Absorption, distribution and metabolism of O-(4-bromo-2,5-dichlorophenyl)-O,O-dimethylphosphorothioate (bromophos) in the rat

Abstract

methylphosphorothioate is absorbed from the intestine of rats. The distribution pattern shows no accumulation. The main excretory route is through the urine. The metabolic detoxification takes place by the hydrolysis of the methyl phosphate and/or the phenyl phosphate bond. Bromophos or its oxygen analog is not found in the urinary excretion products.O -(4 -Bromo -2,5 -dichlorophenyl) -0,0 -dimethylphosphorothioate, common name Bromophos (30), is a new phosphorothioate insecticide (24) of extremely low mammalian toxicity (12).Bromophos is widely used in public health in controlling mosquitoes and flies (2, 3, 15, 16, 22, 26, 31), in crop protection mainly for the control of vegetable root flies (10,11,14,20), and in storage pest control (13,21) as well as in household insecticides. Since Bromophos is also a very effective agent in the veterinary field (6, 7), its fate in mammals is of interest. MethodsPhosphorus3 2-Labeled Bromophos (Bromophos-P32) was synthesized according to Sehring and Zeile (24),

Translocation, penetration, and metabolism of O-(4-bromo-2,5-dichlorophenyl)-O,O-dimethylphosphorothioate (bromophos) in tomato plants

“…This metabolic pattern in plants is identical with that found in rats (Stiasni et al, 1967), except that Bromoxon could not be detected in animals by the usual technique.…”

“…Osray x-ray film (Gevaert, Antwerp, Belgium) was used in autoradiographic studies (Stiasni et al, 1967). The amount of translocated a-P-activity was estimated having regard to the exposure time, by comparing the blackening of treated and untreated material.…”

“…)-0,0-dimethylphosphorothioate (Bromophos) does not act systemically in tomato plants, but penetrates from the surface into the interior of the leaf and also from a nutrient solution into the root. In addition to un-changed Bromophos, dichlorobromophenol was found as a main metabolite, and small amounts of bromoxon, monodesmethylbromophos, dimethyl thionophosphate, and inorganic phosphate were detected.The fate of 0-(4-bromo-2,5-dichlorophenyl)-0,0-dimethylphosphorothioate (Bromophos) was recently investigated in rats (Stiasni et al, 1967). Since this in-CH3°VS _Cl ch3o/ x°_^3hBr Cl secticide is also widely used in plant protection, its behavior in plants was considered of interest.…”

“…The fate of 0-(4-bromo-2,5-dichlorophenyl)-0,0-dimethylphosphorothioate (Bromophos) was recently investigated in rats (Stiasni et al, 1967). Since this in-CH3°VS _Cl ch3o/ x°_^3hBr Cl secticide is also widely used in plant protection, its behavior in plants was considered of interest.…”

Residues of Pesticides and Other Foreign Chemicals in Foods and Feeds / Rückstände von Pesticiden und anderen Fremdstoffen in Nahrungs- und Futtermitteln

“…This is convenient, for example, with combinations of any two of the three radiolabels, H8, Cl4, and P82, or by the use of separate but identical experiments either with C 14 samples separately labeled at different positions in the molecule or with C14 and 8 85 or C14 and Cl36 samples. This procedure has been particularly useful with carbamates, involving carbonyl, N-methyl, and ring or ring-substituent labels (CASIDA 1963, DOROUGH and CASIDA 1964, DOROUGH et al 1963, KRISHNA and CASIDA 1966, KUHR and CASIDA 1967, LEELING and CASIDA 1966, OONNlTHAN and CASIDA 1966, with pyrethroids separately labeled in the acid and alcohol moieties (YAMAMOTO andCASIDA 1966, YAMA-MOTO et al 1968), with organophosphates labeled at the phosphorus, O-alkyl and/or phenolic or enolic moiety positions (BERENDS et al 1959, HODGSON and CASIDA 1962, MENZER and CASIDA 1965, ROGER et al 1964, SMITH et al 1967, STIASNI et al 1967, and with methylenedioxyphenyl synergists labeled in a ring-substituent position in addition to the methylene-C14-dioxy moiety a, ESAAC et al 1968, KUWATSUKA and CASIDA 1965, SCHMIDT and DAHM 1956). …”