ENANTIOSELECTIVE SYNTHESIS OF PD144723 - A POTENT STEREOSPECIFIC ANTICONVULSANT

Authors
YUEN PW KANTER GD TAYLOR CP VARTANIAN MG
Citation
Pw. Yuen et al., ENANTIOSELECTIVE SYNTHESIS OF PD144723 - A POTENT STEREOSPECIFIC ANTICONVULSANT, Bioorganic & medicinal chemistry letters, 4(6), 1994, pp. 823-826
Citations number
14
Categorie Soggetti
Chemistry Inorganic & Nuclear","Chemistry Medicinal
Journal title
Bioorganic & medicinal chemistry letters → ACNP
ISSN journal
0960894X
Volume
4
Issue
6
Year of publication
1994
Pages
823 - 826
Database
ISI
SICI code
0960-894X(1994)4:6<823:ESOP-A>2.0.ZU;2-D
Abstract
PD144723, S-(+)-3-isobutyl GABA, is structurally related to both the i nhibitory neurotransmitter y-aminobutyric acid and the novel anticonvu lsant gabapentin. That the S-enantiomer is more potent than the R-(-)- enantiomer, PD144550, for in vitro displacement of [H-3]gabapentin at the gabapentin binding site illustrates the stereoselectivity of this site. The two enantiomers were prepared by Evans' chiral oxazolidinone alkylation chemistry.