Structure via PubChem · Public domain (PubChem)
progabide
Sign in to saveAlso known as SL-76002, Gabren, Halogabide
Progabide, sold under the brand name Gabrene, is a GABA receptor agonist which is used in the treatment of epilepsy. It is an analogue of γ-aminobutyric acid (GABA) and acts both via a metabolite and as a prodrug of GABA, in turn behaving as an agonist of the GABA receptors.
Chemical data
- Formula
- C17H16ClFN2O2
- Molecular weight
- 334.8 g/mol
- IUPAC name
- 4-[[(4-chlorophenyl)-(5-fluoro-2-hydroxyphenyl)methylidene]amino]butanamide
- SMILES
- C1=CC(=CC=C1C(=NCCCC(=O)N)C2=C(C=CC(=C2)F)O)Cl
- InChIKey
- IBALRBWGSVJPAP-UHFFFAOYSA-N
- XLogP
- 3
- Polar surface area
- 75.7 Ų
- H-bond donors
- 2
- H-bond acceptors
- 4
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Max clinical phase
- Phase 2
- Molecule type
- Small molecule
- Indications
- epilepsy
via ChEMBL · EBI
Research
251 papers- Progabide: a new GABA-mimetic agent in clinical use.Clinical neuropharmacology · 1985
- Progabide for refractory partial epilepsy: a controlled add-on trial.Neurology · 1986
- Progabide, a GABA mimetic drug, stimulates the secretion of plasma corticosterone in rats.Pharmacology, biochemistry, and behavior · 1987
- In vivo and in vitro correlation of microsomal epoxide hydrolase inhibition by progabide.Clinical pharmacology and therapeutics · 1993
- Comparison of progabide with other antiepileptic and GABAergic drugs.Epilepsia · 1985
via PubMed
Wikidata facts
- Subclass of
- chemical compound
- Mass
- 334.088433652
- Has use
- medication
Show 3 more facts
- chemical formula
- C₁₇H₁₆ClFN₂O₂
- canonical SMILES
- NC(=O)CCC\N=C(/c1ccc(Cl)cc1)\c2cc(F)ccc2O
- Commons category
- Progabide
Sources (2)
via Wikidata · CC0
~5 min read
Encyclopedic overview
12 sectionsContents
- Uses
- Side effects
- Pharmacology
- Chemistry
- Synthesis
- History
- Society and culture
- Names
- Availability
- Research
- See also
- References
Progabide, sold under the brand name Gabrene, is a GABA receptor agonist which is used in the treatment of epilepsy. It is an analogue of γ-aminobutyric acid (GABA) and acts both via a metabolite and as a prodrug of GABA, in turn behaving as an agonist of the GABA receptors.
==Uses== Progabide is approved in France for either monotherapy or adjunctive use in the treatment of epilepsy—specifically, generalized tonic–clonic, myoclonic, partial, and Lennox-Gastaut syndrome seizures—in both children and adults.
Excerpted from Wikipedia’s “progabide” article, available under the CC BY-SA 4.0 licence.