fenpyroximate
tert-butyl (E)-a-(1,3-dimethyl-5-phenoxypyrazol-4-ylmethyleneaminooxy)-p-toluate
 
Notes:
None found
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CAS Number: 134098-61-6Picture of molecule3D/inchi
FDA UNII: 9W557V4RYA
Nikkaji Web: J1.160.369F
Beilstein Number: 8352707
MDL: MFCD00274596
XlogP3-AA: 4.90 (est)
Molecular Weight: 421.49699000
Formula: C24 H27 N3 O4
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:
Appearance: white crystalline powder (est)
Assay: 95.00 to 100.00 % 
Food Chemicals Codex Listed: No
Boiling Point: 546.22 °C. @ 760.00 mm Hg (est)
Flash Point: 543.00 °F. TCC ( 284.10 °C. ) (est)
logP (o/w): 6.443 (est)
Soluble in:
 water, 0.1185 mg/L @ 25 °C (est)
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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:
Sigma-Aldrich
For experimental / research use only.
Fenpyroximate PESTANAL®, analytical standard
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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:
oral-mouse LD50  440 mg/kg
Nippon Noyaku Gakkaishi. Journal of the Pesticide Science Society of Japan. Vol. 17, Pg. S261, 1992.

oral-rat LD50  245 mg/kg
Nippon Noyaku Gakkaishi. Journal of the Pesticide Science Society of Japan. Vol. 17, Pg. S261, 1992.

Dermal Toxicity:
skin-rat LD50 > 2000 mg/kg
Nippon Noyaku Gakkaishi. Journal of the Pesticide Science Society of Japan. Vol. 17, Pg. S261, 1992.

Inhalation Toxicity:
inhalation-rat LC50 330 mg/m3/4H
Nippon Noyaku Gakkaishi. Journal of the Pesticide Science Society of Japan. Vol. 17, Pg. S261, 1992.

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Safety in Use Information:
Category: herbicides / pesticides
Recommendation for fenpyroximate usage levels up to:
 not for fragrance use.
 
