GB889317A - New phenyl-diazines and a process for their manufacture - Google Patents

Abstract

The invention comprises 1,3-diphenyl-5-R-pyridazones-(6), wherein R stands for a mono- or di-substituted amino group, the substituents being C1-6 alkyl, alkylene, aza-alkylene, oxaalkylene or di-(C1-6 alkyl)-aminoalkyl, and each phenyl radical is unsubstituted or substituted by one or more C1-6 alkyl groups, and their physiologically tolerable acid addition salts, and pharmaceutical preparations containing these compounds (see Group VI), and the manufacture of the compounds by reacting an appropriate 1, 3 - diphenyl - 5 - halopyridazone - (6) with an appropriate primary or secondary amine and, if desired, converting a resulting free base into an acid addition salt or vice versa. 1,3-Diphenyl-5-halopyridazones-(6) are prepared by halogenation and simultaneous or subsequent oxidation of 1,3-diphenylpyridazinones-(6) which are unsubstituted in the 4- and 5-positions. 1,3-Diphenylpyridazinone-(6) is prepared by refluxing benzoylpropionic acid with phenylhydrazine.ALSO:Pharmaceutical preparations, having antipyretic and analgesic activity, comprise, in admixture or conjunction with a pharmaceutically suitable carrier, a 1,3-diphenyl-5-R-pyridazone-(6), wherein R stands for a mono- or di-substituted amino group, the substituents being C1-6 alkyl, alkylene, aza-alkylene, oxa-alkylene or di-(C1-6 alkyl)-aminoalkyl, and each phenyl radical is unsubstituted or substituted by one or more C1-6 aklyl groups, or a physiologically tolerable acid addition salt thereof (e.g. a hydrohalide, sulphate, nitrate, phosphate, thiocyanate, acetate, propionate, oxalate, malonate, tartrate, succinate, malate or methane-, ethane-, hydroxyethane-, benzene- or toluene-sulphonate, or a salt with a therapeutically active acid). They may take forms suitable for enteral, parenteral or local administration (e.g. tablets, dragees, salves, creams, solutions, suspensions or emulsions), and may be sterilized and/or may contain preserving, stabilizing, wetting or emulsifying agents, salts for varying the osmotic pressure, buffers, or additional therapeutically valuable substances.