Progabide

Progabide
Clinical data
Trade names	Gabrene, Gabren
Other names	SL-76.002; SL-76002; SL76002; Halogabide
Routes of; administration	Oral
Drug class	GABA receptor agonist; GABAA and GABAB receptor agonist; GABA prodrug
ATC code	N03AG05 (WHO) ;
Legal status
Legal status	In general: ℞ (Prescription only);
Pharmacokinetic data
Metabolites	Progabide acid (SL-75.102), gabamide, GABA
Elimination half-life	10–12 hours
Identifiers
	IUPAC name 4-[(4-Chlorophenyl)-(5-fluoro-2-hydroxy-phenyl)-methylidene]aminobutanamide;
CAS Number	62666-20-0 ;
PubChem CID	5361323;
DrugBank	DB00837 ;
ChemSpider	10442693 ;
UNII	38C836J57Z;
ChEMBL	ChEMBL287631 ;
CompTox Dashboard (EPA)	DTXSID00878140 ;
ECHA InfoCard	100.057.872
Chemical and physical data
Formula	C17H16ClFN2O2
Molar mass	334.78 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES Clc1ccc(cc1)/C(=N\CCCC(N)=O)c2cc(F)ccc2O;
	InChI InChI=1S/C17H16ClFN2O2/c18-12-5-3-11(4-6-12)17(21-9-1-2-16(20)23)14-10-13(19)7-8-15(14)22/h3-8,10,22H,1-2,9H2,(H2,20,23)/b21-17+ ; Key:IBALRBWGSVJPAP-HEHNFIMWSA-N ;
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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.