phosmet
phosphorodithioic acid, S-[(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)methyl] O,O-dimethyl ester
Identification
| Name | phosmet |
| IUPAC | 2-(dimethoxyphosphinothioylsulfanylmethyl)isoindole-1,3-dione |
| CAS Number | 732-11-6 |
| EINECS | 211-987-4 |
| FDA UNII | VN04LI540Y |
| Molecular Formula | C11 H12 N O4 P S2 |
| Molecular Weight | 317.32420200 |
| MDL Number | MFCD00055501 |
| Nikkaji Number | J2.108C |
| Beilstein | 264869 |
| XlogP3 | 2.80 (est) |
Regulatory
Physical Properties
| Appearance | white crystalline solid (est) |
| Assay | 95.00 to 100.00 |
| Food Chemicals Codex Listed | No |
| Melting Point | 72.00 °C. @ 760.00 mm Hg |
| Boiling Point | 412.60 °C. @ 760.00 mm Hg (est) |
| Flash Point | 398.00 °F. TCC ( 203.30 °C. ) (est) |
| logP (o/w) | 2.780 |
| Soluble in | water, 24.4 mg/L @ 20 °C (exp) |
No sensory data available
Safety Information
| Oral/Parenteral Toxicity | oral-bird - wild LD50 18 mg/kg |
| Dermal Toxicity | skin-rabbit LD50 > 3160 mg/kg |
| Inhalation Toxicity | inhalation-cat LC50 65 mg/m3/4H |
GHS Classification
['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']
Safety in Use
| Category | herbicides / pesticides |
| Recommendation for phosmet usage levels up to | not for fragrance use. |
| Recommendation for phosmet flavor usage levels up to | not for flavor use. |
No supplier data available
Potential Uses
Natural Occurrence
Synonyms
S-((1,3-
dihydro-1,3-dioxo-2H-isoindol-2-yl)methyl) O,O-dimethy phosphorodithioate
S-((1,3-
dihydro-1,3-dioxo-2H-isoindol-2-yl)methyl) O,O-dimethyl phosphorodithioate
S-((1,3-
dihydro-1,3-dioxo-2H-isoindol-2-yl)methyl)phosphorodithioic acid O,O-dimethyl ester
2-(
dimethoxyphosphinothioylsulfanylmethyl)isoindole-1,3-dione
N-(
dimethoxyphosphinothioylthiomethyl)phthalimide
2-[(
dimethoxythioxophosphinothio)methyl]benzo[c]azoline-1,3-dione
ortho,ortho-
dimethyl phosphorodithioate S-ester with N-(mercaptomethyl) phthalimide
O,O-
dimethyl phosphorodithioate S-ester with N-(mercaptomethyl)phthalimide
O,O-
dimethyl phthalimidomethyl phosphorodithioate
O,O-
dimethyl S-(N-phthalimidomethyl)dithiophosphate
O,O-
dimethyl S-(phthalimididomethyl)phosphorodithioate
O,O-
dimethyl S-(phthalimidomethyl) dithiophosphate
O,O-
dimethyl S-(phthalimidomethyl)dithiophosphate
O,O-
dimethyl S-(phthalimidomethyl)phosphorodithioate
O,O-
dimethyl S-phthalimidomethyl phosphorodithioate
O,O-
dimethyl S-phthalimidomethyl phosphorothionate
(O,O-
dimethyl-phthalimidiomethyl-dithiophosphate)
S-[(1,3-
dioxo-1,3-dihydro-2H-isoindol-2-yl)methyl] O,O-dimethyl dithiophosphate
S-[(1,3-
dioxo-1,3-dihydro-2H-isoindol-2-yl)methyl] O,O-dimethyl phosphorodithioate
S-((1,3-
dioxo-2H-isoindol-2-yl)methyl) O,O-dimethyl phosphorodithioate
N-(
mercaptomethyl)phthalimide S-(O,O-dimethyl phosphorodithioate)
N-(
mercaptomethyl)phthalimide S-(O,O-dimethyl) phosphorodithioate
phosphorodithioic acid O,O-dimethyl ester S-ester with N-(mercaptomethyl) phthalimide
phosphorodithioic acid O,O-dimethyl ester S-ester with N-(mercaptomethyl)phthalimide
phosphorodithioic acid S-((1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)methyl) O,O-dimethyl ester
phosphorodithioic acid S-[(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)methyl] O,O-dimethyl ester
phosphorodithioic acid, O,O-dimethyl ester, S-ester with N-(mercaptomethyl)phthalimide
phosphorodithioic acid, S-((1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)methyl) O,O-dimethyl ester
phosphorodithioic acid, S-((1,3-dihydro-1,3-dioxo-isoindol-2-yl)methyl) O,O-dimethyl ester
phosphorodithioic acid, S-[(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)methyl] O,O-dimethyl ester
phthalimide, N-(mercaptomethyl)-, S-ester with O,O-dimethyl phosphorodithioate
phthalimido O,O-dimethyl phosphorodithioate
phthalimidomethyl O,O-dimethyl phosphorodithioate
phthalimidomethyl-O,O-dimethyl phosphorodithioate
phthalophos
safidon
PubMed:
Determination of organothiophosphorus pesticides in water by liquid chromatography and post-column chemiluminescence with cerium(IV).
