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Details

Stereochemistry ABSOLUTE
Molecular Formula C8H14N2O2
Molecular Weight 170.209
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ETIRACETAM, (R)-

SMILES

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

InChI

InChIKey=HPHUVLMMVZITSG-ZCFIWIBFSA-N
InChI=1S/C8H14N2O2/c1-2-6(8(9)12)10-5-3-4-7(10)11/h6H,2-5H2,1H3,(H2,9,12)/t6-/m1/s1

HIDE SMILES / InChI

Molecular Formula C8H14N2O2
Molecular Weight 170.209
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 1 / 1
E/Z Centers 0
Optical Activity UNSPECIFIED

Approval Year

PubMed

PubMed

TitleDatePubMed
New migraine preventive options: an update with pathophysiological considerations.
2003-03-04
Electrophysiological, neurochemical and regional effects of levetiracetam in the rat pilocarpine model of temporal lobe epilepsy.
2003-03
Effects of lamotrigine and levetiracetam on seizure development in a rat amygdala kindling model.
2003-02
Evidence for sustained efficacy of levetiracetam as add-on epilepsy therapy.
2003-02
Effects of antiepileptic comedication on levetiracetam pharmacokinetics: a pooled analysis of data from randomized adjunctive therapy trials.
2003-02
Levetiracetam efficacy in refractory partial-onset seizures, especially after failed epilepsy surgery.
2003-02
Levetiracetam, a new antiepileptic agent: lack of in vitro and in vivo pharmacokinetic interaction with valproic acid.
2003-02
Correlation of levetiracetam concentrations between serum and saliva.
2003-02
Neuroprotective effects of anticonvulsants in rat hippocampal slice cultures exposed to oxygen/glucose deprivation.
2003-01-02
Successful treatment of pharmacoresistent continuous spike wave activity during slow sleep with levetiracetam.
2003-01
A paradoxical effect of levetiracetam may be seen in both children and adults with refractory epilepsy.
2003-01
Relevance of new and newly rediscovered anticonvulsants for atypical forms of bipolar disorder.
2002-12
Effect of levetiracetam on rapid motor learning in humans.
2002-12
Levetiracetam may be more effective for late-onset partial epilepsy.
2002-12
Effect of levetiracetam on epileptiform discharges in human neocortical slices.
2002-12
New antiepileptic drug therapies.
2002-11
Improvement of a patient with stuttering on levetiracetam.
2002-10-22
Amelioration of spinal myoclonus with levetiracetam.
2002-10
Antiepileptic drug use during the first 12 months of vagus nerve stimulation therapy: a registry study.
2002-09-24
[Effectiveness and tolerability of the new antiepileptic drugs: the position of levetiracetam].
2002-09-18
Use of anticonvulsants for treatment of neuropathic pain.
2002-09-10
[Characteristics and indications of levetiracetam].
2002-09
Progress report on new antiepileptic drugs: a summary of the Sixth Eilat Conference (EILAT VI).
2002-09
The effects of levetiracetam on objective and subjective sleep parameters in healthy volunteers and patients with partial epilepsy.
2002-09
Levetiracetam in autistic children: an open-label study.
2002-08
Aggravation of partial seizures by antiepileptic drugs: is there evidence from clinical trials?
2002-07-09
Levetiracetam does not alter the pharmacokinetics of an oral contraceptive in healthy women.
2002-07
The anti-epileptic drug levetiracetam reverses the inhibition by negative allosteric modulators of neuronal GABA- and glycine-gated currents.
2002-07
[Levetiracetam: an anti-epileptic drug with interesting pharmacokinetic properties].
2002-06-29
Levetiracetam in refractory pediatric epilepsy.
2002-06
Gateways to Clinical Trials. June 2002.
2002-06
[Levetiracetam: a molecule with a novel mechanism of action in the pharmaceutical treatment of epilepsy].
2002-05-20
Levetiracetam in the treatment of paroxysmal kinesiogenic choreoathetosis.
2002-05
Efficacy and safety of levetiracetam in children with partial seizures: an open-label trial.
2002-05
The 'number needed to treat' with levetiracetam (LEV): comparison with the other new antiepileptic drugs (AEDs).
2002-04
Levetiracetam--a new drug for epilepsy.
2002-04
Effects of the novel antiepileptic drug levetiracetam on spontaneous recurrent seizures in the rat pilocarpine model of temporal lobe epilepsy.
2002-04
The new antiepileptic drug levetiracetam normalises chlordiazepoxide withdrawal-induced anxiety in mice.
2002-03-29
Some common issues in the use of antiepileptic drugs.
2002-03
Suppression of cortical myoclonus by levetiracetam.
2002-03
A comparison of the efficacy of carbamazepine and the novel anti-epileptic drug levetiracetam in the tetanus toxin model of focal complex partial epilepsy.
2002-03
Carbamazepine toxicity during combination therapy with levetiracetam: a pharmacodynamic interaction.
2002-02
Pediatric partial and generalized seizures.
2002-01
Using the new antiepilepsy drugs in children.
2002-01
Rat models of genetic absence epilepsy: what do EEG spike-wave discharges tell us about drug effects?
2002
A case of levetiracetam (Keppra) poisoning with clinical and toxicokinetic data.
2002
Pharmacokinetics of mood stabilizers and new anticonvulsants.
2002
New and emerging prophylactic agents for migraine.
2002
Treatment of epilepsy in women of reproductive age: pharmacokinetic considerations.
2002
Interactions between antiepileptic drugs and hormonal contraception.
2002
Patents
Substance Class Chemical
Created
by admin
on Mon Mar 31 20:39:44 GMT 2025
Edited
by admin
on Mon Mar 31 20:39:44 GMT 2025
Record UNII
73HC18Y1LW
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
UCB-L-060
Preferred Name English
ETIRACETAM, (R)-
Common Name English
LEVETIRACETAM IMPURITY D [EP IMPURITY]
Common Name English
1-PYRROLIDINEACETAMIDE, .ALPHA.-ETHYL-2-OXO-, (R)-
Systematic Name English
(2R)-2-(2-OXO-PYRROLIDIN-1-YL)BUTANAMIDE
Systematic Name English
(2R)-2-(2-OXOPYRROLIDIN-1-YL)BUTANAMIDE
Systematic Name English
(.ALPHA.R)-.ALPHA.-ETHYL-2-OXO-1-PYRROLIDINEACETAMIDE
Common Name English
1-PYRROLIDINEACETAMIDE, .ALPHA.-ETHYL-2-OXO-, (.ALPHA.R)-
Systematic Name English
Code System Code Type Description
CAS
103765-01-1
Created by admin on Mon Mar 31 20:39:44 GMT 2025 , Edited by admin on Mon Mar 31 20:39:44 GMT 2025
PRIMARY
EPA CompTox
DTXSID10146044
Created by admin on Mon Mar 31 20:39:44 GMT 2025 , Edited by admin on Mon Mar 31 20:39:44 GMT 2025
PRIMARY
FDA UNII
73HC18Y1LW
Created by admin on Mon Mar 31 20:39:44 GMT 2025 , Edited by admin on Mon Mar 31 20:39:44 GMT 2025
PRIMARY
PUBCHEM
441341
Created by admin on Mon Mar 31 20:39:44 GMT 2025 , Edited by admin on Mon Mar 31 20:39:44 GMT 2025
PRIMARY
Related Record Type Details
RACEMATE -> ENANTIOMER
Related Record Type Details
PARENT -> IMPURITY