Collect. Czech. Chem. Commun. 1992, 57, 1127-1133

N-Phenyl-N,N"-Guanidinedicarboxylic Acid Esters. Synthesis, Anthelmintic and Pesticidal Effects

Karel Palát, Jr.a, Milan Čeladníka, Jaroslav Daněkb and Štefan Varkondac

a Department of Inorganic and Organic Chemistry, Faculty of Pharmacy, Charles University, 501 65 Hradec Králové
b Research Institute for Feed Supplements and Veterinary Drugs, Pohori Chotoun, 254 49 Jílové near Prague
c Research Institute of Chemical Technology, 836 03 Bratislava


Substituted phenylammonium chlorides react with cyanamide to give the corresponding phenylguanidines which on treatment with chloroformate esters give N-subst.phenyl-N,N"-guanidinedicarboxylic acid esters. All substances prepared have been tested for their anthelmintic activity against the model helminths Nippostrongylus brasilienses and Hymenolepis nana var. fraterna. The most significant activity has been found with diethyl N-(4-nitrophenyl)-N,N"-guanidinedicarboxylate. In pesticidal screening the compounds have shown fungicidal activity and particularly ovicidal activity against Tetranychus urticae which activity is increased with the compounds having a nitro group in the benzene ring.