PubMed:
Community air monitoring for pesticides-part 2: multiresidue determination of pesticides in air by gas chromatography, gas chromatography-mass spectrometry, and liquid chromatography-mass spectrometry.
PubMed:
Community air monitoring for pesticides. Part 3: using health-based screening levels to evaluate results collected for a year.
PubMed:
Using a hazard quotient to evaluate pesticide residues detected in pollen trapped from honey bees (Apis mellifera) in Connecticut.
PubMed:
Comparative toxicities and synergism of apple orchard pesticides to Apis mellifera (L.) and Osmia cornifrons (Radoszkowski).
PubMed:
Crop pollination exposes honey bees to pesticides which alters their susceptibility to the gut pathogen Nosema ceranae.
PubMed:
Breaking the take home pesticide exposure pathway for agricultural families: workplace predictors of residential contamination.
PubMed:
The influence of insecticides and vegetation in structuring Formica mound ant communities (Hymenoptera: Formicidae) in Maine lowbush blueberry.
PubMed:
Applicability of the new 60 μm polyethylene glycol solid-phase microextraction fiber assembly for the simultaneous analysis of six pesticides in water.
PubMed:
Lethality of reduced-risk insecticides against plum curculio (Coleoptera: Curculionidae) in blueberries, with emphasis on their curative activity.
PubMed:
Surface plasmon resonance sensor for phosmet of agricultural products at the ppt detection level.
PubMed:
Impact of insecticide and fungicide residue contact on plum curculio, Conotrachelus nenuphar (Herbst), mobility and mortality: implications for pest management.
PubMed:
Structure and interactions in fluids of prolate colloidal ellipsoids: comparison between experiment, theory, and simulation.
PubMed:
Field efficacy and application timing of methoxyfenozide, a reduced-risk treatment for control of navel orangeworm (Lepidoptera: Pyralidae) in almond.
PubMed:
Rainfastness of insecticides used to control Japanese beetle in blueberries.
PubMed:
Predictors of exposure to organophosphate pesticides in schoolchildren in the Province of Talca, Chile.
PubMed:
Performance and matrix effect observed in QuEChERS extraction and tandem mass spectrometry analyses of pesticide residues in different target crops.
PubMed:
Effects of the organophosphate insecticides phosmet and chlorpyrifos on trophoblast JEG-3 cell death, proliferation and inflammatory molecule production.
PubMed:
Rainfastness and residual activity of insecticides to control Japanese beetle (Coleoptera: scarabaeidae) in Grapes.
PubMed:
Determination of some organophosphorus pesticides in water and watermelon samples by microextraction prior to high-performance liquid chromatography.
PubMed:
Cross-resistance to insecticides in a malathion-resistant strain of Ceratitis capitata (Diptera: Tephritidae).
PubMed:
Microencapsulated pear ester enhances insecticide efficacy in walnuts for codling moth (Lepidoptera: Tortricidae) and navel orangeworm (Lepidoptera: Pyralidae).
