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P5295

Sigma-Aldrich

Piracetam

Synonym(s):

2-(2-Oxopyrrolidino)acetamide, 2-Oxo-1-pyrrolidineacetamide

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About This Item

Empirical Formula (Hill Notation):
C6H10N2O2
CAS Number:
7491-74-9
Molecular Weight:
142.16
EC Number:
231-312-7
MDL number:
MFCD00079246
UNSPSC Code:
41116107
PubChem Substance ID:
24278639
NACRES:
NA.77

form

powder

Quality Level

200

SMILES string

NC(=O)CN1CCCC1=O

InChI

1S/C6H10N2O2/c7-5(9)4-8-3-1-2-6(8)10/h1-4H2,(H2,7,9)

InChI key

GMZVRMREEHBGGF-UHFFFAOYSA-N

Gene Information

human ... GRIA1(2890) , GRIA2(2891) , GRIA3(2892) , GRIA4(2893)
rat ... Gria1(50592)

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Application

Piracetam has been used to study crystal structure and physicochemical properties of six co-crystals of piracetam. It has also been used to study its in vitro antioxidant properties.

Biochem/physiol Actions

Piracetam (2-oxo-1-pyrrolidinyl-acetamide) is a nootropic drug, which enhances memory and facilitates learning. Piracetam also acts as a vasodilator and improves blood flow. It has a potential to treat cognitive impairment in aging, brain injury, memory and balance problems. In addition, piracetam is also used to treat peripheral vascular disease.

Storage Class Code

11 - Combustible Solids

WGK

WGK 2

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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Piracetam co-crystals with OH-group functionalized carboxylic acids
Viertelhaus M, et al.
Crystal Growth & Design, 9(5), 2220-2228 (2009)
A H Gouliaev et al.
Brain research. Brain research reviews, 19(2), 180-222 (1994-05-01)
Nearly three decades have now passed since the discovery of the piracetam-like nootropics, compounds which exhibit cognition-enhancing properties, but for which no commonly accepted mechanism of action has been established. This review covers clinical, pharmacokinetic, biochemical and behavioural results presented
Measurement and correlation for the solubilities of cinnarizine, pentoxifylline, and piracetam in supercritical carbon dioxide
Lee, C, et al.
Fluid Phase Equilibria, 367(1), 182-187 (2014)
Piracetam and vinpocetine ameliorate rotenone-induced Parkinsonism in rats
Zaitone SA, et al.
International Journal of Pharmaceutics, 44(6), 774-774 (2012)
Rute A P Costa et al.
European journal of pharmacology, 701(1-3), 82-86 (2013-01-22)
Mitochondrial oxidative stress followed by membrane permeability transition (MPT) has been considered as a possible mechanism for statins cytotoxicity. Statins use has been associated with reduced risk of cancer incidence, especially prostate cancer. Here we investigated the pathways leading to
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