Monoquaternary neuromuscular blocking agents based on 1-tetralone and 1-indanone.
The preparation of three isomeric 1-tetralone hydrozones 4 and three isomeric 1-indanone hydrozones 5 possessing a single quaternary ammonium center is described. Several of the compounds possessed significant neuromuscular blocking activity, and two approached suxamethonium in potency. 1H NMR evidence obtained from a study of the N,N-dimethylhydrozones indicated that the hydrazones adopted an E configuration in solution.
D000818:Animals; D002415:Cats; D006835:Hydrazones / Q000138:chemical synthesis / Q000494:pharmacology; D066298:In Vitro Techniques; D007189:Indans / Q000138:chemical synthesis* / Q000494:pharmacology; D007192:Indenes / Q000138:chemical synthesis*; D008968:Molecular Conformation; D009119:Muscle Contraction / Q000187:drug effects; D009132:Muscles / Q000187:drug effects; D009281:Naphthalenes / Q000138:chemical synthesis* / Q000494:pharmacology; D009466:Neuromuscular Blocking Agents / Q000138:chemical synthesis*; D000644:Quaternary Ammonium Compounds / Q000138:chemical synthesis* / Q000494:pharmacology; D013237:Stereoisomerism; D013329:Structure-Activity Relationship
D006835:Hydrazones; D007189:Indans; D007192:Indenes; D009281:Naphthalenes; D009466:Neuromuscular Blocking Agents; D000644:Quaternary Ammonium Compounds