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folpet
1H-isoindole-1,3(2H)-dione, 2-[(trichloromethyl)thio]-

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Name:2-(trichloromethylsulfanyl)isoindole-1,3-dione
CAS Number: 133-07-3Picture of molecule3D/inchi
Other(deleted CASRN):1135442-81-7
ECHA EINECS - REACH Pre-Reg:205-088-6
FDA UNII: X5NFK36917
Nikkaji Web:J2.948C
Beilstein Number:0193373
MDL:MFCD00047303
XlogP3:2.80 (est)
Molecular Weight:296.55728000
Formula:C9 H4 Cl3 N O2 S
BioActivity Summary:listing
NMR Predictor:Predict (works with chrome, Edge or firefox)
Category:herbicides / pesticides
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
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Google Patents:Search
US Patents:Search
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PubMed:Search
NCBI:Search
 
Physical Properties:
Appearance:white crystals (est)
Assay: 95.00 to 100.00
Food Chemicals Codex Listed: No
Melting Point: 177.00 °C. @ 760.00 mm Hg
Boiling Point: 333.80 °C. @ 760.00 mm Hg (est)
Vapor Pressure:2.100000 mmHg @ 25.00 °C. (est)
Flash Point: 312.00 °F. TCC ( 155.70 °C. ) (est)
logP (o/w): 2.850
Soluble in:
 water, 0.8 mg/L @ 25 °C (exp)
 water, 47.35 mg/L @ 25 °C (est)
 
Organoleptic Properties:
Odor and/or flavor descriptions from others (if found).
 
Cosmetic Information:
None found
 
Suppliers:
BOC Sciences
For experimental / research use only.
N-(trichloromethylthio)phthalimide 95%
Odor: characteristic
Use: Agricultural fungicide.
Sigma-Aldrich
For experimental / research use only.
Folpet PESTANAL®, analytical standard
 
Safety Information:
 
Hazards identification
 
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
 
Pictogram
 
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
intraperitoneal-mouse LD50 80 mg/kg
BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
Acta Biologica et Medica Germanica. Vol. 7, Pg. 502, 1961.

oral-mouse LD50 1546 mg/kg
Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 18(5), Pg. 50, 1974.

unreported-mouse LD50 750 mg/kg
Acta Biologica et Medica Germanica. Vol. 1, Pg. 450, 1958.

oral-rabbit LD50 1115 mg/kg
Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 18(5), Pg. 50, 1974.

intraperitoneal-rat LD50 68400 ug/kg
Journal of Toxicology and Environmental Health. Vol. 9, Pg. 867, 1982.

oral-rat LD50 2636 mg/kg
BEHAVIORAL: ATAXIA BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) BEHAVIORAL: TREMOR
National Technical Information Service. Vol. OTS0533649-9

unreported-rat LD50 > 10000 mg/kg
Residue Reviews. Vol. 36, Pg. 240, 1971.

Dermal Toxicity:
skin-mouse LDLo 5000 mg/kg
Journal of the American College of Toxicology. Vol. 9, Pg. 642, 1991.

skin-rabbit LD50 > 22600 mg/kg
Pesticide Manual. Vol. 9, Pg. 431, 1991.

Inhalation Toxicity:
inhalation-mouse LC50 > 6000 mg/m3/2H
Toxicology and Applied Pharmacology. Vol. 45, Pg. 320, 1978.

inhalation-rat LC50 > 5000 mg/m3/2H
Toxicology and Applied Pharmacology. Vol. 45, Pg. 320, 1978.

 
Safety in Use Information:
Category:
herbicides / pesticides
Recommendation for folpet usage levels up to:
 not for fragrance use.
 
Recommendation for folpet flavor usage levels up to:
 not for flavor use.
 
