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N2288

Sigma-Aldrich

Nefiracetam

solid

Synonym(s):

(2-(2-Oxopyrrolidin-1-yl)-N-(2,6-dimethylphenyl)-acetamide), DM-9384

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About This Item

Empirical Formula (Hill Notation):
C14H18N2O2
CAS Number:
77191-36-7
Molecular Weight:
246.30
MDL number:
MFCD00209882
UNSPSC Code:
12352200
PubChem Substance ID:
329818410
NACRES:
NA.77

form

solid

color

white to off-white

solubility

DMSO: >5 mg/mL

SMILES string

Cc1cccc(C)c1NC(=O)CN2CCCC2=O

InChI

1S/C14H18N2O2/c1-10-5-3-6-11(2)14(10)15-12(17)9-16-8-4-7-13(16)18/h3,5-6H,4,7-9H2,1-2H3,(H,15,17)

InChI key

NGHTXZCKLWZPGK-UHFFFAOYSA-N

Biochem/physiol Actions

Nefiracetam (NEF) is a pyrrolidonetype nootropic agent with various pharmacologic as well as cognition enhancing effects. In amygdala-kindled seizures, nefiracetam inhibits both electroencephalographic and behavioral seizures. NEF has a distinct anticonvulsant spectrum.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302

Precautionary Statements

P264 - P270 - P301 + P312 - P501

Hazard Classifications

Acute Tox. 4 Oral

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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[Evaluation methods for the discriminative stimulus and possible mechanisms of discriminative stimulus effects of methamphetamine in the rat].
Hiroyuki Mizoguchi et al.
Nihon yakurigaku zasshi. Folia pharmacologica Japonica, 126(1), 17-23 (2005-09-06)
Robert G Robinson et al.
The Journal of neuropsychiatry and clinical neurosciences, 21(2), 144-151 (2009-07-23)
Nefiracetam is a novel pyrrolidone-type nootropic compound shown in preliminary trials to increase blood flow and improve patient outlook and energy following stroke. Of 137 stroke patients with major depression, 70 also met published diagnostic criteria for apathy (51.1%) and
Shigeki Moriguchi
Journal of pharmacological sciences, 117(1), 6-11 (2011-08-09)
In the brain of Alzheimer's disease patients, down-regulation of both cholinergic and glutamatergic systems have been found and is thought to play an important role in impairment of cognition, learning, and memory. Nefiracetam is a pyrrolidine-related nootropic drug exhibiting various
Yijin Yan et al.
Behavioural brain research, 173(1), 39-46 (2006-07-22)
Animal models of drug discrimination have been used to examine the subjective effects of addictive substances. The cAMP system is a crucial downstream signaling pathway implicated in the long-lasting neuroadaptations induced by addictive drugs. We examined effects of rolipram, nefiracetam
Robert G Robinson et al.
The Journal of neuropsychiatry and clinical neurosciences, 20(2), 178-184 (2008-05-03)
In preliminary trials, nefiracetam, a gamma aminobutyric compound, enhanced blood flow and improved mood following stroke. Within 3 months following stroke with major depression, 159 patients were enrolled in a double-blind trial of nefiracetam or placebo. Repeated measures analysis of
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