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ChemInform Abstract A large variety of title compounds such as (VI) and (VIII) are synthesized using reaction sequences generally exemplified in the scheme for (VI). Some of the 2-(methoxy-and hydroxy-phenylthio)benzylamines prepared, especially compounds (VIIIa), indicate properties of potential antidepressants being highly active and selective inhibitors of 5-hydroxytryptamine reuptake in the brain structures and having the typical antireserpine activity. The most interesting compound of the series is (VI) (hydrogen maleate VUFB-15468) which is undergoing preclinical studies. On the basis of its structure, some further compounds are prepared.

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Reactions of 2-(2-iodoacetamido)-5-chlorobenzophenone with 2-amino-2-phenylethanol, 2-amino-1-phenylethanol, 3-amino-2-phenylpropanol, D-(+)-norpseudoephedrine, and 2-aminopropane-2-carbonitrile gave the 2-substituted N-(2-benzoyl-4-chlorophenyl)acetamides X-XIV. 2,3'-Dichlorobenzhydrol (XVI) and 2,3'-dichlorobenzhydryl chloride (XIX) were transformed to the ethers XVII and XVIII and to the amines XXI-XXIV. Compound XVI was oxidized to the ketone XXV which was transformed via the oxime XXVI to compound XXVII. The basic products were converted to salts which were pharmacologically tested. Compounds X, XVII, XXIII, and XXVII showed anticonvulsant effects and some other neurotropic activities.