[Studies on chemical structure and analgetic activity of phenyl substituted aminomethylcyclohexanoles (author's...

Phenyl substituted aminomethylcycloalkanole derivatives were synthetized and tested for analgetic activity. Substances with a high ratio between acute toxicity and analgetic efficacy were selected for further investigations. Structure-activity relationships of this group were evaluated and compared with those of morphine and morphine-like 4-phenylpiperidino derivatives. The basic structural requirement for the new compounds is a cycloalkane ring with a phenyl group and a dimethylaminomethyl residue in ortho-position. The analgetic activity is improved if the aromatic ring is substituted with an oxygen containing group in meta-position. In contrast to classical narcotic analgesics the analgetic efficacy is not lost in derivatives bearing a hydrogen substituent at the central carbon atom.