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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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Yoshimi Tsuchiya et al.
Archives of toxicology, 79(9), 500-507 (2005-07-12)
The occurrence of renal papillary necrosis (RPN), seen only in dogs after repeated oral administration of nefiracetam, a neurotransmission enhancer, at a relatively high dose, is because of inhibition of renal prostaglandin synthesis by the nefiracetam metabolite M-18. In this
Xavier Buol et al.
Pharmaceutics, 12(7) (2020-07-15)
In this work, we are the first to identify thirteen cocrystals of Nefiracetam, a poor water-soluble nootropic compound. Three of which were obtained with the biocompatible cocrystallization agents citric acid, oxalic acid, and zinc chloride. These latter have been fully
S Moriguchi et al.
Neuroscience, 160(2), 484-491 (2009-03-11)
The cholinergic and glutamatergic systems are known to be downregulated in the brain of Alzheimer's disease patients. Galantamine and nefiracetam have been shown to potentiate the phasic activity of nicotinic acetylcholine receptors (nAChRs) in the brain. Stimulation of nAChRs is
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
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
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