pyridaben
3(2H)-pyridazinone, 4-chloro-2-(1,1-dimethylethyl)-5-(((4-(1,1-dimethylethyl)phenyl)methyl)thio)-
 
Notes:
None found
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CAS Number: 96489-71-3Picture of molecule3D/inchi
ECHA ELINCS - REACH Pre-Reg: 405-700-3
FDA UNII: 2E4JBA5272
Nikkaji Web: J388.265I
Beilstein Number: 7933972
MDL: MFCD00274601
XlogP3-AA: 5.20 (est)
Molecular Weight: 364.93845000
Formula: C19 H25 Cl N2 O S
BioActivity Summary: listing
NMR Predictor: Predict (works with chrome or firefox)
Category: herbicides / pesticides
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
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Physical Properties:
Assay: 95.00 to 100.00 % 
Food Chemicals Codex Listed: No
Melting Point: 111.50 °C. @ 760.00 mm Hg
Boiling Point: 429.90 °C. @ 760.00 mm Hg (est)
Vapor Pressure: 1.180000 mmHg @ 1.18 °C. (est)
Flash Point: 417.00 °F. TCC ( 213.80 °C. ) (est)
logP (o/w): 6.370
Soluble in:
 water, 0.012 mg/L @ 20 °C (exp)
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Organoleptic Properties:
 
Odor and/or flavor descriptions from others (if found).
 
 
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Cosmetic Information:
None found
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Suppliers:
Santa Cruz Biotechnology
For experimental / research use only.
Pyridaben
Sigma-Aldrich
For experimental / research use only.
Pyridaben PESTANAL®, analytical standard
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Safety Information:
Preferred SDS: View
 
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:
oral-mouse LD50  205 mg/kg
SKIN AND APPENDAGES (SKIN): HAIR: OTHER LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
Nippon Noyaku Gakkaishi. Journal of the Pesticide Science Society of Japan. Vol. 19, Pg. S243, 1994.

intraperitoneal-rat LD50  58100 ug/kg
SKIN AND APPENDAGES (SKIN): HAIR: OTHER LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION BEHAVIORAL: MUSCLE WEAKNESS
Nippon Noyaku Gakkaishi. Journal of the Pesticide Science Society of Japan. Vol. 19, Pg. S243, 1994.

oral-rat LD50  570 mg/kg
BEHAVIORAL: MUSCLE WEAKNESS LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
Nippon Noyaku Gakkaishi. Journal of the Pesticide Science Society of Japan. Vol. 19, Pg. S243, 1994.

Dermal Toxicity:
skin-rabbit LD50 > 2000 mg/kg
Agrochemcicals Japan. Vol. (63), Pg. 12, 1993.

skin-rat LD50 > 2000 mg/kg
Farm Chemicals Handbook. Vol. -, Pg. C269, 1991.

Inhalation Toxicity:
inhalation-rat LC50 620 mg/m3
Agrochemcicals Japan. Vol. (63), Pg. 12, 1993.

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Safety in Use Information:
Category: herbicides / pesticides
Recommendation for pyridaben usage levels up to:
 not for fragrance use.
 
Recommendation for pyridaben flavor usage levels up to:
 not for flavor use.
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Safety References:
European Food Safety Authority (EFSA) reference(s):
Reasoned opinion on the modification of the existing maximum residue level maximum residue level (MRL) for pyridaben in cucurbits – edible peel
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
Peer review of the pesticide risk assessment for the active substance pyridaben in light of confirmatory data submitted
View page or View pdf
Review of the existing maximum residue levels for pyridaben according to Article 12 of Regulation (EC) No 396/2005
View page or View pdf
Modification of the existing maximum residue levels for pyridaben in tomatoes and aubergines
View page or View pdf
Modification of the existing maximum residue level for pyridaben in sweet pepper/bell pepper and setting of an import tolerance in tree nuts
View page or View pdf
EPI System: View
Cancer Citations: Search
Toxicology Citations: Search
EPA ACToR: Toxicology Data
EPA Substance Registry Services (SRS): Registry
Laboratory Chemical Safety Summary : 91754
National Institute of Allergy and Infectious Diseases: Data
WGK Germany: 3
 2-tert-butyl-5-[(4-tert-butylphenyl)methylsulfanyl]-4-chloropyridazin-3-one
Chemidplus: 0096489713
RTECS: UR6149000 for cas# 96489-71-3
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References:
 2-tert-butyl-5-[(4-tert-butylphenyl)methylsulfanyl]-4-chloropyridazin-3-one
NIST Chemistry WebBook: Search Inchi
Pubchem (cid): 91754
Pubchem (sid): 135049310
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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): C18614
HMDB (The Human Metabolome Database): Search
ChemSpider: View
Wikipedia: View
Formulations/Preparations:
•usepaopp pesticide code 129105; trade names: basf 300 75wp, nci 129, nester, sanmite, basf 300 75 wp, basf 300. •emulsifiable concentrate, wettable powder, suspension concentrate •basf pyridaben manufacturing use product (99.4% pyridaben) •pyramite (60% pyridaben) •pyridaben k (99.8% pyridaben) •sanmite 75wp miticideinsecticide (75% pyridaben) •nc-129 60wp (60% pyridaben) •pyridaben technical product (99.4% pyridaben)
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Potential Blenders and core components note
 