PubMed:
Computational interaction analysis of organophosphorus pesticides with different metabolic proteins in humans.
PubMed:
Heterogeneous reaction of suspended phosmet particles with NO3 radicals.
PubMed:
Organophosphate pesticide exposure and residential proximity to nearby fields: evidence for the drift pathway.
PubMed:
Detections of eleven organophosphorus insecticides and one herbicide threatening Pacific salmonids, Oncorhynchus spp., in California, 1991-2010.
PubMed:
Real-space observation of prolate monolayer-protected Au(38) clusters using aberration-corrected scanning transmission electron microscopy.
PubMed:
Determinants of agricultural pesticide concentrations in carpet dust.
PubMed:
Field evaluation of reduced insecticide spray programs for managing plum curculio, Conotrachelus nenuphar (Coleoptera: Curculionidae), in Alabama peaches.
PubMed:
Activity of broad-spectrum and reduced-risk insecticides on various life stages of cranberry fruitworm (Lepidoptera: Pyralidae) in highbush blueberry.
PubMed:
Application of ultrasound-assisted surfactant-enhanced emulsification microextraction for the determination of some organophosphorus pesticides in water samples.
PubMed:
Harvestman (Opiliones) fauna associated with Maine lowbush blueberry fields in the major production areas of Washington and Hancock counties.
PubMed:
Relevance of an electrochemical process prior to a biological treatment for the removal of an organophosphorous pesticide, phosmet.
PubMed:
Impacts of stage-specific acute pesticide exposure on predicted population structure of the soft-shell clam, Mya arenaria.
PubMed:
Targeting Cydia pomonella (L.) (Lepidoptera: Tortricidae) adults with low-volume applications of insecticides alone and in combination with sex pheromone.
PubMed:
Evaluation of a modified QuEChERS method for the extraction of pesticides from agricultural, ornamental and forestal soils.
PubMed:
Phosmet: O,O-dimethyl S-phthalimidomethyl phospho-rodithio-ate.
PubMed:
Isolation of an isocarbophos-degrading strain of Arthrobacter sp. scl-2 and identification of the degradation pathway.
PubMed:
Curative activity of insecticides on Rhagoletis pomonella (Diptera: Tephritidae) in apples.
PubMed:
Curative activity of insecticides against plum curculio (Coleoptera: Curculionidae) in tart cherries.
PubMed:
Evaluation of multi-walled carbon nanotubes as solid-phase extraction adsorbents of pesticides from agricultural, ornamental and forestal soils.
PubMed:
Use of ultra-high-pressure liquid chromatography-quadrupole time-of-flight MS to discover the presence of pesticide metabolites in food samples.
PubMed:
Susceptibility of an organophosphate resistant strain of the two-spotted spider mite (Tetranychus urticae) to mixtures of bifenazate with organophosphate and carbamate insecticides.
PubMed:
Chemical alternatives to malathion for controlling Ceratitis capitata (Diptera: Tephritidae), and their side effects on natural enemies in Spanish citrus orchards.
PubMed:
Hapten synthesis and enzyme-linked immunosorbent assay for phosmet residues: assay optimization and investigation of matrix effects from different food samples.
PubMed:
Influence of avian reproduction ecotoxicological endpoints in the assessment of plant protection products.
PubMed:
Oxidation of selected organophosphate pesticides during chlorination of simulated drinking water.
PubMed:
Effects of mating disruption treatments on navel orangeworm (Lepidoptera: Pyralidae) sexual communication and damage in almonds and pistachios.
PubMed:
Dialkylphosphates (DAPs) in fruits and vegetables may confound biomonitoring in organophosphorus insecticide exposure and risk assessment.
PubMed:
Toxicity of insecticides to Halyomorpha halys (Hemiptera: Pentatomidae) using glass-vial bioassays.
PubMed:
Synthesis of three haptens for the class-specific immunoassay of O,O-dimethyl organophosphorus pesticides and effect of hapten heterology on immunoassay sensitivity.
PubMed:
Resistance of codling moth, Cydia pomonella (L.) (Lepidoptera: Tortricidae), larvae in Michigan to insecticides with different modes of action and the impact on field residual activity.
