2,4-Disubstituted oxazoles and thiazoles as latent pharmacophores for diacylhydrazine of SC-51089, a potent PGE2 antagonist

E A Hallinan; T J Hagen; S Tsymbalov; A Stapelfeld; M A Savage

doi:10.1016/s0968-0896(00)00229-7

2,4-Disubstituted oxazoles and thiazoles as latent pharmacophores for diacylhydrazine of SC-51089, a potent PGE2 antagonist

Bioorg Med Chem. 2001 Jan;9(1):1-6. doi: 10.1016/s0968-0896(00)00229-7.

Authors

E A Hallinan¹, T J Hagen, S Tsymbalov, A Stapelfeld, M A Savage

Affiliation

¹ Department of Discovery Chemistry, Searle, Skokie, IL 60077, USA. ann.hallinan@monosanto.com

PMID: 11197330
DOI: 10.1016/s0968-0896(00)00229-7

Abstract

8-Chlorodibenz[b,f][1,4]oxazepine-10(11H)-carboxylic acid, 2-[1-oxo-3-(4-pyridinyl)propyl]hydrazide, monohydrochloride (1, SC-51089) is a functional PGE2 antagonist selective for the EP1 receptor subtype with antinociceptive activity. Analogues of SC-51089, in which the diacylhydrazine moiety has been replaced with 2,4-disubstituted-oxazoles and-thiazoles, are described.

MeSH terms

Dinoprostone / antagonists & inhibitors*
Hydrazines / chemistry*
Oxazepines / chemistry*
Oxazoles / chemical synthesis*
Thiazoles / chemical synthesis*

Substances

Hydrazines
Oxazepines
Oxazoles
Thiazoles
SC 51089
Dinoprostone