Nefiracetam Chemical Properties

Melting point:

151-155°C

Boiling point:

458.5±33.0 °C(Predicted)

Density 

1.187±0.06 g/cm3(Predicted)

storage temp. 

Sealed in dry,Room Temperature

solubility 

DMSO: >5mg/mL

pka

13.77±0.70(Predicted)

form 

solid

color 

white to off-white

Merck 

14,6439

InChI

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)

InChIKey

NGHTXZCKLWZPGK-UHFFFAOYSA-N

SMILES

N1(CC(NC2=C(C)C=CC=C2C)=O)CCCC1=O

CAS DataBase Reference

77191-36-7(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xn

Risk Statements 

22

WGK Germany 

3

RTECS 

UX9655650

HS Code 

2933.79.1500

Toxicity

LD50 in mice (mg/kg): 421 i.v.; 1766 orally (Betzing, 1982)

MSDS

• Language:English Provider:N-(2,6-Dimethylphenyl)-2-oxo-1-pyrrolidineacetamide

Nefiracetam Usage And Synthesis

Uses

analgesic, antiinflammatory

Uses

Nefiracetam improves post-ischemia evoke-nonconvulsive seizure by altering pro-inflammatory cytokines.

Definition

ChEBI: Nefiracetam is an organooxygen compound and an organonitrogen compound. It is functionally related to an alpha-amino acid.

Biological Activity

Cognitive enhancer that displays various pharmacological effects. Activates L/N-type calcium channels, cholinergic, monoaminergic and GABAergic systems. Displays potent neuroprotective action in the retinal ischemia-reperfusion model in vivo .

Mechanism of action

The mechanisms of nefiracetam seem to be linked back to two pathways. One of these pathways prolongs the opening of calcium channels (tied into PKA and a Gi/o protein), which enhances the signalling of a receptor independent of the synapse. The other pathway seems to be tied into PKC and CAMKII, which then augments signalling through cholinergic receptors (which then releases most excitatory neurotransmitters from the presynaptic level, like nicotine). The former pathway (calcium channels) appears critical for long-term potentiation, whereas the latter pathway (PKC/CAMKII) appears vital for neuronal signal enhancement. Some other minor pathways include being a partial agonist at the glycine binding site of the NDMA receptor (may enhance signalling when there are subpar levels of glycine but attenuates excessive signalling) and increasing affinity of the muscarinic acetylcholine receptors for its ligand, acetylcholine.

storage

Store at RT

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