79619-31-1Relevant articles and documents
Flavones. 2. Synthesis and structure-activity relationship of flavodilol and its analogues, a novel class of antihypertensive agents with catecholamine depleting properties
Wu,Cole,Davidson,Dailey,Doring,Fedorchuk,Loch III,Thomas,Blosser,Borrelli,Kinsolving,Parker,Strand,Watkins
, p. 183 - 192 (2007/10/02)
(3-Phenyl-7-flavonoxy)propanolamines have been shown to exhibit antihypertensive activity in spontaneously hypertensive rats. Although they are structurally similar to classical β-adrenergic blocking compounds, their activity is not due to inhibition of β-adrenoceptors. In the present study, a series of simple flavonoxypropanolamines was prepared to further explore the structural requirements for the antihypertensive effect of these compounds. A structure-activity relationship of these derivatives indicates that the position of the oxypropanolamine side chain, the hydroxy group of the side chain, steric bulkiness and length of N substituents, degree of the N-substitution, phenyl group at the 2-position of the chromone nucleus, and substituents of the phenyl group or B ring of the flavone play significant roles in imparting pharmacological effects. In addition, there is a good correlation between the antihypertensive activity and depletion of myocardial norepinephrine. Of these analogues tested, the most effective one was flavodilol (3). Only the 8-substituted analogue 6 was found to be a β-antagonist. Flavodilol was chosen for in-depth pharmacological, toxicological, and clinical evaluation.
Preparation of 7-(3-(propylamino)-2-hydroxypropoxy)flavone
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, (2008/06/13)
In a process for preparing 7-[3-(propylamino)-2-hydroxypropoxy]flavone by the reaction of 7-(2,3-epoxypropoxy)flavone and n-propylamine, the improvement which resides in treating the beta-aminochalcone by-product with a weak organic acid to convert the chalcone to the desired aminated flavone.
