4,5-Disubstituted-1,3-oxazolidin-2-imine derivatives: a new class of orally bioavailable nitric oxide synthase inhibitor

Shigeo Ueda; Hideo Terauchi; Akihiro Yano; Motoharu Ido; Masashi Matsumoto; Motoji Kawasaki

doi:10.1016/j.bmcl.2003.11.010

4,5-Disubstituted-1,3-oxazolidin-2-imine derivatives: a new class of orally bioavailable nitric oxide synthase inhibitor

Bioorg Med Chem Lett. 2004 Jan 19;14(2):313-6. doi: 10.1016/j.bmcl.2003.11.010.

Authors

Shigeo Ueda¹, Hideo Terauchi, Akihiro Yano, Motoharu Ido, Masashi Matsumoto, Motoji Kawasaki

Affiliation

¹ Chemistry Research Laboratories, Dainippon Pharmaceutical Co., Ltd, Enoki-cho 33-94, Suita, 564-0053, Osaka, Japan. shigeo-ueda@dainippon-pharm.co.jp

PMID: 14698148
DOI: 10.1016/j.bmcl.2003.11.010

Abstract

In our search for a novel class of inducible nitric oxide synthase (iNOS) inhibitors, 1,3-oxazolidin-2-imine was found to weakly inhibit iNOS. Further modifications of this compound resulted in a remarkable increase in both the in vivo and in vitro inhibitory activity and selectivity for iNOS.

MeSH terms

Administration, Oral
Animals
Biological Availability
Enzyme Inhibitors / administration & dosage
Enzyme Inhibitors / pharmacokinetics*
Enzyme Inhibitors / pharmacology
Heterocyclic Compounds, 2-Ring / administration & dosage
Heterocyclic Compounds, 2-Ring / pharmacokinetics
Heterocyclic Compounds, 2-Ring / pharmacology
Mice
Mice, Inbred C57BL
Nitric Oxide Synthase / antagonists & inhibitors*
Nitric Oxide Synthase / metabolism
Oxazolidinones / administration & dosage
Oxazolidinones / pharmacokinetics*
Oxazolidinones / pharmacology

Substances

Enzyme Inhibitors
Heterocyclic Compounds, 2-Ring
Oxazolidinones
Nitric Oxide Synthase