Hydroxyoxazolidines as alpha-aminoacetaldehyde equivalents: Novel inhibitors of calpain

Authors
Peet, NP Kim, HO Marquart, AL Angelastro, MR Nieduzak, TR White, JN Friedrich, D Flynn, GA Webster, ME Vaz, RJ Linnik, MD Koehl, JR Mehdi, S Bey, P Emary, B Hwang, KK
Citation
Np. Peet et al., Hydroxyoxazolidines as alpha-aminoacetaldehyde equivalents: Novel inhibitors of calpain, BIOORG MED, 9(16), 1999, pp. 2365-2370
Citations number
30
Categorie Soggetti
Chemistry & Analysis
Journal title
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS
ISSN journal
0960894X → ACNP
Volume
9
Issue
16
Year of publication
1999
Pages
2365 - 2370
Database
ISI
SICI code
0960-894X(19990816)9:16<2365:HAAENI>2.0.ZU;2-6
Abstract
The synthesis of [1-[(5-hydroxy-4-(phenylmethyl)-3-oxazolidinyl)carbonyl]-2 -ethylpropyl] carbamic acid phenylmethyl ester (2; MDL 104,903), a potent i nhibitor of calpain, is described. Synthesis of related compounds, which of fer insights into the mechanism of action for 2, are also described, as is an O-acetyl prodrug derivative of 2. (C) 1999 Elsevier Science Ltd. All rig hts reserved.