PubMed:
Performance of two monoclonal immunoassays in mixtures of cross-reacting dithiophosphorus pesticides.
PubMed:
Effects of postharvest preparation on organophosphate insecticide residues in apples.
PubMed:
Microbial degradation of phosmet on blueberry fruit and in aqueous systems by indigenous bacterial flora on lowbush blueberries (Vaccinium angustifolium).
PubMed:
Determination of phosmet and its metabolites in olives by matrix solid-phase dispersion and gas chromatography-mass spectrometry.
PubMed:
Laboratory studies to elucidate the residual toxicity of eight insecticides to Anystis baccarum (Acari: Anystidae).
PubMed:
Effects of the insecticide phosmet on solitary bee foraging and nesting in orchards of Capitol Reef National Park, Utah.
PubMed:
[Determination of organic phosphorus pesticide residues in scallion by gas chromatography coupled with microwave clean-up].
PubMed:
Ovicidal and larvicidal effectiveness of insecticides applied by dipping apples on the small fruit tortrix Grapholita lobarzewskii.
PubMed:
Comparative susceptibility of sweetpotato weevil (Coleoptera: Brentidae) to selected insecticides.
PubMed:
Evaluation of chemical and photochemical oxidation processes for degradation of phosmet on lowbush blueberries (Vaccinium angustifolium).
PubMed:
Determination of several pesticides in water by solid-phase extraction, liquid chromatography and electrospray tandem mass spectrometry.
PubMed:
Organophosphate pesticide exposure and neurobehavioral performance in agricultural and non-agricultural Hispanic workers.
PubMed:
Chronic toxic neuropathy after organophosphorus poisoning in quails (Coturnix coturnix japponica).
PubMed:
Organophosphate levels in apple composites and individual apples from a treated Canadian orchard.
PubMed:
Effects of topical phosmet on fur residue and cholinesterase activity of dogs.
PubMed:
Comparative effectiveness of different insecticides for organic management of blueberry maggot (Diptera: Tephritidae).
PubMed:
Photodegradation of phosmet in wool wax models and on sheep wool: determination of wool wax bound phosmet by means of isotope ratio mass spectrometry.
PubMed:
IPM-compatibility of foliar insecticides for citrus: indices derived from toxicity to beneficial insects from four orders.
PubMed:
Photodegradation chemistry of the insecticide phosmet in lipid models and in the presence of wool wax, employing a 15N-labeled compound.
PubMed:
Modeling the dietary pesticide exposures of young children.
PubMed:
Organophosphorous and organochlorine pesticides affect human placental phosphoinositides metabolism and PI-4 kinase activity.
PubMed:
Microsomal transformation of organophosphorus pesticides by white rot fungi.
PubMed:
Photolysis experiments on phosmet, an organophosphorus insecticide.
PubMed:
Management of insecticide resistance in Oriental fruit moth (Grapholita molesta; Lepidoptera: Tortricidae) populations from Ontario.
PubMed:
Effect of pesticide use in fruit production orchards on shallow ground water.
PubMed:
The effects of acute pesticide exposure on neuroblastoma cells chronically exposed to diazinon.
PubMed:
Sorption and degradation characteristics of phosmet in two contrasting Australian soils.
PubMed:
Studies on the putative interactions between the organophosphorus insecticide Phosmet and recombinant mouse PrP and its implication in the BSE epidemic.
PubMed:
Identification of an opd (organophosphate degradation) gene in an Agrobacterium isolate.
PubMed:
Children's exposure to chlorpyrifos and parathion in an agricultural community in central Washington State.
PubMed:
Size exclusion chromatographic cleanup for GC/MS determination of organophosphorus pesticide residues in household and vehicle dust.
PubMed:
Assessment of organophosphorous pesticide exposures in the diets of preschool children in Washington State.
PubMed:
Gas chromatography with pulsed flame photometric detection multiresidue method for organophosphate pesticide and metabolite residues at the parts-per-billion level in representatives commodities of fruits and vegetable crop groups.
PubMed:
Farmer's research goes against the grain.