Safety References:
European Food Safety Authority (EFSA) reference(s):

Reasoned opinion on the modification of the existing MRL for folpet in table grapes
View page or View pdf

Reasoned opinion on the review of the existing maximum residue levels (MRLs) for folpet according to Article 12 of Regulation (EC) No 396/2005
View page or View pdf

Retrospective analysis of the immunotoxic effects of plant protection products as reported in the Draft Assessment Reports for their peer review at EU level
View page or View pdf

Modification of the existing maximum residue levels for folpet in apples and pears
View page or View pdf

Modification of the existing maximum residue levels for folpet in barley, oat, rye and wheat
View page or View pdf

EPI System: View
EPA-Iris:IRIS
NIOSH International Chemical Safety Cards:search
Chemical Carcinogenesis Research Information System:Search
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
Carcinogenic Potency Database:Search
EPA GENetic TOXicology:Search
EPA Substance Registry Services (TSCA):133-07-3
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :8607
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:2
2-(trichloromethylsulfanyl)isoindole-1,3-dione
Chemidplus:0000133073
EPA/NOAA CAMEO:hazardous materials
RTECS:133-07-3
 
References:
 2-(trichloromethylsulfanyl)isoindole-1,3-dione
NIST Chemistry WebBook:Search Inchi
Canada Domestic Sub. List:133-07-3
Pubchem (cid):8607
Pubchem (sid):134974410
 
Other Information:
(IUPAC):Atomic Weights of the Elements 2011 (pdf)
Videos:The Periodic Table of Videos
tgsc:Atomic Weights use for this web site
(IUPAC):Periodic Table of the Elements
CHEBI:View
CHEMBL:View
KEGG (GenomeNet):C18860
HMDB (The Human Metabolome Database):HMDB31792
FooDB:FDB008465
ChemSpider:View
Wikipedia:View
Formulations/Preparations:
•usepaopp pesticide code 081601; trade names: phaltan; folpan; folpex. •dusts, flowable, wettable granule, wettable powder. •premix partners: benalaxyl; benalaxyl-m; copper hydroxide; copper sulfate; cymoxanil; dimethomorph; fosetyl-aluminum; mancozeb; metalaxyl-m; oxadixyl; prochloraz; propioconazole; triadimenol; valifenalate. •technical grade: 88%. liquid ready-to-use 0.3 to 0.7%; wettable powder 44 to 50%. •folpet is added to paint, stains, and caulking compounds in manufacturing settings using a variety of techniques, such as open pouring and pump-metering. folpet containing paint is subsequently applied with handheld painting equipment (e.g., paint brush, roller, compressed-air sprayer, or airless sprayer). •semi-transparent wood preservative stain a14t5 (sherwin williams co., the): folpet 0.66%, bis(tributyltin) oxide 0.34%. •fungitrol 11-50s fungicide (international specialty products): folpet 48%. •olympic clear wood preservative (ppg architectural finishes, inc.): folpet 0.5%, bis(tributyltin) oxide 0.5%. •clear wood preservative (ppg architectural finishes, inc.): folpet 0.5%, 3-lodo-2-propynyl butylcarbamate 0.5%. •folpan folpet technical (makhteshim chemical works ltd): folpet 95.9%. •folpan 50% w.p. (makhteshim chemical works ltd): folpet 50%. •csi folpet technical (control solutions, inc.): folpet 95.9%. •folpan 50w (makhteshim-agan of north america, inc.): folpet 50%. •folpan 80 wdg (makhteshim-agan of north america, inc.): folpet 80%. •folpan 80 wdg industrial (makhteshim-agan of north america, inc.): folpet 80%. •folpan industrial e (makhteshim-agan of north america, inc.): folpet 95.9%. •folpan industrial p (makhteshim-agan of north america, inc.): folpet 95.9%. •folpan industrial bg (makhteshim-agan of north america, inc.): folpet 95%.
 
