Synthesis and effect of asymmetric 1,4-bis(aminoacyl) piperazines on neuromuscular transmission.
The condensation of asymmetrically substituted 1,4-bis(haloacyl) piperazines with secondary amines yielded asymmetric 1,4-bis (aminoacyl) piperazines 3-6, which were further transformed into the respective dimethiodides 3b-6b by treatment with methyl iodide. Those compounds were found to inhibit the neuromuscular transmission by blocking the motor end-plate receptors. Compounds containing piperidine moiety and branched acyl chain 4b displayed enhanced activity.
D000109:Acetylcholine / Q000494:pharmacology; D000818:Animals; D001794:Blood Pressure / Q000187:drug effects; D002415:Cats; D055598:Chemical Phenomena; D002621:Chemistry; D004558:Electric Stimulation; D005260:Female; D066298:In Vitro Techniques; D008297:Male; D051379:Mice; D009469:Neuromuscular Junction / Q000187:drug effects*; D010879:Piperazines / Q000138:chemical synthesis* / Q000494:pharmacology; D011817:Rabbits; D011893:Rana esculenta; D012119:Respiration / Q000187:drug effects; D009435:Synaptic Transmission / Q000187:drug effects*
D010879:Piperazines; D000109:Acetylcholine