None Found
 
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Potential Uses:
None Found
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Occurrence (nature, food, other): note
 not found in nature
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Synonyms:
2-tert-butyl-5-(4-tert-butyl-benzylthio)-4-chloropyridazin-3(2H)-one
2-tert-butyl-5-[(4-tert-butylphenyl)methylsulfanyl]-4-chloropyridazin-3-one
3(2H)-pyridazinone, 4-chloro-2-(1,1-dimethylethyl)-5-(((4-(1,1-dimethylethyl)phenyl)methyl)thio)-
 sanmite
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Articles:
PubMed: Worker illness related to newly marketed pesticides--Douglas County, Washington, 2014.
PubMed: Transfer rates of 19 typical pesticides and the relationship with their physicochemical property.
PubMed: Synthesis and Bio-Evaluation of New (18) F-Labeled Pyridaben Analogs with Improved Stability for Myocardial Perfusion Imaging in Mice.
PubMed: Detection of pyridaben residue levels in hot pepper fruit and leaves by liquid chromatography-tandem mass spectrometry: effect of household processes.
PubMed: Effect of Chinese traditional cooking on eight pesticides residue during cowpea processing.
PubMed: Determination of 28 pesticides applied on two tomato cultivars with a different surface/weight ratio of the berries, using a multiresidue GC-MS/MS method.
PubMed: sHsp22.6, an intronless small heat shock protein gene, is involved in stress defence and development in Apis cerana cerana.
PubMed: Part I: temporal and spatial distribution of multiclass pesticide residues in lake waters of Northern Greece: application of an optimized SPE-UPLC-MS/MS pretreatment and analytical method.
PubMed: Part II: temporal and spatial distribution of multiclass pesticide residues in lake sediments of northern Greece: application of an optimized MAE-LC-MS/MS pretreatment and analytical method.
PubMed: Inhibitory effects of respiration inhibitors on aflatoxin production.
PubMed: The effects of pyridaben pesticide on the DNA integrity of sperms and early in vitro embryonic development in mice.
PubMed: The effects of pyridaben pesticide on the histomorphometric, hormonal alternations and reproductive functions of BALB/c mice.
PubMed: Identification and characterization of seven glutathione S-transferase genes from citrus red mite, Panonychus citri (McGregor).
PubMed: Assessment of pesticide residues in strawberries grown under various treatment regimes.
PubMed: Residue and risk assessment of pyridaben in cabbage.
PubMed: Cross-resistance between cyenopyrafen and pyridaben in the twospotted spider mite Tetranychus urticae (Acari: Tetranychidae).
PubMed: Finding of pesticides in fashionable fruit juices by LC-MS/MS and GC-MS/MS.
PubMed: Molecular characterization of two carboxylesterase genes of the citrus red mite, Panonychus citri (Acari: Tetranychidae).
PubMed: [Determination of eight pesticide residues in tea by liquid chromatography-tandem mass spectrometry and its uncertainty evaluation].
PubMed: Investigation of pesticide residues in vegetables and fruits grown in various regions of Hatay, Turkey.
PubMed: Simultaneous determination of procymidone, pyridaben and beta-cypermethrin residues in tea solution by GC-ECD.
PubMed: Protocol for an electrospray ionization tandem mass spectral product ion library: development and application for identification of 240 pesticides in foods.
PubMed: Transcriptome analysis of the citrus red mite, Panonychus citri, and its gene expression by exposure to insecticide/acaricide.
PubMed: Concordant signaling pathways produced by pesticide exposure in mice correspond to pathways identified in human Parkinson's disease.
PubMed: Toxicity assessment of 45 pesticides to the epigeic earthworm Eisenia fetida.
PubMed: The oxygen free radicals originating from mitochondrial complex I contribute to oxidative brain injury following hypoxia-ischemia in neonatal mice.
PubMed: Synthesis and preliminary evaluation of 18F-labeled pyridaben analogues for myocardial perfusion imaging with PET.
PubMed: Pollution level and human health risk assessment of some pesticides and polychlorinated biphenyls in Nantong of Southeast China.
PubMed: Chemical control of the red palm mite, Raoiella indica (Acari: Tenuipalpidae) in banana and coconut.
PubMed: Purification and partial characterization of glutathione S-transferases from three field populations of Panonychus citri (Acari: Tetranychidae).