Potential Blenders and core components note
None Found
 
Potential Uses:
None Found
 
Occurrence (nature, food, other):note
 not found in nature
 
Synonyms:
 faltex
 folnit
 folpan
 folpel
 fungitrol
1H-isoindole-1,3(2H)-dione, 2-((trichloromethyl)thio)-
1H-isoindole-1,3(2H)-dione, 2-[(trichloromethyl)thio]-
 intercide TMP
 murphy's rose fungicide
 ortho phaltan 50W
 orthophaltan
 phaltan
 phthalimide, N-((trichloromethyl)thio)-
 phthalimide, N-[(trichloromethyl)thio]-
 spolacid
 thiophal
2-[(trichlormethyl)sulfanyl]-1H-isoindol-1,3(2H)-dion
N-(trichlormethylthio)phthalimide
N-(trichloromethanesulphenyl)phthalimide
2-[(trichloromethyl)sulfanyl]-1H-isoindole-1,3(2H)-dione
2-((trichloromethyl)thio)-1H-isoindole-1,3(2H)-dione
2-((trichloromethyl)thio)isoindoline-1,3-dione
2-[(trichloromethyl)thio]-1H-isoindole-1,3(2H)-dione
N-(trichloromethylmercapto)phthalimide
2-(trichloromethylsulfanyl)isoindole-1,3-dione
N-(trichloromethylthio)phthalimide
N-trichloromethylthiophthalimide
 troysan anti-mildew O
 vinicoll
 

Articles:

