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N2288

Sigma-Aldrich

Nefiracetam

solid

Synonyme(s) :

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

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About This Item

Formule empirique (notation de Hill):
C14H18N2O2
Numéro CAS:
77191-36-7
Poids moléculaire :
246.30
Numéro MDL:
MFCD00209882
Code UNSPSC :
12352200
ID de substance PubChem :
329818410
Nomenclature NACRES :
NA.77

Forme

solid

Niveau de qualité

100

Couleur

white to off-white

Solubilité

DMSO: >5 mg/mL

Chaîne SMILES 

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)

Clé InChI

NGHTXZCKLWZPGK-UHFFFAOYSA-N

Actions biochimiques/physiologiques

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.

Pictogrammes

Exclamation mark
GHS07

Mention d'avertissement

Warning

Mentions de danger

H302

Classification des risques

Acute Tox. 4 Oral

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

dust mask type N95 (US), Eyeshields, Gloves

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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
Yutaka Kitano et al.
Epilepsia, 46(10), 1561-1568 (2005-09-30)
Nefiracetam (NEF) is a novel pyrrolidonetype nootropic agent, and it has been reported to possess various pharmacologic effects as well as cognition-enhancing effects. The present study focused on the effects of NEF in amygdala-kindled seizures and its potential for antiepileptic
Yutaka Kitano et al.
Brain research, 1057(1-2), 168-176 (2005-08-27)
Nefiracetam is a novel pyrrolidone-type nootropic agent, and it has been reported to possess a potential for antiepileptic therapy as well as cognition-enhancing effects. We investigated the anticonvulsant and neuroprotective effects of nefiracetam in kainic acid-induced seizures of rats, compared
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