Synthesis of potential adrenergic blocking agents: 2-substituted aminomethylnaphthol(2,3-b)-1,4-dioxans.
Eleven 2-substituted aminomethylnaphtho(2,3-b)-1,4-dioxans were synthesized. The nucleophilic displacement of 2-tosyloxymethylnaphtho(2,3-b)-1,4-dioxan by appropriate amines was carried out using dimethyl sulfoxide as the solvent. Preliminary pharmacological evaluation revealed a potentiation of norepinephrine at low doses and a noncompetitive antagonism at high doses in the rat vas deferens and a dose-related hypotensive action of short duration in the anesthetized rat.
D000319:Adrenergic beta-Antagonists / Q000138:chemical synthesis* / Q000494:pharmacology; D000818:Animals; D001794:Blood Pressure / Q000187:drug effects; D004146:Dioxanes / Q000138:chemical synthesis* / Q000494:pharmacology; D004147:Dioxins / Q000138:chemical synthesis*; D004357:Drug Synergism; D066298:In Vitro Techniques; D008297:Male; D009638:Norepinephrine / Q000494:pharmacology; D051381:Rats; D014649:Vas Deferens / Q000187:drug effects
D000319:Adrenergic beta-Antagonists; D004146:Dioxanes; D004147:Dioxins; D009638:Norepinephrine