PubMed:Levels and determinants of pesticide exposure in re-entry workers in vineyards: Results of the PESTEXPO study.
PubMed:Aldehyde dehydrogenase variation enhances effect of pesticides associated with Parkinson disease.
PubMed:Implementing the contamination prevention programs in the pesticide industry by infrared spectroscopy.
PubMed:A new alternative method for testing skin irritation using a human skin model: a pilot study.
PubMed:Pesticide residues in berries harvested from South-Eastern Poland (2009-2011).
PubMed:Development and validation of a method for the determination of 159 pesticide residues in tobacco by gas chromatography-tandem mass spectrometry.
PubMed:Heterogeneous ozonolysis of folpet and dimethomorph: a kinetic and mechanistic study.
PubMed:Extraction of imide fungicides in water and juice samples using magnetic graphene nanoparticles as adsorbent followed by their determination with gas chromatography and electron capture detection.
PubMed:Degradation of metalaxyl and folpet by filamentous fungi isolated from Portuguese (Alentejo) vineyard soils.
PubMed:Effects of temperature and purity of magnesium sulfate during extraction of pesticide residues using the QuEChERS method.
PubMed:Levels and determinants of pesticide exposure in operators involved in treatment of vineyards: results of the PESTEXPO Study.
PubMed:A multi-residue method for pesticides analysis in green coffee beans using gas chromatography-negative chemical ionization mass spectrometry in selective ion monitoring mode.
PubMed:Exploiting the lithiation-directing ability of oxetane for the regioselective preparation of functionalized 2-aryloxetane scaffolds under mild conditions.
PubMed:A detailed urinary excretion time course study of captan and folpet biomarkers in workers for the estimation of dose, main route-of-entry and most appropriate sampling and analysis strategies.
PubMed:[Pesticides].
PubMed:Toxicokinetic modeling of folpet fungicide and its ring-biomarkers of exposure in humans.
PubMed:Folpet-induced short term cytotoxic and proliferative changes in the mouse duodenum.
PubMed:Multipesticide residue analysis in maize combining acetonitrile-based extraction with dispersive liquid-liquid microextraction followed by gas chromatography-mass spectrometry.
PubMed:Multiresidue determination of 160 pesticides in wines employing mixed-mode dispersive-solid phase extraction and gas chromatography-tandem mass spectrometry.
PubMed:Snails as indicators of pesticide drift, deposit, transfer and effects in the vineyard.
PubMed:Groundwater from infiltration galleries used for small public water supply systems: contamination with pesticides and endocrine disruptors.
PubMed:Determination of 40 currently used pesticides in airborne particulate matter (PM 10) by microwave-assisted extraction and gas chromatography coupled to triple quadrupole mass spectrometry.
PubMed:Qualitative aspects in the analysis of pesticide residues in fruits and vegetables using fast, low-pressure gas chromatography-time-of-flight mass spectrometry.
PubMed:Toxicokinetics of captan and folpet biomarkers in dermally exposed volunteers.
PubMed:Toxicokinetics of captan and folpet biomarkers in orally exposed volunteers.
PubMed:Gas-chromatography mass-spectrometry determination of phthalic acid in human urine as a biomarker of folpet exposure.
PubMed:Chiral separation of metalaxyl and benalaxyl fungicides by electrokinetic chromatography and determination of enantiomeric impurities.
PubMed:Liquid chromatography-tandem mass spectrometry (LC/APCI-MS/MS) methods for the quantification of captan and folpet phthalimide metabolites in human plasma and urine.
PubMed:Air pollutants formed in thermal decomposition of folpet fungicide under oxidative conditions.
PubMed:Genetic toxicology of folpet and captan.
PubMed:Carcinogenic mode of action of folpet in mice and evaluation of its relevance to humans.
PubMed:The effects of fungicides on non-target mites can be mediated by plant pathogens.
PubMed:Comparison of QuEChERS sample preparation methods for the analysis of pesticide residues in fruits and vegetables.
PubMed:Multiresidue analysis of 50 pesticides in grape, pomegranate, and mango by gas chromatography-ion trap mass spectrometry.
PubMed:Solid-phase extraction followed by dispersive liquid-liquid microextraction for the sensitive determination of selected fungicides in wine.
PubMed:A survey of antifoulants in sediments from Ports and Marinas along the French Mediterranean coast.
PubMed:Analysis of captan, folpet, and captafol in apples by dispersive liquid-liquid microextraction combined with gas chromatography.
PubMed:Cytotoxicity of folpet fungicide on human bronchial epithelial cells.
PubMed:Pesticide residues in grapes from vineyards included in integrated pest management in Slovenia.
PubMed:Quantification methods of folpet degradation products in plasma with HPLC-UV/DAD: application to an in vivo toxicokinetic study in rats.
PubMed:Suitability of two laboratory testing methods to evaluate the side effects of pesticides on Typhlodromus pyri Scheuten (Acari: Phytoseiidae).