Recommendation for fenpyroximate 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 MRLs for fenpyroximate in various crops
View page or View pdf
Conclusion on the peer review of the pesticide risk assessment of the active substance fenpyroximate
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
Review of the existing maximum residue levels for fenpyroximate according to Article 12 of Regulation (EC) No 396/2005
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 : 9576412
National Institute of Allergy and Infectious Diseases: Data
WGK Germany: 3
 tert-butyl4-[[(E)-(1,3-dimethyl-5-phenoxypyrazol-4-yl)methylideneamino]oxymethyl]benzoate
Chemidplus: 0111812589
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References:
 tert-butyl4-[[(E)-(1,3-dimethyl-5-phenoxypyrazol-4-yl)methylideneamino]oxymethyl]benzoate
NIST Chemistry WebBook: Search Inchi
Pubchem (cid): 9576412
Pubchem (sid): 135263619
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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): C11098
HMDB (The Human Metabolome Database): Search
ChemSpider: View
Wikipedia: View
Formulations/Preparations:
•suspension concentrate •emulsifiable concentrate •akari 5sc miticide-insecticide (nichino america, inc.) fenpyroximate 5% •fenpyroximate technical (nichino america, inc.) fenpyroximate 99.5% •fujimite 5ec miticideinsecticide (nichino america, inc.) fenpyroximate 5%
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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:
 benzoic acid, 4-((((E)-((1,3-dimethyl-5-phenoxy-1H-pyrazol-4-yl)methylene)amino)oxy)methyl)-, 1,1-dimethylethyl ester
 benzoic acid, 4-[[[[(1E)-(1,3-dimethyl-5-phenoxy-1H-pyrazol-4-yl)methylene]amino]oxy]methyl]-, 1,1-dimethylethyl ester
tert-butyl (E)-a-(1,3-dimethyl-5-phenoxypyrazol-4-ylmethyleneaminooxy)-p-toluate
t-butyl (E)-alpha-(1,3-dimethyl-5-phenoxypyrazol-4-ylmethyleneaminooxy)-p-toluate
tert-butyl 4-[({[(1E)-(1,3-dimethyl-5-phenoxy-1H-pyrazol-4-yl)methylene]amino}oxy)methyl]benzoate
tert-butyl 4-[({[(1E)-(1,3-dimethyl-5-phenoxy-1H-pyrazol-4-yl)methylidene]amino}oxy)methyl]benzoate
tert-butyl 4-[({[(E)-(1,3-dimethyl-5-phenoxy-1H-pyrazol-4-yl)methylene]amino}oxy)methyl]benzoate
tert-butyl 4-[({[(E)-(1,3-dimethyl-5-phenoxy-1Hh-pyrazol-4-yl)methylidene]amino}oxy)methyl]benzoate
tert-butyl 4-[[(E)-(1,3-dimethyl-5-phenoxy-pyrazol-4-yl)methylideneamino]oxymethyl]benzoate
tert-butyl4-[[(E)-(1,3-dimethyl-5-phenoxypyrazol-4-yl)methylideneamino]oxymethyl]benzoate
 danitron
(E)-4-[[[[(1,3-dimethyl-5-phenoxy-1H-pyrazol-4-yl)methylene]amino]oxy]methyl]benzoic acid 1,1-dimethylethyl ester
4-[[(E)-(1,3-dimethyl-5-phenoxy-4-pyrazolyl)methylideneamino]oxymethyl]benzoic acid tert-butyl ester
1,1-dimethylethyl 4-[[[[(1E)-(1,3-dimethyl-5-phenoxy-1H-pyrazol-4-yl)methylene]amino]oxy]methyl]benzoate
 fujimite
2-methyl-2-propanyl 4-[({[(E)-(1,3-dimethyl-5-phenoxy-1H-pyrazol-4-yl)methylene]amino}oxy)methyl]benzoate
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Articles:
PubMed: Development of a methodology and evaluation of pesticides against Aceria litchii and its predator Phytoseius intermedius (Acari: Eriophyidae, Phytoseiidae).
PubMed: Ionic liquid-based totally organic solvent-free emulsification microextraction coupled with high performance liquid chromatography for the determination of three acaricides in fruit juice.
PubMed: [Determination of ten pesticides of pyrazoles and pyrroles in tea by accelerated solvent extraction coupled with gas chromatography-tandem mass spectrometry].
PubMed: Acaricide, fungicide and drug interactions in honey bees (Apis mellifera).
PubMed: Comparative toxicity of acaricides to honey bee (Hymenoptera: Apidae) workers and queens.
PubMed: Toxicity of acaricides to Raoiella indica and their selectivity for its predator, Amblyseius largoensis (Acari: Tenuipalpidae: Phytoseiidae).
PubMed: Survival and behavioural response to acaricides of the coconut mite predator Neoseiulus baraki.
PubMed: A case of near-fatal fenpyroximate intoxication: the role of percutaneous cardiopulmonary support and therapeutic hypothermia.
PubMed: Residual bioassay to assess the toxicity of Acaricides against Aceria guerreronis (Acari: Eriophyidae) under laboratory conditions.
PubMed: Evidence of the in vitro genotoxicity of methyl-pyrazole pesticides in human cells.
