Butyrophenones as hypotensive agents. Derivatives of 4-aryl-4-(hydroxymethyl)cyclohexylamine.
The preparation of butyrophenone derivatives of 4-aryl-4-(hydroxymethyl)cyclohex-1-ylamines starting from the corresponding 4-cyano-4-phenylcyclohexan-1-ones is described. Substitution was varied with both rings; both isomers of 4-phenyl-4-(hydroxymethyl)cyclohex-1-ylamine were characterized. Those derivatives which carried p-fluoro substitution on the butyrophenone exhibited hypotensive activity in the rat with diminished CNS activity compared to compounds lacking the hydroxymethyl group. The effect of substitution on the 4-aryl ring is discussed.
D000818:Animals; D001522:Behavior, Animal / Q000187:drug effects; D001794:Blood Pressure / Q000187:drug effects*; D002090:Butyrophenones / Q000138:chemical synthesis* / Q000494:pharmacology; D003514:Cyclohexylamines / Q000138:chemical synthesis* / Q000494:pharmacology; D003864:Depression, Chemical; D008297:Male; D000432:Methanol / Q000138:chemical synthesis / Q000494:pharmacology; D051379:Mice; D009538:Nicotine / Q000037:antagonists & inhibitors; D051381:Rats; D012640:Seizures / Q000517:prevention & control
D002090:Butyrophenones; D003514:Cyclohexylamines; D009538:Nicotine; D000432:Methanol