title: [Novel phenoxyalkylamine derivatives. VI. Synthesis and alpha-blocking activity of alpha-[(phenoxyethylamino)propyl]-alpha-phenylacetonitrile derivatives].
abstract: alpha-[(Phenoxyethylamino)propyl]-alpha-(4-methoxyphenyl) acetonitrile derivatives possessing methyl, bromo, nitro, amino or various sulfonamide groups at 3-position on ring A and an alkoxy group on ring B were synthesized. Their alpha-blocking activities were tested. The activity of 5-[1-cyano-4-[[2-(2-ethoxyphenoxy) ethyl]amino]-1-isopropylbutyl]-2-methoxy-benzenesulfonamide (15a) and 5-[1-cyano-4-[[2-(5-fluoro-2-methoxyphenoxy)ethyl] amino]-1-isopropylbutyl]-2-methoxybenzenesulfonamide (15c) was close to that of prazosin, a typical alpha-blocker. Structure-activity relationship of these derivatives is also stated.
authors.affiliation: Central Research Laboratories, Hokuriku Seiyaku Co., Ltd., Fukui, Japan.
authors.forename: S
authors.initials: S
authors.lastname: Sakurai
authors.forename: F
authors.initials: F
authors.lastname: Okada
authors.forename: K
authors.initials: K
authors.lastname: Mitani
authors.forename: S
authors.initials: S
authors.lastname: Yasuda
authors.forename: H
authors.initials: H
authors.lastname: Kato
authors.forename: Y
authors.initials: Y
authors.lastname: Ito
mesh_terms: D000097:Acetonitriles / Q000138:chemical synthesis* / Q000493:pharmacokinetics / Q000494:pharmacology; D000317:Adrenergic alpha-Antagonists; D000818:Animals; D066298:In Vitro Techniques; D008297:Male; D011817:Rabbits; D051381:Rats; D011919:Rats, Inbred Strains; D011954:Receptors, Dopamine / Q000378:metabolism; D013329:Structure-Activity Relationship; D013449:Sulfonamides / Q000138:chemical synthesis* / Q000493:pharmacokinetics / Q000494:pharmacology; D000096926:Benzenesulfonamides
chemical_list: D000097:Acetonitriles; D000317:Adrenergic alpha-Antagonists; D011954:Receptors, Dopamine; D013449:Sulfonamides; C067761:5-(1-cyano-4-((2-(2-ethoxyphenoxy)ethyl)amino)-1-isopropylbutyl)-2-methoxybenzenesulfonamide; D000096926:Benzenesulfonamides; C067762:5-(1-cyano-4-((2-(5-fluoro-2-methoxyphenoxy)ethyl)amino)-1-isopropylbutyl)-2-methoxybenzenesulfonamide