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seletracetam
Sign in to saveSeletracetam (UCB 44212) is a pyrrolidone-derived drug of the racetam family that is structurally related to levetiracetam (trade name Keppra). It was under development by UCB Pharmaceuticals as a more potent and effective anticonvulsant drug to replace levetiracetam but its development has been halted.
Chemical data
- Formula
- C10H14F2N2O2
- Molecular weight
- 232.23 g/mol
- IUPAC name
- (2S)-2-[(4R)-4-(2,2-difluoroethenyl)-2-oxopyrrolidin-1-yl]butanamide
- SMILES
- CC[C@@H](C(=O)N)N1C[C@H](CC1=O)C=C(F)F
- InChIKey
- ANWPENAPCIFDSZ-BQBZGAKWSA-N
- XLogP
- 0.3
- Polar surface area
- 63.4 Ų
- H-bond donors
- 1
- H-bond acceptors
- 4
- Formal charge
- 0
via PubChem
Wikidata facts
- Subclass of
- chemical compound
- Mass
- 232.102334
Show 4 more facts
- canonical SMILES
- CCC(C(=O)N)N1CC(CC1=O)C=C(F)F
- chemical formula
- C₁₀H₁₄F₂N₂O₂
- isomeric SMILES
- CC[C@@H](C(=O)N)N1C[C@H](CC1=O)C=C(F)F
- Commons category
- Seletracetam
Sources (1)
via Wikidata · CC0
~9 min read
Encyclopedic overview
9 sectionsContents
- Synthesis
- Administration
- Mechanism of action
- Pharmacokinetics
- ''In vitro'' studies
- Animal studies
- Adverse effects and tolerance
- FDA approval status
- References
Seletracetam (UCB 44212) is a pyrrolidone-derived drug of the racetam family that is structurally related to levetiracetam (trade name Keppra). It was under development by UCB Pharmaceuticals as a more potent and effective anticonvulsant drug to replace levetiracetam but its development has been halted.
There are two main mechanisms of action for seletracetam. The first is its high-affinity stereospecific binding to synaptic vesicle glycoprotein 2A (SV2A). Seletracetam has shown potent seizure suppression in models of acquired and genetic epilepsy, and has been well tolerated by various animal models. The second is its binding to N-type calcium channels and preventing influx of Ca2+ during high-voltage activation that is typical of epilepsy.
Excerpted from Wikipedia’s “seletracetam” article, available under the CC BY-SA 4.0 licence.