PubMed:Physicochemical characteristics and bronchial epithelial cell cytotoxicity of Folpan 80 WG(R) and Myco 500(R), two commercial forms of folpet.
PubMed:Seasonal distributions of fungicides in soils and sediments of a small river basin partially devoted to vineyards.
PubMed:[Simultaneous determination of captan and folpet pesticide residues in apples by solid-phase extraction and high performance liquid chromatography].
PubMed:Multiresidue pesticide analysis of the medicinal plant Origanum syriacum.
PubMed:[Susceptibility of Trichogramma pretiosum Riley (Hymenoptera: Trichogrammatidae) adults to fungicides used to control apple diseases].
PubMed:Large volume cold on-column injection for gas chromatography-negative chemical ionization-mass spectrometry analysis of selected pesticides in air samples.
PubMed:Assessment of QoI resistance in Plasmopara viticola oospores.
PubMed:Residue determination of captan and folpet in vegetable samples by gas chromatography/negative chemical ionization-mass spectrometry.
PubMed:Residue levels of captan and trichlorfon in field-treated kaki fruits, individual versus composite samples, and after household processing.
PubMed:Effect of dose rate and mixtures of fungicides on selection for QoI resistance in populations of Plasmopara viticola.
PubMed:Quality and safety assessment of ginseng extracts by determination of the contents of pesticides and metals.
PubMed:Use of buffering and other means to improve results of problematic pesticides in a fast and easy method for residue analysis of fruits and vegetables.
PubMed:Side effects of mancozeb on Typhlodromus pyri (Acari: Phytoseiidae) in vineyards: results of multi-year field trials and a laboratory study.
PubMed:Evaluation of common organic solvents for gas chromatographic analysis and stability of multiclass pesticide residues.
PubMed:Activity of some chemicals in the control of Botrytis cinerea on roses.
PubMed:Phytotoxicity of diuron alone and in combination with copper or folpet on duckweed (Lemna minor).
PubMed:Multiresidue method using SPME for the determination of various pesticides with different volatility in confined atmospheres.
PubMed:Multiresidue method for the determination of pesticides in Korean domestic crops by gas chromatography/mass selective detection.
PubMed:Folpet permeation through nitrile gloves.
PubMed:Cell-cycle deregulation in BALB/c 3T3 cells transformed by 1,2-dibromoethane and folpet pesticides.
PubMed:Coupling solid-phase microextraction and high-performance liquid chromatography for direct and sensitive determination of halogenated fungicides in wine.
PubMed:Contemporary-use pesticides in personal air samples during pregnancy and blood samples at delivery among urban minority mothers and newborns.
PubMed:Induction of hsp70 in transgenic Drosophila: biomarker of exposure against phthalimide group of chemicals.
PubMed:A multi-analyte method for the quantification of contemporary pesticides in human serum and plasma using high-resolution mass spectrometry.
PubMed:The effect of simulated rain on folpet and mancozeb residues on grapes and on vine leaves.
PubMed:Resolution by polarographic techniques of the ternary mixture of captan, captafol and folpet by using PLS calibration and artificial neuronal networks.
PubMed:Development of a SPME-GC-ECD methodology for selected pesticides in must and wine samples.
PubMed:Monitoring of antifouling agents in water samples by on-line solid-phase extraction-liquid chromatography-atmospheric pressure chemical ionization mass spectrometry.
PubMed:Rapid determination of fungicides in fruit juices by micellar electrokinetic chromatography: use of organic modifiers to enhance selectivity and on-column high-salt stacking to improve sensitivity.
PubMed:Determination of fungicides in natural waters using solid-phase microextraction and gas chromatography coupled with electron-capture and mass spectrometric detection.
PubMed:Making best use of available residue data for acute intake assessment.
PubMed:Distribution of folpet on the grape surface after treatment.
PubMed:Analysis of pesticide residues in matrices with high lipid contents by membrane separation coupled on-line to a high-performance liquid chromatography system.
PubMed:2-trichloromethylthio-1H-isoindole-1,3(2H)-dione (Folpet).
PubMed:Concentrations of phthalate esters and identification of other additives in PVC children's toys.
PubMed:Ascorbate and glutathione contents in duckweed, Lemna minor, as biomarkers of the stress generated by copper, folpet and diuron.
PubMed:Cancer risk assessment of direct acting carcinogens.
PubMed:Chloropicrin dechlorination in relation to toxic action.
PubMed:Multiresidue determination of 19 fungicides in processed fruits and vegetables by capillary gas chromatography after gel permeation chromatography.
PubMed:Solid phase microextraction of pesticide residues from strawberries.
PubMed:Inhibition of eleven mutagens by various tea extracts, (-)epigallocatechin-3-gallate, gallic acid and caffeine.
PubMed:Allergic contact and photoallergic contact dermatitis to plant and pesticide allergens.
