Improvements in or relating to method of producing anti-adrenal activity and compositions therefor

摘要

Compounds, having anti-adrenal activity, of the following structural formula FORM:1120807/C2/1 in which Cy and Cy1 are phenyl, naphthyl, pyridyl or derivatives thereof having substituents selected from amino, alkylamino having up to 4 carbon atoms, dialkylamino having up to 8 carbon atoms, benzylamino, halogen, trifluoromethyl, hydroxy, mercapto; acylamino, lower alkyl, lower alkoxy, lower alkylthio, lower alkylsulphinyl, lower alkylsulphonyl and lower acyl, all having up to 3 carbon atoms, A is an alkylene linkage of from 1 to 4 chain carbon atoms; and R and R1 are lower alkyl or acyl having up to 3 carbon atoms or hydrogen, may be prepared by reduction of the corresponding arylcyano-methylenequinone oxime followed by alkylation or acylation if required. The pyridyl congeners are prepared by alkylating suitably substituted arylacetonitriles with halopyridines. Compounds wherein Cy and Cy1 are substituted may be prepared by conventional methods. Diaryl alkyl amines may be obtained from the corresponding diarylalkanoic acid amides by reduction with lithium aluminium hydride. Acid addition salts of the compounds may also be formed.ALSO:A non-toxic pharmaceutical composition having anti-adrenal activity, in dosage unit form adapted for internal administration, comprises a pharmaceutical carrier and a free base having the formula: FORM:1120807/A5-A6/1 in which Cy and Cy1 are phenyl, naphthyl, pyridyl or derivatives thereof having substituents selected from amino, alkylamino having up to 4 carbon atoms, dialkylamino having up to 8 carbon atoms, benzylamino, acylamino having up to 3 carbon atoms, halogen, trifluoromethyl, hydroxy, mercapto, lower alkylthio having up to 3 carbon atoms, lower alkyl having up to 3 carbon atoms, lower alkoxy having up to 3 carbon atoms, lower alkyl sulphinyl having up to 3 carbon atoms, lower alkylsulphonyl having up to 3 carbon atoms and lower acyl having up to 3 carbon atoms; A is an alkylene linkage of from 1 to 4 chain carbon atoms; and R and R1 are lower alkyl having up to 3 carbon atoms, lower acyl having up to 3 carbon atoms or hydrogen, or a non-toxic pharmaceutically acceptable acid addition salt thereof. Salts may be formed with hydrochloric, sulphuric, nitric, phosphoric, citric, acetic, lactic, mandelic, salicylic, phthalic, fumaric, maleic, tartaric, hydrobromic and benzoic acids. The compositions may be in the form of tablets, tioches, lozengers, hard or soft gelatin capsules, syrups, emulsions, ampoules or liquid suspensions. For veterinary use the active ingredients may be added to the feed or drink of animals. Specified active ingredients include 2-(p-aminophenyl)-2-phenylethylamine, 2 - (p-chlorophenyl)-2-phenylethylamine, 2-(p-methylamino phenyl)-2-phenylethylamine, 2-(p-dimethylaminophenyl)-2-phenylethylamine, 2-(p-methylthiophenyl)-2-phenylethylamine, 2-(p-ethylaminophenyl)-2-phenylethylamine, 2-(p-n-butylaminophenyl)-2-phenylethylamine and 2-(3sv-methoxy-4sv-aminophenyl) - 2 - phenylethylamine.