Sleep-inducing N-alkyl-5-[m-(trifluoromethyl)phenyl]-5-hydroxy-2-pyrrolidinones and N-alkyl-3-(trifluoromethyl)cinnamamides.
A series of N-alkyl-3-[m-(trifluoromethyl)phenyl]-5-hydroxy-2-pyrrolidinones and N-alkyl-3-(trifluoromethyl)-cinnamamides were prepared and screened in a series of tests designed to detect potential sleep inducers. The more active members of the series were evaluated for their ability to induce sleep in Cebus monkeys. The most active compound, N-methyl-5-[m-(trifluoromethyl)phenyl]-5-hydroxy-2-pyrrolidinone, was equal to methaqualone.
D000818:Animals; D001362:Avoidance Learning / Q000187:drug effects; D002428:Cebus; D002934:Cinnamates / Q000138:chemical synthesis* / Q000494:pharmacology; D004569:Electroencephalography; D004576:Electromyography; D006845:Hydrocarbons, Fluorinated / Q000138:chemical synthesis / Q000494:pharmacology; D051379:Mice; D011760:Pyrrolidinones / Q000138:chemical synthesis* / Q000494:pharmacology; D012890:Sleep / Q000187:drug effects*; D013329:Structure-Activity Relationship; D013997:Time Factors
D002934:Cinnamates; D006845:Hydrocarbons, Fluorinated; D011760:Pyrrolidinones