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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

Quality Level

100

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
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
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
Shigeki Moriguchi et al.
Journal of neurochemistry, 106(3), 1092-1103 (2008-05-01)
Nefiracetam is a pyrrolidine-related nootropic drug exhibiting various pharmacological actions such as cognitive-enhancing effect. We previously showed that nefiracetam potentiates NMDA-induced currents in cultured rat cortical neurons. To address questions whether nefiracetam affects NMDA receptor-dependent synaptic plasticity in the hippocampus
Yoshimi Tsuchiya et al.
Toxicologic pathology, 33(5), 561-569 (2005-08-18)
To ascertain the early pathophysiological features in canine renal papillary necrosis (RPN) caused by the neurotransmission enhancer nefiracetam, male beagle dogs were orally administered nefiracetam at 300 mg/kg/day for 4 to 7 weeks in comparison with ibuprofen, a non-steroidal anti-inflammatory
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