WERKWIJZE TER BEREIDING RESPECTIEVELIJK VERVAARDIGING VAN EEN FARMACEUTISCH PREPARAAT EN WERKWIJZE TER BEREIDING VAN DAARBIJ BRUIKBARE NIEUWE GESUBSTITUEERDE 1-(4-AMINOFENYL)-2-AMINO-ETHANOL-DERIVATEN DIE, BEHALVE EEN ANALGETISCHE, UTERUSSPASMOLYTISCHE EN ANTI-SPASTISCHE WERKING OP DE DWARSGESTREEPTE SPIEREN, IN HET BIJZONDER EEN BETAŸ2-MIMETISCHE EN/OF BETAŸ1-BLOKKERENDE WERKING BEZITTEN.

摘要

Novel aminophenylethanolamines of the accompanying formula I, in which R1 denotes a hydrogen, fluorine, chlorine, bromine or iodine atom or a cyano group; R2 denotes a fluorine atom, a straight-chain or branched alkyl group having 1 to 5 carbon atoms, a hydroxyalkyl, aminoalkyl, dialkylaminoalkyl, trifluoromethyl, alkoxy, nitro, cyano, carboxyl, carbalkoxy or carbamoyl group; R3 and R4, which are identical or different, denote hydrogen atoms, straight-chain or branched alkyl groups having 1 to 6 carbon atoms, hydroxyalkyl, cycloalkyl, cycloalkylalkyl, alkenyl, alkynyl or optionally substituted aralkyl groups, are prepared by removing the protective groups from corresponding compounds having protected hydroxy and/or protected amino groups. The novel compounds can be obtained in the form of their racemates or their optically active antipodes. The novel compounds have useful pharmacological properties, in particular ss2-mimetic and/or ss1-blocking actions in addition to an analgesic, uterospasmolytic and an antispastic action on the striated musculature, one or the other action being predominant depending on their substitution. The d-(+) compounds in particular have a selective action on the ss1-receptors and the l-(-) compounds have a preferred action on the ss2-receptors.