GB884847A - Mercapto compounds - Google Patents

Abstract

The invention comprises amino - phenyl - mercapto-pyridines of the formula <FORM:0884847/IV (b)/1> and salts thereof, in which Ph represents a phenyl radical optionally bearing halogen, C1-6 alkyl, C1-6 alkoxy, amino or aminoalkylamino, especially tertiaryaminoalkylamino, substituents and R is an amino or aminoalkylamino group, preferably in the para-position. The compounds are prepared by treating 3-mercapto pyridine suitably in the form of its alkali-metal salt or in the presence of a condensing agent capable of forming a metal salt, with an appropriate halophenyl compound wherein the halogen atom is activated by an ortho or para nitro group such as p-nitro-chloro or p-nitro-bromo-benzene and reducing the resulting nitro compound, e.g. by nascent hydrogen or catalytic hydrogenation. Alternatively the compounds are prepared by reacting a 3-halo-pyridine with an amino-, acetylamino- or nitro-, mercapto-benzene, suitably in the form of a metal salt, or in the presence of a condensing agent forming such a salt and if necessary converting the acetylamino- or nitrosubstituent to an amino group. A free amino group in the product may be converted into an amino-alkylamino group by treating with an aryl-sulphonyl halide, e.g. p-toluenesulphochloride and reacting the resulting sulphonamide with an aminoalkylhalide, e.g. diethylaminoethyl chloride, in the presence of a condensing agent. Preferred products include p-amino-, o-amino, o : p-diamino, o-chloro-p-amino-, o-amino-p-chloro- and o-amino-p-methyl-, 3-phenylmercaptopyridine. The products are used pharmaceutically. Nitrophenylmercapto - pyridines corresponding to the above amino compounds and 3-(o-toluenesulphonylamino - phenylmercapto) - pyridine are obtained as intermediate products in the examples.ALSO:Pharmaceutical compositions having tranquilizing activity comprise compounds of the formula <FORM:0884847/VI/1> or salts thereof wherein Ph indicates a phenylene radical optionally bearing halogen, C1-6 alkyl C1-6 alkoxy, amine or aminoalkylamino, e.g. diethylaminoethylamino, substituents and R is an amino or aminoalkylamino radical (see Group IV (b)), together with a pharmaceutical carrier. The preparations suitably take the form of tablets, dragees, solutions, suspensions or emulsions and in addition to the carrier material may contain other therapeutically valuable substances.