Insecticidal, anticholinesterase, and hydrolytic properties of phosphoramidothiolates

Abstract

The insecticidal, anticholinesterase, and hydrolytic properties of a series of phosphoramidothiolates were examined with emphasis on structure-activity relationships. These compounds are surprisingly toxic to houseflies although they are not unusually strong inhibitors of cholinesterase. However, in-hibited cholinesterase does not spontaneously recover

Organophosphate insecticide degradation by non-amended and cupric ion-amended Fenton's reagent in aqueous solution

“…No methamidophos breakdown products were detected by HPLC, but the pungent mercapturic odor released during methamidophos experiments points to methyl mercaptan evolution. Quistad et al (1970) to identify degradation products. Samples were taken during the reaction at times (0.67 hours for methyl parathion and 2 hours for malathion) that allowed sufficient degradation to occur so that breakdown products could be identified.…”

QSAR for Acetylcholinesterase Inhibition and Toxicity of Two Classes of Phosphoramidothioates

“…Chemical structures, AChE inhibition, insecticidal activity and hydrolytic properties of Met analogs were those reported by Quistad et al and presented in Table I [2]. Chemical structures, insecticidal activity and mammalian toxicity of Ace analogs were those reported by Magee and presented in Table I1 [18].…”

Synthesis and bioactivity ofO-ethyl phosphorodiamidates derived from quinazolin-4-ones and either amino acid esters or fatty amines

“…In the amino acid ester derivatives (6)(7)(8)(9)(10)(11)(12)(13)(14), the proton signals of the two ethyl groups are overlapped. However, in fatty amine derivatives (15)(16)(17)(18)(19)(20)(21)(22), the methylene proton signal of the O-ethyl phosphorodiamidates did not interfere with other signals and appeared as a doublet of quartets with coupling constants J H-P ϳ20 Hz and J H-H ϳ6 Hz. Other features of the spectra of the fatty amine derivatives are similar to those of the amino acid derivatives listed in Table 2 except for the presence of a multiplet of the N-CH 2 protons at d ϳ2.9 ppm and a large multiplet at d ϳ1.02 ppm for other aliphatic protons.…”

“…It was found that some formulated organophosphorus pesticides such as chlorpyrifos and sumithion achieved a mosquito larvae mortality level of 90-100% after a period of 48-85 days posttreatment [13]. It was also reported that 4-substituted 3,5-xylenyl diethyl phosphates [14], substituted acetophenone and benzaldehyde O-(diethyl phosphoryl) oxime [15], and some phosphoramidothionates and thiolates [16] have larvicidal activity (LC 50 ) toward mosquito larvae in the ranges 0.62-10, 0.02-10 and 0.7-10 ppm, respectively.…”