Synthesis and alpha,beta-adrenergic blocking potency of 2,3-dihydro-1,4-benzodioxin derivatives. (II).
The four stereoisomers of compound 1 were synthesized from 2,3-dihydro-1, 4-benzodioxin and evaluated as alpha- and beta-adrenergic antagonists. Enantiomer 1-b [2R, 2'S] (Figure 1) is the best beta 1-blocking agent. Furthermore all compounds showed a alpha-blocking activity.
Khouili
M
M
Laboratoire de Chimie Bioorganique et Analytique, associé au CNRS, Université d'Orléans, France.
Guillaumet
G
G
Coudert
G
G
Pujol
M D
MD
D000317:Adrenergic alpha-Antagonists / Q000138:chemical synthesis* / Q000494:pharmacology; D058671:Adrenergic beta-1 Receptor Antagonists; D058672:Adrenergic beta-2 Receptor Antagonists; D000319:Adrenergic beta-Antagonists / Q000138:chemical synthesis* / Q000494:pharmacology; D000818:Animals; D004146:Dioxanes / Q000494:pharmacology; D004147:Dioxins / Q000138:chemical synthesis* / Q000494:pharmacology; D006168:Guinea Pigs; D006325:Heart Atria / Q000187:drug effects; D066298:In Vitro Techniques; D008297:Male; D011433:Propranolol / Q000494:pharmacology; D051381:Rats; D013237:Stereoisomerism; D014132:Trachea / Q000187:drug effects; D014649:Vas Deferens / Q000187:drug effects
D000317:Adrenergic alpha-Antagonists; D058671:Adrenergic beta-1 Receptor Antagonists; D058672:Adrenergic beta-2 Receptor Antagonists; D000319:Adrenergic beta-Antagonists; D004146:Dioxanes; D004147:Dioxins; D011433:Propranolol; C010654:(2-(2',6'-dimethoxy)phenoxyethylamino)methylbenzo-1,4-dioxane