Flavones. 2. Synthesis and structure-activity relationship of flavodilol and its analogs. A novel class of antihypertensive agents with catecholamine depleting properties

…, M Fedorchuk, JT Loch III, TL Thomas…

Index: Wu; Cole; Davidson; Dailey; Doring; Fedorchuk; Loch III; Thomas; Blosser; Borrelli; Kinsolving; Parker; Strand; Watkins Journal of Medicinal Chemistry, 1989 , vol. 32, # 1 p. 183 - 192

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Citation Number: 38

Abstract

Synthesis of flavodilol (3), as shown in Scheme I, represents a typical example of the general synthesis of flavonoxypropanolamines 2. The Kostanecki reaction of resacetophenone (43), sodium benzoate, and benzoic anhydride failed to give 7- hydroxyflavone (44, R= H) in satisfactory yield as was claimed in the original work;" the major product in this reaction was 7-hydroxy-3-benzoylflavone (17). An alternative method ...