Structure via PubChem · Public domain (PubChem)
(S)-etiracetam
Sign in to saveAlso known as e Keppra, Levitiracetam, levetiracetam, n03ax14, ucb-l059, (-)-(s)-.alpha.-ethyl-2-oxo-1-pyrrolidineacetamide, 1-pyrrolidineacetamide, .alpha.-ethyl-2-oxo-, (.alpha.s)-, ucb 22059
Levetiracetam, sold under the brand name Keppra among others, is an antiepileptic drug (medication) used to treat epilepsy. It is used for partial-onset, myoclonic, or tonic–clonic seizures, and is taken either by mouth as an immediate or extended release formulation or by injection into a vein.
Key facts
- Drug.ATC_suffix
- AX14
- Drug.ATC_prefix
- N03
- Drug.Verifiedfields
- changed
- Drug.Watchedfields
- changed
- Drug.verifiedrevid
- 419931567
- Drug.imageL
- Levetiracetam.svg
- Drug.image_classL
- skin-invert-image
- Drug.widthL
- 125
- Drug.imageR
- Levetiracetam ball-and-stick model from xtal 2020.png
- Drug.image_classR
- bg-transparent
- Drug.widthR
- 120
- Drug.tradename
- Keppra, Elepsia, Spritam, others
- Drug.MedlinePlus
- a699059
- Drug.DailyMedID
- Levetiracetam
- Drug.pregnancy_AU
- B3
- Drug.routes_of_administration
- By mouth, intravenous
- Drug.class
- Racetam anticonvulsant
- Drug.legal_AU
- S4
via Wikipedia infobox
Chemical data
- Formula
- C8H14N2O2
- Molecular weight
- 170.21 g/mol
- IUPAC name
- (2S)-2-(2-oxopyrrolidin-1-yl)butanamide
- SMILES
- CC[C@@H](C(=O)N)N1CCCC1=O
- InChIKey
- HPHUVLMMVZITSG-LURJTMIESA-N
- XLogP
- -0.3
- Polar surface area
- 63.4 Ų
- H-bond donors
- 1
- H-bond acceptors
- 2
- Formal charge
- 0
via PubChem
Research
1 papers- Separation of Etiracetam Enantiomers Using Enantiospecific Cocrystallization with 2-Chloromandelic Acid.ACS omega · 2022
via PubMed
Wikidata facts
- Subclass of
- etiracetam
- Mass
- 170.106
- Manufacturer
- Pfizer
- Has use
- medication
Show 7 more facts
- medical condition treated
- frontal lobe epilepsy
- chemical formula
- C₈H₁₄N₂O₂
- canonical SMILES
- CCC(C(=O)N)N1CCCC1=O
- Commons category
- Levetiracetam
- NCI Thesaurus ID
- C47581
- isomeric SMILES
- CC[C@H](N1CCCC1=O)C(N)=O
- stylized name
- levETIRAcetam
via Wikidata · CC0
~11 min read
Encyclopedic overview
25 sectionsContents
- Medical uses
- Focal epilepsy
- Partial-complex epilepsy
- Generalized epilepsy
- Prevention of seizures
- Other
- Special groups
- Adverse effects
- Suicide
- Kidney and liver
- Drug interactions
- Mechanism of action
- Pharmacokinetics
- Absorption
- Distribution
- Metabolism
- Excretion
- Analogues
- Society and culture
- Legal status
- Australia
- Japan
- Research
- History
- References
Levetiracetam, sold under the brand name Keppra among others, is an antiepileptic drug (medication) used to treat epilepsy. It is used for partial-onset, myoclonic, or tonic–clonic seizures, and is taken either by mouth as an immediate or extended release formulation or by injection into a vein.
Common side effects of levetiracetam include sleepiness, dizziness, feeling tired, and aggression. Severe side effects may include psychosis, suicide, and allergic reactions such as Stevens–Johnson syndrome or anaphylaxis. Levetiracetam is the S-enantiomer of etiracetam. It acts as a synaptic vesicle glycoprotein 2A (SV2A) ligand.
Excerpted from Wikipedia’s “(S)-etiracetam” article, available under the CC BY-SA 4.0 licence.