PubMed: Exploring the boundaries of additivity: mixtures of NADH: quinone oxidoreductase inhibitors.
PubMed: Fumigant toxicity of lemon eucalyptus oil constituents to acaricide-susceptible and acaricide-resistant Tetranychus urticae.
PubMed: Contact and fumigant toxicity of plant essential oils and efficacy of spray formulations containing the oils against B- and Q-biotypes of Bemisia tabaci.
PubMed: Sublethal effects of fenpyroximate and pyridaben on two predatory mite species, Neoseiulus womersleyi and Phytoseiulus persimilis (Acari, Phytoseiidae).
PubMed: Efficacy of selected pesticides against synanthropic mites under laboratory assay.
PubMed: DJ-1 deficiency in astrocytes selectively enhances mitochondrial Complex I inhibitor-induced neurotoxicity.
PubMed: Rate of loss of insecticides during soil solarization and soil biosolarization.
PubMed: Effects of rotenone and pyridaben on complex I electron transfer and on mitochondrial nitric oxide synthase functional activity.
PubMed: Toxicity of plant essential oils to acaricide-susceptible and -resistant Tetranychus urticae (Acari: Tetranychidae) and Neoseiulus californicus (Acari: Phytoseiidae).
PubMed: Monitoring of resistance to spirodiclofen and five other acaricides in Panonychus citri collected from Chinese citrus orchards.
PubMed: Rapid multiresidue determination for currently used pesticides in agricultural drainage waters and soils using gas chromatography-mass spectrometry.
PubMed: Preparation and biodistribution of [18F]FP2OP as myocardial perfusion imaging agent for positron emission tomography.
PubMed: Development of acaricide resistance in Pacific spider mite (Tetranychus pacificus) from California vineyards.
PubMed: Insecticide resistance status of Bemisia tabaci Q-biotype in south-eastern Spain.
PubMed: Evaluation of the novel myocardial perfusion positron-emission tomography tracer 18F-BMS-747158-02: comparison to 13N-ammonia and validation with microspheres in a pig model.
PubMed: Mitochondrial dysfunction contributes to alveolar developmental arrest in hyperoxia-exposed mice.
PubMed: Acaricides and predatory mites against the begonia mite, Polyphagotarsonemus latus (Acari: Tarsonemidae), on Hedera helix.
PubMed: Resistance mechanisms to mitochondrial electron transport inhibitors in a field-collected strain of Tetranychus urticae Koch (Acari: Tetranychidae).
PubMed: Comparison of hollow fiber liquid phase microextraction and dispersive liquid-liquid microextraction for the determination of organosulfur pesticides in environmental and beverage samples by gas chromatography with flame photometric detection.
PubMed: Susceptibility of Aedes aegypti, Culex quinquefasciatus Say, and Anopheles quadrimaculatus Say to 19 pesticides with different modes of action.
PubMed: BMS-747158-02: a novel PET myocardial perfusion imaging agent.
PubMed: Mechanism of uptake and retention of F-18 BMS-747158-02 in cardiomyocytes: a novel PET myocardial imaging agent.
PubMed: Effects of acaricides, pyrethroids and predator distributions on populations of Tetranychus urticae in apple orchards.
PubMed: [Resistance of Brevipalpus phoenicis (Geijskes) (Acari: Tenuipalpidae) to acaricides that inhibit cellular respiration in citrus: cross-resistance and fitness cost].
PubMed: Assessing supercritical fluid extraction for the analysis of fipronil, kresoxim-methyl, acrinathrin, and pyridaben residues in melon.
PubMed: Safe apples for baby-food production: survey of pesticide treatment regimes leaving minimum residues.
PubMed: Photocatalytic degradation of pesticide pyridaben. 3. In surfactant/TiO2 aqueous dispersions.
PubMed: Mechanism of toxicity of pesticides acting at complex I: relevance to environmental etiologies of Parkinson's disease.
PubMed: Pesticides and impairment of mitochondrial function in relation with the parkinsonian syndrome.
PubMed: [Compatibility of two fungal biocontrol agents conidia with commercial chemical acaricides].
PubMed: Multiple resistance and biochemical mechanisms of pyridaben resistance in Tetranychus urticae (Acari: Tetranychidae).
PubMed: Evaluation of resistance pattern to fenpyroximate and pyridaben in Tetranychus urticae collected from greenhouses and apple orchards using lethal concentration-slope relationship.
PubMed: Acaricidal activity against Panonychus citri of a ginkgolic acid from the external seed coat of Ginkgo biloba.
