiety and also enhances learning and memory in situations with induced damage of the brain.[4]
Cognition enhancer (nootropic) that potentiates AMPA receptor mediated ion conductance and potentiates metabotropic glutamate receptor activity.

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 Code

11 - Combustible Solids

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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
Aniracetam does not alter cognitive and affective behavior in adult C57BL/6J mice.
Elston TW, et al.
PLoS ONE, 9(8), e104443-e104443 (2014)
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
C R Lee et al.
Drugs & aging, 4(3), 257-273 (1994-03-01)
Aniracetam is a member of the nootropic class of drugs, which have possible cognition enhancing effects. It appears to positively modulate metabotropic glutamate receptors and alpha-amino-3-hydroxy-5-methyl-4-isoxazolepropionic acid (AMPA)-sensitive glutamate receptors, and may facilitate cholinergic transmission, effects which are possibly related

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