tebufenpyrad
1H-pyrazole-5-carboxamide, 4-chloro-N-((4-(1,1-dimethylethyl)phenyl)methyl)-3-ethyl-1-methyl-
 
Notes:
None found
  • BOC Sciences
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      Product(s):
      119168-77-3 Tebufenpyrad 98%
       
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CAS Number: 119168-77-3Picture of molecule3D/inchi
FDA UNII: IRU3P7ZB3F
Nikkaji Web: J364.797H
Beilstein Number: 8636471
MDL: MFCD01632408
XlogP3-AA: 4.50 (est)
Molecular Weight: 333.86148000
Formula: C18 H24 Cl N3 O
BioActivity Summary: listing
NMR Predictor: Predict (works with chrome or firefox)
Category: herbicides / pesticides
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar: Search
Google Books: Search
Google Scholar: with word "volatile"Search
Google Scholar: with word "flavor"Search
Google Scholar: with word "odor"Search
Google Patents: Search
US Patents: Search
EU Patents: Search
Pubchem Patents: Search
PubMed: Search
NCBI: Search
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Physical Properties:
Assay: 95.00 to 100.00 % 
Food Chemicals Codex Listed: No
Melting Point: 61.50 °C. @ 760.00 mm Hg
Boiling Point: 468.40 °C. @ 760.00 mm Hg (est)
Flash Point: 459.00 °F. TCC ( 237.10 °C. ) (est)
logP (o/w): 4.610
Soluble in:
 water, 2.6 mg/L @ 25 °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:
BOC Sciences
For experimental / research use only.
Tebufenpyrad 98%
Sigma-Aldrich
For experimental / research use only.
Tebufenpyrad 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  210 mg/kg
BEHAVIORAL: ATAXIA LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION
Nippon Noyaku Gakkaishi. Journal of the Pesticide Science Society of Japan. Vol. 20, Pg. 555, 1995.

oral-rabbit LDLo  100 mg/kg
LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION
Nippon Noyaku Gakkaishi. Journal of the Pesticide Science Society of Japan. Vol. 20, Pg. 555, 1995.

oral-rat LD50  595 mg/kg
Agrochemcicals Japan. Vol. (64), Pg. 12, 1994.

Dermal Toxicity:
skin-rat LD50 > 2000 mg/kg
Agrochemcicals Japan. Vol. (64), Pg. 12, 1994.

Inhalation Toxicity:
inhalation-rat LC50 2660 mg/m3
Agrochemcicals Japan. Vol. (64), Pg. 12, 1994.

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Safety in Use Information:
Category: herbicides / pesticides
Recommendation for tebufenpyrad usage levels up to:
 not for fragrance use.
 