PubMed:
Spider fauna in apple ecosystem of western Oregon and its field susceptibility to chemical and microbial insecticides.
PubMed:
Correlated insecticide cross-resistance in azinphosmethyl resistant codling moth (Lepidoptera: Tortricidae).
PubMed:
Comparison of pheromone-mediated mating disruption and conventional insecticides for management of tufted apple bud moth (Lepidoptera: Tortricidae).
PubMed:
A comparison of mutation spectra detected by the Escherichia coli lac(+) reversion assay and the Salmonella typhimurium his(+) reversion assay.
PubMed:
Stability of organophosphorus insecticides on graphitized carbon black extraction cartridges used for large volumes of surface water.
PubMed:
Biologically based pesticide dose estimates for children in an agricultural community.
PubMed:
Effects of five insecticides used in apple orchards on Hyaliodes vitripennis (Say) (Hemiptera: Miridae).
PubMed:
Pesticide residues on fruits and vegetables from Ontario, Canada, 1991-1995.
PubMed:
Development of monoclonal ELISAs for azinphos-methyl. 2. Assay optimization and water sample analysis.
PubMed:
Development of monoclonal ELISAs for azinphos-methyl. 1. Hapten synthesis and antibody production.
PubMed:
Neurotoxic potential of six organophosphorus compounds in adult hens.
PubMed:
Exposure of farmers to phosmet, a swine insecticide.
PubMed:
Phosmet induces up-regulation of surface levels of the cellular prion protein.
PubMed:
High-dose exposure to systemic phosmet insecticide modifies the phosphatidylinositol anchor on the prion protein: the origins of new variant transmissible spongiform encephalopathies?
PubMed:
Biological monitoring of organophosphorus pesticide exposure among children of agricultural workers in central Washington State.
PubMed:
Evaluation of organophosphorus pesticide residues in citrus fruits from the Valencian community (Spain).
PubMed:
[Studies on the stability of 89 pesticides in organic solvent].
PubMed:
S-methylation of O,O-dialkyl phosphorodithioic acids: O,O,S-trimethyl phosphorodithioate and phosphorothiolate as metabolites of dimethoate in mice.
PubMed:
The UK epidemic of BSE: slow virus or chronic pesticide-initiated modification of the prion protein? Part 2: An epidemiological perspective.
PubMed:
Matrix solid-phase dispersion extraction procedure for multiresidue pesticide analysis in oranges.
PubMed:
Pesticides in household dust and soil: exposure pathways for children of agricultural families.
PubMed:
Sequencing and analysis of the prolate-headed lactococcal bacteriophage c2 genome and identification of the structural genes.
PubMed:
Evaluation of an in vitro method for acaricidal effect. Activity of parathion, phosmet and phoxim against Sarcoptes scabiei.
PubMed:
Phosphoinositide phosphorylation and shape changes produced by phosmet-oxon in human erythrocytes.
PubMed:
Mutagenic activity of phosmet, the active component of the organophosphorus insecticide Decemtione EK 20 in Salmonella and Saccharomyces assays.
PubMed:
Percutaneous absorption of organophosphorus insecticides in pigs--the influence of different vehicles.
PubMed:
Carcinogenic potential of some pesticides in a medium-term multi-organ bioassay in rats.
PubMed:
Pathophysiological studies of neuromuscular function in subacute organophosphate poisoning induced by phosmet.
PubMed:
Toxic epidermal necrolysis associated with flea dips.
PubMed:
Decemtione (Imidan)-induced single-strand breaks to human DNA, mutations at the hgprt locus of V79 cells, and morphological transformations of embryo cells.
PubMed:
A rapid in vivo bioassay for the carcinogenicity of pesticides.
PubMed:
Treatment and control of sarcoptic mange: evaluation of treatment of both the pigs and environment.
PubMed:
Use of glycopyrrolate and atropine in acute organophosphorus poisoning.
PubMed:
Effect of DNOC, Ferbam and Imidan exposure on mouse sperm morphology.
PubMed:
Monitoring Ontario-grown apples for pest control chemicals used in their production, 1978-86.
PubMed:
[Estrogenic effect of phosmet on the uterus of neonatal rats].
