[1,5-Benzodiazepines. III. Synthesis of 2,4-bisdialkylamino-3H-1,5-benzodiazepines].
Treatment of 2,3-dihydro-2-oxo-4-dialkylamino-1H-1,5-benzodiazepines with phosphorus pentasulfide afforded 2-thio derivatives which in turn gave the corresponding methylmercapto derivatives by reaction with sodium hydride and methyl iodide. By treating these compounds with dialkylamines the formation of 2,4-bisdialkylamino-3H-1,5-benzodiazepines was achieved. Pharmacological screening of some of the products indicated that the introduction of a second dialkylamino substituent into the 1,5-benzodiazepine molecule gave the compounds CNS excitant properties, while the initial monodialkylamino derivatives containing sulfur showed a CNS depressant activity.
D000661:Amphetamine / Q000037:antagonists & inhibitors; D000818:Animals; D001522:Behavior, Animal / Q000187:drug effects; D001569:Benzodiazepines / Q000138:chemical synthesis* / Q000494:pharmacology; D055598:Chemical Phenomena; D002621:Chemistry; D051379:Mice; D009043:Motor Activity / Q000187:drug effects; D012110:Reserpine / Q000037:antagonists & inhibitors; D012890:Sleep / Q000187:drug effects
D001569:Benzodiazepines; D012110:Reserpine; D000661:Amphetamine
Ricerche su 1,5-benzodiazepine. Nota III. Sintesi di 2,4-bisdialchilammino-3H-1,5-benzodiazepine.