Synthesis of quaternary 8-hydroxyquinoline and 8-hydroxyquinaldine-carbamates structurally related to cholinesterase.
The quaternary carbamates were synthesized by reaction of 8-hydroxyquinoline and 8-hydroxyquinaldine with alkylisocyanates, then quaternizing the carbamates produced with alkylhalides, aralkylhalides or sulphate. The UV spectra of the compounds obtained showed lambdamax at 285 nm. The new quaternary carbamates were found to be of high toxicity and parasymapathomimetic activity in white mice.
D000818:Animals; D002219:Carbamates / Q000138:chemical synthesis* / Q000494:pharmacology / Q000633:toxicity; D002800:Cholinesterase Inhibitors / Q000138:chemical synthesis*; D006912:Hydroxyquinolines / Q000138:chemical synthesis*; D007928:Lethal Dose 50; D051379:Mice; D015125:Oxyquinoline / Q000031:analogs & derivatives / Q000138:chemical synthesis* / Q000494:pharmacology / Q000633:toxicity; D011798:Quinaldines / Q000138:chemical synthesis* / Q000494:pharmacology / Q000633:toxicity; D011804:Quinolines / Q000138:chemical synthesis*; D013329:Structure-Activity Relationship
D002219:Carbamates; D002800:Cholinesterase Inhibitors; D006912:Hydroxyquinolines; D011798:Quinaldines; D011804:Quinolines; D015125:Oxyquinoline