Quinazolines and 1,4-benzodiazepines. 75. 7-Hydroxyaminobenzodiazepines and derivatives.
7-Nitro-substituted benzodiazepines were reduced with stannous chloride in a buffered system to the corresponding 7-hydroxyamino derivatives. These compounds were alkylated, acylated, and converted to nitroso and azoxy derivatives. The rearrangement of a hydroxyamine to an aminophenol and its oxidation to an aminoquinone are also exemplified. The results of the pharmacological screening for CNS effects are given.
D000818:Animals; D001569:Benzodiazepines / Q000138:chemical synthesis* / Q000378:metabolism / Q000494:pharmacology; D002490:Central Nervous System / Q000187:drug effects; D003864:Depression, Chemical; D051379:Mice; D010433:Pentylenetetrazole / Q000037:antagonists & inhibitors; D013329:Structure-Activity Relationship
D001569:Benzodiazepines; D010433:Pentylenetetrazole