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Merck
CN

78645

Levetiracetam

analytical standard

Synonym(s):

(αS)-α-Ethyl-2-oxo-1-pyrrolidineacetamide, 2(S)-(2-Oxopyrrolidin-1-yl)butyramide

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About This Item

Empirical Formula (Hill Notation):
C8H14N2O2
CAS Number:
102767-28-2
Molecular Weight:
170.21
NACRES:
NA.24
PubChem Substance ID:
329768167
UNSPSC Code:
41116107
MDL number:
MFCD03265610

Key Documents

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InChI

1S/C8H14N2O2/c1-2-6(8(9)12)10-5-3-4-7(10)11/h6H,2-5H2,1H3,(H2,9,12)/t6-/m0/s1

SMILES string

CC[C@H](N1CCCC1=O)C(N)=O

InChI key

HPHUVLMMVZITSG-LURJTMIESA-N

grade

analytical standard

assay

≥98.0% (HPLC)

optical activity

[α]/D -90±5°, c = 1 in acetone

shelf life

limited shelf life, expiry date on the label

technique(s)

HPLC: suitable, gas chromatography (GC): suitable

application(s)

forensics and toxicology
veterinary

format

neat

Quality Level

100

Gene Information

human ... CACNA1B(774), SV2A(9900)

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General description

Levetiracetam is an orally active antiepileptic drug, having a high therapeutic index and potential antiepileptogenic and anticonvulsant effects.

Application

Levetiracetam may be used as a reference standard in the determination of levetiracetam in biological fluid samples using high-performance liquid chromatography coupled with electrospray tandem mass spectrometry (HPLC-ESI-MS/MS).
Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

Biochem/physiol Actions

Levetiracetam is a pyrrolidine with antiepileptic activity.
Levetiracetam is a pyrrolidine with antiepileptic activity. Stereoselective binding of levetiracetam was confined to synaptic plasma membranes in the central nervous system with no binding occurring in peripheral tissue. Levetiracetam inhibits burst firing without affecting normal neuronal excitability, which suggests that it may selectively prevent hyper-synchronization of epileptiform burst firing and propagation of seizure activity.

Other Notes

Find a digital Reference Material for this product available on our online platform ChemisTwin® for NMR. You can use this digital equivalent on ChemisTwin® for your sample identity confirmation and compound quantification (with digital external standard). An NMR spectrum of this substance can be viewed and an online comparison against your sample can be performed with a few mouseclicks. Learn more here and start your free trial.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
BCCG7608
BCCC8262
BCCC1565
BCCB2113
BCBX1672

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Effects of levetiracetam, a novel antiepileptic drug, on convulsant activity in two genetic rat models of epilepsy.
Gower T.A, et al.
Epilepsy Research, 22(3), 207-213 (1995)
Determination of levetiracetam in human plasma/serum/saliva by liquid chromatography-electrospray tandem mass spectrometry.
Guo T, et al.
Clinica Chimica Acta; International Journal of Clinical Chemistry, 375(1-2), 115-118 (2007)
Pharmacokinetic profile of levetiracetam: toward ideal characteristics.
Patsalos, PN
Pharmacology & Therapeutics, 85(2), 77-85 (2000)
Jingdong Chao et al.
Advances in therapy, 32(3), 270-283 (2015-03-17)
The purpose of the present study was to investigate the traceability of adverse events (AEs) for branded and generic drugs with identical nonproprietary names and to consider potential implications for the traceability of AEs for branded and biosimilar biologics. Adverse
Krzysztof Sendrowski et al.
Pharmacological reports : PR, 67(2), 326-331 (2015-02-26)
Alzheimer's disease (AD) is a common neurodegenerative disorder, in which progressive neuron loss, mainly in the hippocampus, is observed. The critical events in the pathogenesis of AD are associated with accumulation of β-amyloid (Aβ) peptides in the brain. Deposits of
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