PubMed:Toxic responses and catalase activity of Lemna minor L. Exposed to folpet, copper, and their combination.
PubMed:Comparative investigation on the mutagenicities of organophosphate, phthalimide, pyrethroid and carbamate insecticides by the Ames and lactam tests.
PubMed:Evaluation of multiwavelength chromatograms for the quantification of mixtures of pesticides by high-performance liquid chromatography-diode array detection with multivariate calibration.
PubMed:Prevalence of dermatoses and skin sensitisation associated with use of pesticides in fruit farmers of southern Taiwan.
PubMed:Transgenic strains of the nematode C. elegans in biomonitoring and toxicology: effects of captan and related compounds on the stress response.
PubMed:Matrix solid-phase dispersion extraction procedure for multiresidue pesticide analysis in oranges.
PubMed:Transformation of BALB/c 3T3 cells in vitro by the fungicides captan, captafol and folpet.
PubMed:[Twenty-eight days repeated dose toxicity test of N-(fluorodichloromethylthio)phthalimide in rats].
PubMed:Application of solid-phase partition cartridges in the determination of fungicide residues in vegetable samples.
PubMed:Carcinogenic potential of some pesticides in a medium-term multi-organ bioassay in rats.
PubMed:Evaluation of the carcinogenic potential of pesticides. 4. Chloroalkylthiodicarboximide compounds with fungicidal activity.
PubMed:Safety/risk assessment of pesticides: principles, procedures and examples.
PubMed:The Ca(2+)-transport-ATPase of human erythrocytes as an in vitro toxicity test system--acute effects of some chlorinated compounds.
PubMed:Gas chromatographic determination of captan, folpet, and captafol residues in tomatoes, cucumbers, and apples using a wide-bore capillary column: interlaboratory study.
PubMed:A rapid in vivo bioassay for the carcinogenicity of pesticides.
PubMed:Induction of gastrointestinal tumors in mice fed the fungicide folpet: possible mechanisms.
PubMed:Comparative studies of the effects on liver and liver microsomal drug-metabolizing enzyme system by the fungicides captan, captafol and folpet in rats.
PubMed:Influence of bacterial growth of the overnight culture on the captan- and folpet-induced reversion in the Ames test.
PubMed:Mutagenic evaluation of the pesticides captan, folpet, captafol, dichlofluanid and related compounds with the mutants TA102 and TA104 of Salmonella typhimurium.
PubMed:Degradation behavior of captan and folpet on greenhouse tomatoes.
PubMed:Residues of captan and folpet on greenhouse tomatoes with emphasis on the effect of storing, washing, and cooking on their removal.
PubMed:Irritation and sensitization potential of pesticides.
PubMed:Rapid titrimetric method for the determination of captan and folpet in fungicide formulations.
PubMed:Comparison of the penetration of 14 pesticides through the skin of young and adult rats.
PubMed:Evaluation of the genetic activity profiles of 65 pesticides.
PubMed:A test series for pesticide dermatitis.
PubMed:Residues of captan and folpet in strawberries and grapes.
PubMed:Determination of captan, folpet, and captafol in fruits and vegetables, using two multiresidue methods.
PubMed:Clastogenic and physiological response of chromosomes to nine pesticides in the Vicia faba in vivo root tip assay system.
PubMed:[Late sequelae of prolonged phthalan exposure].
PubMed:Hepatotoxicity of orally and intraperitoneally administered folpet in male rats.
PubMed:High-pressure liquid chromatographic determination of captan, captafol, and folpet residues in plant material.
PubMed:Cytotoxicity and mutagenicity of the fungicides captan and folpet in cultured mammalian cells CHO/HGPRT system).
PubMed:Effect of human gastric juice on the mutagenicity of chemicals.
PubMed:Metabolic activation and deactivation of mutagens and carcinogens.
PubMed:[Use of fungi as a biological test for determination of fungicide residues in plant material. II. Determination of benomyl, dichlofluanide, folpet, captane, carbendazyme, methyl thiophanate and thiram in fruit, vegetables and champignons].
PubMed:Teratogenicity of the fungicides captan and folpet in the chick embryo.
PubMed:Effect of fungicide Folpet on growth and chromosomes of human lymphoid cell lines.
PubMed:Mutagenicity screening of pesticides in the microbial system.
PubMed:Mutagenicity studies with captan, captofol, folpet and thalidomide.
PubMed:Mutagenicity tests with captan and folpet in Drosophila melanogaster.
PubMed:Fungicide residues. II. The simultaneous determination of residues of folpet, captan and captafol in selected fruits by gas chromatography.
PubMed:Dominant lethal assay. II. Folpet and Difolatan.
PubMed:Action of the fungicides captan and folpet on rat liver mitochondria.
PubMed:An investigation into the teratogenic potential of captan, folpet, and Difolatan in nonhuman primates.
PubMed:An investigation of the teratogenic potential of captan, folpet, and difolatan.
PubMed:Reactions of captan and folpet with thiols.
 
Notes:
russian cpd. Agricultural fungicide
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