PubMed: Risk assessment of selected insecticides on Tamarixia triozae (Hymenoptera: Eulophidae), a parasitoid of Bactericera cockerelli (Hemiptera: Trizoidae).
PubMed: Acute toxic effects of fenpyroximate acaricide on Guppy (Poecilia reticulata Peters, 1859).
PubMed: Toxicity assessment of 45 pesticides to the epigeic earthworm Eisenia fetida.
PubMed: Resistance to acaricides in Italian strains of Tetranychus urticae: toxicological and enzymatic assays.
PubMed: Fenpyroximate binds to the interface between PSST and 49 kDa subunits in mitochondrial NADH-ubiquinone oxidoreductase.
PubMed: Acute and population level toxicity of imidacloprid and fenpyroximate on an important egg parasitoid, Trichogramma cacoeciae (Hymenoptera: Trichogrammatidae).
PubMed: Pyrethroid resistance in the tomato red spider mite, Tetranychus evansi, is associated with mutation of the para-type sodium channel.
PubMed: Sublethal effects of fenpyroximate and pyridaben on two predatory mite species, Neoseiulus womersleyi and Phytoseiulus persimilis (Acari, Phytoseiidae).
PubMed: DJ-1 deficiency in astrocytes selectively enhances mitochondrial Complex I inhibitor-induced neurotoxicity.
PubMed: Residue analysis of multi-class pesticides in watermelon by LC-MS/MS.
PubMed: A review: oxidative stress in fish induced by pesticides.
PubMed: In vitro and in vivo acute toxicity of fenpyroximate to flounder Paralichthys olivaceus and its gill cell line FG.
PubMed: Characterization of the inhibitor binding site in mitochondrial NADH-ubiquinone oxidoreductase by photoaffinity labeling using a quinazoline-type inhibitor.
PubMed: Resistance mechanisms to mitochondrial electron transport inhibitors in a field-collected strain of Tetranychus urticae Koch (Acari: Tetranychidae).
PubMed: Mechanism of toxicity of pesticides acting at complex I: relevance to environmental etiologies of Parkinson's disease.
PubMed: tert-Butyl 4-({[(E)-1,3-dimethyl-5-phen-oxy-pyrazol-4-yl]meth-yl}amino-oxymeth-yl)benzoate.
PubMed: Complete maternal inheritance of bifenazate resistance in Tetranychus urticae Koch (Acari: Tetranychidae) and its implications in mode of action considerations.
PubMed: Multiple resistance and biochemical mechanisms of pyridaben resistance in Tetranychus urticae (Acari: Tetranychidae).
PubMed: Side effects of five new acaricides on the predator Galendromus occidentalis (Acari, Phytoseiidae).
PubMed: Evaluation of resistance pattern to fenpyroximate and pyridaben in Tetranychus urticae collected from greenhouses and apple orchards using lethal concentration-slope relationship.
PubMed: Similar patterns of mitochondrial vulnerability and rescue induced by genetic modification of alpha-synuclein, parkin, and DJ-1 in Caenorhabditis elegans.
PubMed: Significance of habitat type for the genetic population structure of Panonychus citri (Acari: Tetranychidae).
PubMed: Fenpyroximate resistance in Tetranychus urticae (Acari: Tetranychidae): cross-resistance and biochemical resistance mechanisms.
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: Potentiation of a propargite and fenpyroximate mixture against two-spotted spider mite, Tetranychus urticae (Acari: Tetranychidae).
PubMed: Amiloride inhibition of the proton-translocating NADH-quinone oxidoreductase of mammals and bacteria.
PubMed: The ND5 subunit was labeled by a photoaffinity analogue of fenpyroximate in bovine mitochondrial complex I.
PubMed: Cross-resistance, inheritance, and biochemistry of mitochondrial electron transport inhibitor-acaricide resistance in Tetranychus urticae (Acari: Tetranychidae).
PubMed: Acaricide toxicity and resistance in larvae of different strains of Tetranychus urticae and Panonychus ulmi (Acari: Tetranychidae).
PubMed: Incidence and inheritance of resistance to METI-acaricides in European strains of the two-spotted spider mite (Tetranychus urticae) (Acari: Tetranychidae).
PubMed: Determination of fenpyroximate in apples by supercritical fluid extraction and packed capillary liquid chromatography with UV detection.
PubMed: A laboratory-based method to measure relative pesticide and spray oil efficacy against broad mite, Polyphagotarsonemus latus (Banks)(Acari: Tarsonemidae).
PubMed: Two binding sites of inhibitors in NADH: ubiquinone oxidoreductase (complex I). Relationship of one site with the ubiquinone-binding site of bacterial glucose:ubiquinone oxidoreductase.
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