PubMed: Similar patterns of mitochondrial vulnerability and rescue induced by genetic modification of alpha-synuclein, parkin, and DJ-1 in Caenorhabditis elegans.
PubMed: Evaluation of epidemiologic and animal data associating pesticides with Parkinson's disease.
PubMed: [Control effects of Mikania micrantha alcohol extract on citrus red mite Panonychus citri].
PubMed: Effect of household processing and unit-to-unit variability of pyrifenox, pyridaben, and tralomethrin residues in tomatoes.
PubMed: Acaricide mode of action.
PubMed: Fenpyroximate resistance in Tetranychus urticae (Acari: Tetranychidae): cross-resistance and biochemical resistance mechanisms.
PubMed: [Acute toxicity and bio-concentration factor of three pesticides on Brachydanio rerio].
PubMed: Effects of fungicide residues on the survival, fecundity, and predation of the mites Tetranychus urticae (Acari: Tetranychidae) and Galendromus occidentalis (Acari: Phytoseiidae).
PubMed: [Inhibitory effect of zinc on beta-hexosaminidase release from RBL-2H3 cells by synthetic chemicals].
PubMed: Application of liquid chromatography with electrospray tandem mass spectrometry to the determination of a new generation of pesticides in processed fruits and vegetables.
PubMed: Soil photolysis in a moisture- and temperature-controlled environment. 2. Insecticides.
PubMed: First detection of chlorfenapyr (Secure) resistance in two-spotted spider mite (Acari: Tetranychidae) from nectarines in an Australian orchard.
PubMed: Action of major insecticide groups on insect cell lines of the beet armyworm, Spodoptera exigua, compared with larvicidal toxicity.
PubMed: NADH oxidase activity of rat cardiac sarcoplasmic reticulum regulates calcium-induced calcium release.
PubMed: An index for selective toxicity of miticides to phytophagous mites and their predators based on orchard trials.
PubMed: Reversal of Bcl-2-mediated resistance of the EW36 human B-cell lymphoma cell line to arsenite- and pesticide-induced apoptosis by PK11195, a ligand of the mitochondrial benzodiazepine receptor.
PubMed: Characterization of resistance to clofentezine in populations of European red mite from orchards in Ontario.
PubMed: Pesticide residue levels in peppers grown in a greenhouse after multiple applications of pyridaben and tralomethrin.
PubMed: A single-subunit NADH-quinone oxidoreductase renders resistance to mammalian nerve cells against complex I inhibition.
PubMed: Method development and fate determination of pesticide-treated hops and their subsequent usage in the production of beer.
PubMed: [Effects of organonitrogen, carbamate pesticides and others on beta-hexosaminidase release from rat basophilic leukemia cells (RBL-2H3)].
PubMed: Cross-resistance, inheritance, and biochemistry of mitochondrial electron transport inhibitor-acaricide resistance in Tetranychus urticae (Acari: Tetranychidae).
PubMed: Comparative residual toxicities of pesticides to the predator Agistemus industani (Acari: Stigmaeidae) on citrus in Florida.
PubMed: The insecticide target in the PSST subunit of complex I.
PubMed: Acaricide toxicity and resistance in larvae of different strains of Tetranychus urticae and Panonychus ulmi (Acari: Tetranychidae).
PubMed: Functional coupling of PSST and ND1 subunits in NADH:ubiquinone oxidoreductase established by photoaffinity labeling.
PubMed: Incidence and inheritance of resistance to METI-acaricides in European strains of the two-spotted spider mite (Tetranychus urticae) (Acari: Tetranychidae).
PubMed: The use of outdoor freshwater pond microcosms. III. Responses of phytoplankton and periphyton to pyridaben.
PubMed: Evidence for a quinone binding site close to the interface between NUOD and NUOB subunits of Complex I.
PubMed: NADH-quinone oxidoreductase: PSST subunit couples electron transfer from iron-sulfur cluster N2 to quinone.
PubMed: NADH: ubiquinone oxidoreductase inhibitors block induction of ornithine decarboxylase activity in MCF-7 human breast cancer cells.
PubMed: Anticancer action of cubé insecticide: correlation for rotenoid constituents between inhibition of NADH:ubiquinone oxidoreductase and induced ornithine decarboxylase activities.
PubMed: A laboratory-based method to measure relative pesticide and spray oil efficacy against broad mite, Polyphagotarsonemus latus (Banks)(Acari: Tarsonemidae).
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