Synthesis and bioactivity of new phosphorodithioates derived from N-substituted maleamic esters.
1. A new series of organophosphorus compounds derived from N-substituted maleamic esters by reaction with dimethyl and diethyl phosphorodithioic acid was synthesized. 2. Two isomers, with chemical structures analogous to malathion were obtained for each maleamic ester assayed. 3. They were characterized, and their toxicity against a resistant strain of Musca domestica (strain G), a susceptible one (strain RAC) and Triatoma infestans (vector of Chagas' disease) were measured. 4. The structural chemical modification introduced by replacing a carboxyester group for a N-substituted amido one, reverted the resistance obtained for malathion. 5. Replacement of methyl by ethyl dithiophosphoric acid did not introduce significative differences. 6. In the case of Triatoma infestans, the synthesized compounds were less active than malathion.
de Licastro
S A
SA
Centro de Investigaciones de plagas e insecticidas CIPEIN (CITEFA-CONICET), Buenos Aires, Argentina.
Wallace
G
G
Seccacini
E
E
Gonzalez Audino
P
P
Zerba
E
E
D000818:Animals; D004952:Esters; D007306:Insecticides / Q000138:chemical synthesis*; D008297:Male; D008298:Maleates; D015394:Molecular Structure; D063086:Organothiophosphates / Q000138:chemical synthesis*; D014224:Triatoma
D004952:Esters; D007306:Insecticides; D008298:Maleates; D063086:Organothiophosphates; C040339:O,O-dimethyl phosphorodithioate; C080852:diethyl phosphorodithioate; C008311:maleamic acid