Dual-acting thromboxane receptor antagonist/synthase inhibitors: synthesis and biological properties of [2-substituted-4-(3-pyridyl)-1, 3-dioxan-5-yl] alkenoic acids

…, GR Brown, MJ Smithers, R Jackson

Index: Faull, Alan W.; Brewster, Andrew G.; Brown, George R.; Smithers, Michael J.; Jackson, Ruth Journal of Medicinal Chemistry, 1995 , vol. 38, # 4 p. 686 - 694

Full Text: HTML

Citation Number: 16

Abstract

[(4RS, 5SR)-4-(2-hydroxyphenyl)-1, 3-diox~-5-yllhex-4-enoic acid by a 3-pyridyl group led to a series of compounds, 5, which were potent thromboxane synthase inhibitors and weak thromboxane antagonists. Further modifications at the dioxane C2 position led to compounds, 7, which were potent dual-acting agents. In the case of compound 7w, the dual activity was shown to reside almost exclusively in the (-)-enantiomer, 7x. Following oral ...