title: Agents for the treatment of overactive detrusor. III. Synthesis and structure-activity relationships of N-(4-amino-2-butynyl)acetamide derivatives.
abstract: A series of N-(4-amino-2-butynyl)acetamides were synthesized and examined for their inhibitory activity on detrusor contraction and mydriatic activity as an index of anticholinergic side effect. Among those compounds synthesized, (+)-2-cyclohexyl-N-(4-dimethylamino-2-butynyl)-2-hydroxy-2-phenylacet amide hydrochloride ((+)-13b.HCl), 2-cyclohexyl-2-hydroxy-N-(4-methylamino-2-butynyl)-2-phenylacetamide+ ++ hydrochloride (13c.HCl), N-(4-dimethylamino-2-butynyl)-2,2-diphenyl-2-hydroxyacetamide hydrochloride (14a.HCl), and 2,2-diphenyl-N-(4-ethylamino-2-butynyl)-2-hydroxyacetamide hydrochloride (14b.HCl) showed equipotent inhibitory activity on detrusor contraction to oxybutynin (1) and less mydriatic activity. Further evaluation of these compounds as an agent for the treatment of overactive detrusor has been examined.
authors.affiliation: New Drug Research Laboratory, Fujisawa Pharmaceutical Co., Ltd., Osaka, Japan.
authors.forename: K
authors.initials: K
authors.lastname: Take
authors.forename: K
authors.initials: K
authors.lastname: Okumura
authors.forename: K
authors.initials: K
authors.lastname: Tsubaki
authors.forename: T
authors.initials: T
authors.lastname: Terai
authors.forename: Y
authors.initials: Y
authors.lastname: Shiokawa
mesh_terms: D000480:Alkynes / Q000138:chemical synthesis / Q000494:pharmacology*; D000818:Animals; D066298:In Vitro Techniques; D008333:Mandelic Acids / Q000138:chemical synthesis / Q000494:pharmacology*; D013329:Structure-Activity Relationship; D001743:Urinary Bladder / Q000187:drug effects*; D014555:Urination Disorders / Q000188:drug therapy
chemical_list: D000480:Alkynes; D008333:Mandelic Acids