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Y0001253

Levetiracetam

Name: Levetiracetam
Brand: SIAL

European Pharmacopoeia (EP) Reference Standard

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Synonym(s):

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

Empirical Formula (Hill Notation):

C₈H₁₄N₂O₂

CAS Number:

102767-28-2

Molecular Weight:

170.21

MDL number:

MFCD03265610

PubChem Substance ID:

329831325

NACRES:

NA.24

grade

pharmaceutical primary standard

API family

levetiracetam

manufacturer/tradename

EDQM

application(s)

pharmaceutical (small molecule)

format

neat

storage temp.

2-8°C

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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Analytical Reference Standards

Sigma-Aldrich

General description

This product is provided as delivered and specified by the issuing Pharmacopoeia. All information provided in support of this product, including SDS and any product information leaflets have been developed and issued under the Authority of the Issuing Pharmacopoeia. For further information and support please go to the website of the issuing Pharmacopoeia.

Application

Levetiracetam EP Reference standard, intended for use in laboratory tests only as specifically prescribed in the European Pharmacopoeia.

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.

Packaging

The product is delivered as supplied by the issuing Pharmacopoeia. For the current unit quantity, please visit the EDQM reference substance catalogue.

Other Notes

Sales restrictions may apply.

related product

Product No.

Description

Pricing

Signal Word

Warning

Hazard Statements

H302 - H319

Precautionary Statements

P301 + P312 + P330 - P305 + P351 + P338

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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The local peripheral antihyperalgesic effect of levetiracetam and its mechanism of action in an inflammatory pain model.

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

Inhibitory effects of levetiracetam on the high-voltage-activated L-type Ca²⁺ channels in hippocampal CA3 neurons of spontaneously epileptic rat (SER).

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

Levetiracetam versus carbamazepine in patients with late poststroke seizures: a multicenter prospective randomized open-label study (EpIC Project).

D Consoli et al.

Cerebrovascular diseases (Basel, Switzerland), 34(4), 282-289 (2012-11-07)

Strokes are the leading cause of epileptic seizures in adults and account for 50% of seizures in those over the age of 65 years. The use of antiepileptic drugs to prevent recurrent poststroke seizures is recommended. One hundred and twenty-eight

Levetiracetam improves verbal memory in high-grade glioma patients.

Marjolein de Groot et al.

Neuro-oncology, 15(2), 216-223 (2012-12-13)

Treatment of high-grade glioma (HGG) patients with anti-epileptic drugs (AEDs) has met with various side effects, such as cognitive deterioration. The cognitive effects of both older and newer AEDs in HGG patients are largely unknown. The aim of this study

Levetiracetam as alternative stage two antiepileptic drug in status epilepticus: a systematic review.

Johan Zelano et al.

Seizure, 21(4), 233-236 (2012-02-11)

The role of new antiepileptic drugs (AED) in the treatment of status epilepticus (SE) is of interest, especially in benzodiazepine-resistant status epilepticus where phenytoin is deemed inappropriate due to allergy or comorbidity. Levetiracetam (LEV) is a new AED with few

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