Progabide

Progabide is an analog and prodrug of gamma-aminobutyric acid. It is commonly used in the treatment of epilepsy. It has agonistic activity for both the GABAA and GABAB receptors. In clinical trials, progabide has been investigated for Parkinson's disease, schizophrenia, clinical depression and anxiety disorder; its therapeutic effectiveness in these conditions is not fully elucidated. EPHX1 hydration and ring opening of the oxetanyl moiety of AZD1979 and is inhibited by Progabide

General

Type : Not A\/B H target

Chemical_Nomenclature : 4-[[(4-chlorophenyl)-(5-fluoro-2-hydroxyphenyl)methylidene]amino]butanamide

Canonical SMILES : C1=CC(=CC=C1C(=NCCCC(=O)N)C2=C(C=CC(=C2)F)O)Cl

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)

InChIKey : IBALRBWGSVJPAP-UHFFFAOYSA-N

Other name(s) : Halogabide,Gabren,Gabrene,SCHEMBL35328,SCHEMBL35329,SCHEMBL340485,SCHEMBL341677,CHEMBL287631,CHEBI:135422,ZINC13519914,ZINC18153101,DB00837


MW : 334.8

Formula : C17H16ClFN2O2

CAS_number : 62666-20-0

PubChem : 44115

UniChem : IBALRBWGSVJPAP-UHFFFAOYSA-N

IUPHAR :

Wikipedia :

Target

Families : Progabide ligand of proteins in family: Epoxide_hydrolase

Stucture :

Protein : human-EPHX1

References (2)

Title : Discovery of a Novel Microsomal Epoxide Hydrolase-Catalyzed Hydration of a Spiro Oxetane - Li_2016_Drug.Metab.Dispos_44_1341
Author(s) : Li XQ , Hayes MA , Gronberg G , Berggren K , Castagnoli N, Jr. , Weidolf L
Ref : Drug Metabolism & Disposition: The Biological Fate of Chemicals , 44 :1341 , 2016
Abstract : Li_2016_Drug.Metab.Dispos_44_1341
ESTHER : Li_2016_Drug.Metab.Dispos_44_1341
PubMedSearch : Li_2016_Drug.Metab.Dispos_44_1341
PubMedID: 27256986
Gene_locus related to this paper: human-EPHX1

Title : In vivo and in vitro correlation of microsomal epoxide hydrolase inhibition by progabide - Kroetz_1993_Clin.Pharmacol.Ther_54_485
Author(s) : Kroetz DL , Loiseau P , Guyot M , Levy RH
Ref : Clinical Pharmacology & Therapeutics , 54 :485 , 1993
Abstract : Kroetz_1993_Clin.Pharmacol.Ther_54_485
ESTHER : Kroetz_1993_Clin.Pharmacol.Ther_54_485
PubMedSearch : Kroetz_1993_Clin.Pharmacol.Ther_54_485
PubMedID: 8222491