title: Hydroxyoxazolidines as alpha-aminoacetaldehye equivalents: novel inhibitors of calpain.
abstract: The synthesis of [1-[(5-hydroxy-4-(phenylmethyl)-3-oxazolidinyl)carbonyl]-2-ethylpropy lcarbamic acid phenylmethyl ester (2; MDL 104,903), a potent inhibitor of calpain, is described. Synthesis of related compounds, which offer insights into the mechanism of action for 2, are also described, as is an O-acetyl prodrug derivative of 2.
authors.affiliation: Hoechst Marion Roussel, Inc., Bridgewater, NJ 08807, USA.
authors.forename: N P
authors.initials: NP
authors.lastname: Peet
authors.forename: H O
authors.initials: HO
authors.lastname: Kim
authors.forename: A L
authors.initials: AL
authors.lastname: Marquart
authors.forename: M R
authors.initials: MR
authors.lastname: Angelastro
authors.forename: T R
authors.initials: TR
authors.lastname: Nieduzak
authors.forename: J N
authors.initials: JN
authors.lastname: White
authors.forename: D
authors.initials: D
authors.lastname: Friedrich
authors.forename: G A
authors.initials: GA
authors.lastname: Flynn
authors.forename: M E
authors.initials: ME
authors.lastname: Webster
authors.forename: R J
authors.initials: RJ
authors.lastname: Vaz
authors.forename: M D
authors.initials: MD
authors.lastname: Linnik
authors.forename: J R
authors.initials: JR
authors.lastname: Koehl
authors.forename: S
authors.initials: S
authors.lastname: Mehdi
authors.forename: P
authors.initials: P
authors.lastname: Bey
authors.forename: B
authors.initials: B
authors.lastname: Emary
authors.forename: K K
authors.initials: KK
authors.lastname: Hwang
mesh_terms: D002154:Calpain / Q000037:antagonists & inhibitors*; D002219:Carbamates / Q000737:chemistry / Q000494:pharmacology*; D009682:Magnetic Resonance Spectroscopy; D010080:Oxazoles / Q000737:chemistry / Q000494:pharmacology*; D011480:Protease Inhibitors / Q000737:chemistry / Q000494:pharmacology*
chemical_list: D002219:Carbamates; C121656:MDL 104903; D010080:Oxazoles; D011480:Protease Inhibitors; D002154:Calpain