[Studies on chemical structure and analgetic activity of phenyl substituted aminomethylcyclohexanoles (author's transl)].
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.
D000700:Analgesics / Q000138:chemical synthesis*; D000818:Animals; D055598:Chemical Phenomena; D002621:Chemistry; D003511:Cyclohexanols / Q000138:chemical synthesis* / Q000494:pharmacology / Q000633:toxicity; D005260:Female; D007928:Lethal Dose 50; D008297:Male; D008722:Methods; D051379:Mice; D013329:Structure-Activity Relationship
D000700:Analgesics; D003511:Cyclohexanols
Untersuchungen zur chemischen Struktur und analgetischen Wirkung von phenylsubstituierten Aminomethylcyclohexanolen.