Phenthoate is a colorless crystalline substance. Solubility in water is 10 mg/L (25 ?C). It is readily soluble in most organic solvents. Log Kow = 3.69. It is
relatively stable in neutral and acidic aqueous media but decomposed under alkaline conditions.
용도
Phenthoate is an organothiophosphate insecticide used against lepidoptera and houseflies.
정의
ChEBI: An organic thiophosphate that is ethyl mandelate in which the hydroxy group has been replaced by a (dimethoxyphosphorothioyl)sulfanediyl group.
신진 대사 경로
Studies which have measured the degradation of phenthoate in buffered
aqueous solution have shown that it can be hydrolysed at the carboethoxy
group, by cleavage of the P-S and C-S bonds and by demethylation in
addition to oxidative desulfuration to the oxon. Reports on the metabolism
of phenthoate in plants, insects and mammals have shown that the
metabolic products can be largely explained by cleavage of these reactive
groups. P-S and C-S bond cleavage is demonstrated by the formation
of both O,O-dimethyl phosphorothioate and O,O-dimethyl phosphorodithioate.
Metabolism in plants, insects and mammals is similar with
many of the possible metabolites being identified in most species.
Phenthoate carboxylic acid is a major metabolite except in plants where
hydrolysis of the phosphorodithioate moiety predominates. In mammals,
little or none of the activated metabolite, phenthoate oxon, can be
detected, suggesting that the predominant metabolic route is degradative,
wkuch may in part explain the favourable mammalian toxicity of the
compound.
신진 대사
Phenthoate
is degraded by hydrolysis of the carboethoxy moiety.
Demethylation and the cleavage of P?S?C linkages are also important degradation routes. Oxidative desulfuration
to the oxon followed by hydrolysis occurs in animals
and plants.The major metabolites excreted in the urine
and feces are demethyl phenthoate, demethyl phenthoate
acid, demethyl phenthoate oxon, and O,O-dimethyl hydrogen
phosphorodithioate and phosphorothioate. It is rapidly
degraded in soils; DT50 was less than 1 d in both upland
and submerged soil.