PubMed:
[The effect of silymarin on gluconeogenesis in the liver of rats after damage due to phosmet].
PubMed:
[Morphologic changes in sperm in experimental mice after the administration of phosmet and mancozeb].
PubMed:
Leads from the MMWR. Organophosphate toxicity associated with flea-dip products--California.
PubMed:
Organophosphate toxicity associated with flea-dip products--California.
PubMed:
Treatment of pig mange.
PubMed:
Determination of phosmet by high-performance liquid chromatography.
PubMed:
Immunoblastic lymphoma and cholangiocarcinoma in a cat.
PubMed:
Simplified cleanup and gas chromatographic determination of organophosphorus pesticides in crops.
PubMed:
Prolate pour-ons for the control of sarcoptic and chorioptic mange in cattle.
PubMed:
Phosmet residues in an orchard and adjacent recreational area.
PubMed:
On the mechanism of acute toxicity of phosmet.
PubMed:
The control of lice on domestic livestock.
PubMed:
Phosmet for the systemic control of pig mange in growing pigs.
PubMed:
A comparative study of guanine N7-alkylation in mice in vivo by the organophosphorus insecticides trichlorphon, dimethoate, phosmet and bromophos.
PubMed:
Comparison of measurement of dialkyl phosphates in milk/urine and blood cholinesterase and insecticide concentrations in goats exposed to the organophosphate insecticide, imidan.
PubMed:
Phosmet residues in milk following treatment of dairy cows for warble-fly.
PubMed:
Systemic control of pig mange.
PubMed:
[Attempts at time-related control of bovine hypodermiasis at scattered or grouped farms].
PubMed:
Phosmet for the systemic control of pig mange.
PubMed:
[Influence of phthalophos on the permeability of artificial lipid membranes to water].
PubMed:
Combined treatment of cattle with the anthelmintic levamisole and prolate warble dressings.
PubMed:
The efficacy of phosmet as a "pour-on" for the control of long-nosed sucking lice (Linognathus vituli) on cattle.
PubMed:
[Effect of mixed function oxidases on phthalophos transformation in rat liver].
PubMed:
Systemic activity of coumaphos, famphur, crufomate, ronnel, and phosmet given orally to hens for control of the northern fowl mite, Ornitbonyssus sulviarum (Canestrini and Fanzago).
PubMed:
Efficacy of spring warble treatment.
PubMed:
[Embryotoxicity and teratogenicity of phosmet in mice].
PubMed:
[Spectrophotometric analysis of sayphos, phosalone and phthalophos in study of the liver].
PubMed:
[Embryotoxic action of phthalophos].
PubMed:
[Synergism of selected pesticides. 1. Acute oral toxicity in combined administration].
PubMed:
Isolation and concentration of organophosphorus pesticides from drinking water at the ng/L level, using macroreticular resin.
PubMed:
Evaluation of phosmet for the control of the common scabies mite on cattle.
PubMed:
[Effect of phthalophos on embryogenesis and its metabolism in the body of white rats and their embryos].
PubMed:
Paramite dip for control of sarcoptic mange on dogs.
PubMed:
[Mutagenic effect of several pesticides on durum spring wheat].
PubMed:
Phosmet as a warble control agent.
PubMed:
[Effect of dipyroxime on the concentration of nicotinamide coenzymes and adenylate nucleotides in the myocardium and liver of rats poisoned with phthalophos].
PubMed:
[Diagnosis of phthalophos poisonings of fish].
PubMed:
[Cytogenetic activity of the pesticides phthalophos, chlorophos and gardona in a culture of human lymphocytes].
PubMed:
Metabolic and toxic behavior of phthalimide derivates. I. Fate of imidan in the fetus.
PubMed:
Studies on Parafilaria bovicola (Tubangui 1934). 1. Clinical observations and chemotherapy.
PubMed:
Experimental study of the effect of a series of phosphoroorganic pesticides (Dipterex and Imidan) on embryogenesis.
PubMed:
Developmental toxicity in the rat after ingestion or gavage of organophosphate pesticides (Dipterex, Imidan) during pregnancy.
PubMed:
[Effect of phthalophos on chick embryos].