2,4-Disubstituted oxazoles and thiazoles as latent pharmacophores for diacylhydrazine of SC-51089, a potent PGE2 antagonist.
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.
Hallinan
E A
EA
Department of Discovery Chemistry, Searle, Skokie, IL 60077, USA. ann.hallinan@monosanto.com
Hagen
T J
TJ
Tsymbalov
S
S
Stapelfeld
A
A
Savage
M A
MA
D015232:Dinoprostone / Q000037:antagonists & inhibitors*; D006834:Hydrazines / Q000737:chemistry*; D010077:Oxazepines / Q000737:chemistry*; D010080:Oxazoles / Q000138:chemical synthesis*; D013844:Thiazoles / Q000138:chemical synthesis*
D006834:Hydrazines; D010077:Oxazepines; D010080:Oxazoles; D013844:Thiazoles; C086836:SC 51089; D015232:Dinoprostone