736974-67-7Relevant academic research and scientific papers
Tricyclic cyanoguanidines: Synthesis, site of action and insecticidal activity of a novel class of reversible acetylcholinesterase inhibitors
Finkelstein, Bruce L.,Benner, Eric A.,Hendrixson, Maura C.,Kranis, Kevin T.,Rauh, James J.,Sethuraman, Maya R.,McCann, Stephen F.
, p. 599 - 613 (2002)
Bridged-tricyclic cyanoguanidines 1 were found to be active as insecticides. The preparation and structure-activity relationships of oxacyclic (X = O) and carbocyclic (X = CH2) analogues of 1 is described. Compounds 1 were found to inhibit acetylcholinesterase with IC50 values comparable to the organophosphate Paraoxon. Unlike organophosphates, cyanoguanidines 1 were shown to reversibly bind acetylcholinesterase. This mode of action is shared by the structurally-related natural product Huperzine A.