Recommendation for tebufenpyrad 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 tebufenpyrad in various crops
View page or View pdf
Review of the existing maximum residue levels for tebufenpyrad according to Article 12 of Regulation (EC) No 396/2005
View page or View pdf
EPI System: View
Toxicology Citations: Search
EPA ACToR: Toxicology Data
EPA Substance Registry Services (SRS): Registry
Laboratory Chemical Safety Summary : 86354
National Institute of Allergy and Infectious Diseases: Data
WGK Germany: 3
 N-[(4-tert-butylphenyl)methyl]-4-chloro-5-ethyl-2-methylpyrazole-3-carboxamide
Chemidplus: 0119168773
RTECS: UQ6276400 for cas# 119168-77-3
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References:
 N-[(4-tert-butylphenyl)methyl]-4-chloro-5-ethyl-2-methylpyrazole-3-carboxamide
NIST Chemistry WebBook: Search Inchi
Pubchem (cid): 86354
Pubchem (sid): 135043442
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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): C11126
HMDB (The Human Metabolome Database): Search
ChemSpider: View
Wikipedia: View
Formulations/Preparations:
•trade names: masai, pyranica •emulsifiable concentrate, emulsion oil in water, water dispersible granule, wettable powder. •trade names: comanch?oscar; acarifas. •types of formulations: 98.9% technical product; 34.6% ec emulsifiable concentrate end-use product. •ac 801,757 3ec miticide-insecticide (nichino america, inc.), tebufenpyrad 34.6%. •ac 801,757 miticide-insecticide (nichino america, inc.), tebufenpyrad 98.9%.
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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:
N-(4-t-butylbenzyl)-4-chloro-3-ethyl-1-methylpyrazole-5-carboxamide
N-[(4-tert-butylphenyl)methyl]-4-chloro-5-ethyl-2-methylpyrazole-3-carboxamide
4-chloro-N-((4-(1,1-dimethylethyl)phenyl)methyl)-3-ethyl-1-methyl-1H-pyrazole-5-carboxamide
 MK 239
 MK239
 pyranica
1H-pyrazole-5-carboxamide, 4-chloro-N-((4-(1,1-dimethylethyl)phenyl)methyl)-3-ethyl-1-methyl-
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Articles:
PubMed: The effect of mitochondrial complex I inhibitor on longevity of short-lived and long-lived seed beetles and its mitonuclear hybrids.
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: [Professional risk assessment for modern pesticides during their application in the horticulture].
PubMed: Ecotoxicity of binary mixtures of Microcystis aeruginosa and insecticides to Daphnia pulex.
PubMed: Design, synthesis, and insecticidal evaluation of new pyrazole derivatives containing imine, oxime ether, oxime ester, and dihydroisoxazoline groups based on the inhibitor binding pocket of respiratory complex I.
PubMed: [Determination of ten pesticides of pyrazoles and pyrroles in tea by accelerated solvent extraction coupled with gas chromatography-tandem mass spectrometry].
PubMed: Evidence of the in vitro genotoxicity of methyl-pyrazole pesticides in human cells.
PubMed: A QuEChERS-based extraction method for the residual analysis of pyraclofos and tebufenpyrad in perilla leaves using gas chromatography: application to dissipation pattern.
PubMed: Resistance to acaricides in Italian strains of Tetranychus urticae: toxicological and enzymatic assays.
PubMed: Design, synthesis, and insecticidal activity of novel pyrazole derivatives containing α-hydroxymethyl-N-benzyl carboxamide, α-chloromethyl-N-benzyl carboxamide, and 4,5-dihydrooxazole moieties.
PubMed: Ultraviolet radiation increases sensitivity to pesticides: synergistic effects on population growth rate of Daphnia magna at low concentrations.
PubMed: [Acute tebufenpyrad and tolfenpyrad poisoning in humans].
PubMed: Rate of loss of insecticides during soil solarization and soil biosolarization.
PubMed: Multi-residue analysis of 30 currently used pesticides in fine airborne particulate matter (PM 2.5) by microwave-assisted extraction and liquid chromatography-tandem mass spectrometry.
PubMed: Synthesis of fully substituted pyrazoles via regio- and chemoselective metalations.
PubMed: The discovery of HNPC-A3066: a novel strobilurin acaricide.
PubMed: Synthesis of new fluorinated Tebufenpyrad analogs with acaricidal activity through regioselective pyrazole formation.
PubMed: Resistance mechanisms to mitochondrial electron transport inhibitors in a field-collected strain of Tetranychus urticae Koch (Acari: Tetranychidae).
PubMed: Improved regioselectivity in pyrazole formation through the use of fluorinated alcohols as solvents: synthesis and biological activity of fluorinated tebufenpyrad analogs.
PubMed: Efficacy of five selected acaricides against Tetranychus urticae (Acari: Tetranychidae) and their side effects on relevant natural enemies occurring in citrus orchards.
PubMed: Potential of 11 pesticides to initiate downstream drift of stream macroinvertebrates.
PubMed: Toxicity of bifenazate and its principal active metabolite, diazene, to Tetranychus urticae and Panonychus citri and their relative toxicity to the predaceous mites, Phytoseiulus persimilis and Neoseiulus californicus.
PubMed: Capabilities of different liquid chromatography tandem mass spectrometry systems in determining pesticide residues in food. Application to estimate their daily intake.
PubMed: Multiple resistance and biochemical mechanisms of pyridaben resistance in Tetranychus urticae (Acari: Tetranychidae).
PubMed: Sublethal effects of tebufenpyrad on the eggs and immatures of two-spotted spider mite, Tetranychus urticae.
PubMed: Routine application using single quadrupole liquid chromatography-mass spectrometry to pesticides analysis in citrus fruits.
PubMed: Disposable biosensor test for organophosphate and carbamate insecticides in milk.
PubMed: Comparison of liquid chromatography using triple quadrupole and quadrupole ion trap mass analyzers to determine pesticide residues in oranges.
PubMed: Comparative acaricide susceptibility and detoxifying enzyme activities in field-collected resistant and susceptible strains of Tetranychus urticae.
PubMed: Fenpyroximate resistance in Tetranychus urticae (Acari: Tetranychidae): cross-resistance and biochemical resistance mechanisms.
PubMed: Liquid chromatography-electrospray quadrupole ion-trap mass spectrometry of nine pesticides in fruits.
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: Evaluation of three concentrations of tebufenpyrad for the control of Varroa destructor (Acari: Varroidae).
PubMed: The stability of tebufenpyrad resistance in two-spotted spider mite (Acari: Tetranychidae) under laboratory conditions.
PubMed: New developments in insecticide resistance in the glasshouse whitefly (Trialeurodes vaporariorum) and the two-spotted spider mite (Tetranychus urticae) in the UK.
PubMed: Cross-resistance, inheritance, and biochemistry of mitochondrial electron transport inhibitor-acaricide resistance in Tetranychus urticae (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: A laboratory-based method to measure relative pesticide and spray oil efficacy against broad mite, Polyphagotarsonemus latus (Banks)(Acari: Tarsonemidae).
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