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L8668

Sigma-Aldrich

Levetiracetam

≥98% (HPLC), powder, antiepileptic

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
MDL number:
MFCD03265610
UNSPSC Code:
12352200
PubChem Substance ID:
329817665
NACRES:
NA.77

product name

Levetiracetam, ≥98% (HPLC)

Assay

≥98% (HPLC)

form

powder

color

white

solubility

H2O: >5 mg/mL

originator

UCB Inc.

SMILES string

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

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

InChI key

HPHUVLMMVZITSG-LURJTMIESA-N

Gene Information

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

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General description

Levetiracetam is a member of the pyrrolidone family, which is a second-generation anti-epileptic drug (AED). It acts as a neuroprotective and hyperalgesic drug. Levetiracetam is implicated in cholinergic neurotransmission.

Application

Levetiracetam has been used as an anti-epileptic drug to study its effects on glucose-mediated death.

Biochem/physiol Actions

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.

Features and Benefits

This compound was developed by UCB Inc.. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

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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Shaikhah Alshuaib et al.
Synapse (New York, N.Y.), 74(8), e22154-e22154 (2020-03-20)
Levetiracetam (LEV) is a widely prescribed antiepileptic drug, but its actions on neuronal function are not fully characterized. Since this drug is believed to enter neurons by binding to a vesicular protein during endocytosis, we used motor axons of the
Levetiracetam as an antiepileptic, neuroprotective, and hyperalgesic drug
Cortes-Altamirano JL, et al.
Neurology India, 64(6), 1266-1266 (2016)
Opposing effects of fasting metabolism on tissue tolerance in bacterial and viral inflammation
Wang A, et al.
Cell, 166(6), 1512-1525 (2016)
Hai-Dun Yan et al.
Brain research bulletin, 90, 142-148 (2012-10-31)
Levetiracetam (LEV) is a widely used antiepileptic agent for partial refractory epilepsy in humans. LEV has unique antiepileptic effects in that it does not inhibit electroshock- or pentylenetetrazol-induced convulsion, but does inhibit seizures in kindling animal and spontaneously epileptic rat
Radica M Stepanović-Petrović et al.
Anesthesia and analgesia, 115(6), 1457-1466 (2012-11-13)
We have recently shown that levetiracetam, administered systemically, exerts an antihyperalgesic effect in a rat inflammatory pain model. In this study, we examined whether levetiracetam has local peripheral antihyperalgesic/anti-edematous effects in the same model of localized inflammation and whether opioidergic
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