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methoxyfenozide
benzoic acid, 3-methoxy-2-methyl-, 2-(3,5-dimethylbenzoyl)-2-(1,1-dimethylethyl)hydrazide [ACD/Index Name]

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CAS Number: 161050-58-4Picture of molecule3D/inchi
Other(deleted CASRN):163442-56-6
FDA UNII: 62A22651ZX
Nikkaji Web:J981.614C
Beilstein Number:8435860
MDL:MFCD03792750
XlogP3-AA:4.60 (est)
Molecular Weight:368.47676000
Formula:C22 H28 N2 O3
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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PubMed:Search
NCBI:Search
 
Physical Properties:
Appearance:white powder (est)
Assay: 95.00 to 100.00
Food Chemicals Codex Listed: No
Melting Point: 204.50 °C. @ 760.00 mm Hg
Flash Point: 32.00 °F. TCC ( 0.00 °C. ) (est)
logP (o/w): 3.700
Soluble in:
 water, 1 mg/L @ 25 °C (exp)
 water, 3.312 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.
Methoxyfenozide 95%
Sigma-Aldrich
For experimental / research use only.
Methoxyfenozide 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:
Not determined
Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
 
Safety in Use Information:
Category:
herbicides / pesticides
Recommendation for methoxyfenozide usage levels up to:
 not for fragrance use.
 
Recommendation for methoxyfenozide flavor usage levels up to:
 not for flavor use.
 
Safety References:
European Food Safety Authority (EFSA) reference(s):

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

Peer review of the pesticide risk assessment of the active substance methoxyfenozide
View page or View pdf

Focussed assessment of certain existing MRLs of concern for methoxyfenozide
View page or View pdf

EPI System: View
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :105010
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:2
N'-tert-butyl-N'-(3,5-dimethylbenzoyl)-3-methoxy-2-methylbenzohydrazide
Chemidplus:0161050584
 
References:
 N'-tert-butyl-N'-(3,5-dimethylbenzoyl)-3-methoxy-2-methylbenzohydrazide
NIST Chemistry WebBook:Search Inchi
Pubchem (cid):105010
Pubchem (sid):135238159
 
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):C18525
HMDB (The Human Metabolome Database):Search
ChemSpider:View
Wikipedia:View
Formulations/Preparations:
•suspension concentrate, wettable powder. •methoxyfenozide technical (dow agrosciences, llc) methoxyfenozide 98.2% •intrepid 80wsp agricultural insecticide (dow agrosciences, llc) methoxyfenozide 80% •intrepid 2f agricultural insecticide (dow agrosciences, llc) methoxyfenozide 22.6% •intrepid mup (dow agrosciences, llc) methoxyfenozide 80%
 
Potential Blenders and core components note
None Found
 
Potential Uses:
None Found
 
Occurrence (nature, food, other):note
 not found in nature
 
Synonyms:
 benzoic acid, 3-methoxy-2-methyl-, 2-(3,5-dimethylbenzoyl)-2-(1,1-dimethylethyl)hydrazide [ACD/Index Name]
N'-(tert-butyl )-N'-(3,5-dimethylbenzoyl)-3-methoxy-2-methylbenzohydrazide
N-tert-butyl-N'-(3-methoxy-o-toluoyl)-3,5-xylohydrazide
N'-tert-butyl-N'-(3,5-dimethylbenzoyl)-3-methoxy-2-methylbenzohydrazid
N'-tert-butyl-N'-(3,5-dimethylbenzoyl)-3-methoxy-2-methylbenzohydrazide
N'-tert-butyl-N'-[(3,5-dimethylphenyl)carbonyl]-3-methoxy-2-methylbenzohydrazide
N'-(tert-butyl)-N'-(3,5-dimethylbenzoyl)-3-methoxy-2-methylbenzohydrazide
N-[N-(tert-butyl)(3,5-dimethylphenyl)carbonylamino](3-methoxy-2-methylphenyl)carboxamide
N'-(3,5-dimethylbenzoyl)-3-methoxy-2-methyl-N'-(2-methyl-2-propanyl)benzohydrazide
3-methoxy-2-methylbenzoic acid 2-(3,5-dimethylbenzoyl)-2-(1,1-dimethylethyl)hydrazide
 nchembio858-comp2
 RH 2485
 RH-2485
 

Articles:

PubMed:Resistance selection, mechanism and stability of Spodoptera litura (Lepidoptera: Noctuidae) to methoxyfenozide.
PubMed:Susceptibility in field populations of codling moth, Cydia pomonella (L.) (Lepidoptera: Tortricidae), in Ontario and Quebec apple orchards to a selection of insecticides.
PubMed:Relative toxicity and residual activity of insecticides used in blueberry pest management: mortality of natural enemies.
PubMed:Survival and growth of foodborne pathogens in pesticide solutions routinely used in leafy green vegetables and tomato production.
PubMed:Xenobiotic effects on intestinal stem cell proliferation in adult honey bee (Apis mellifera L) workers.
PubMed:The impact of insecticides applied in apple orchards on the predatory mite Kampimodromus aberrans (Acari: Phytoseiidae).
PubMed:Foliar persistence and residual activity of methoxyfenozide against beet armyworm (Lepidoptera: Noctuidae).
PubMed:The effect of insecticides on the non-target predatory mite Kampimodromus aberrans: laboratory studies.
PubMed:Nuclear receptors HR96 and ultraspiracle from the fall armyworm (Spodoptera frugiperda), developmental expression and induction by xenobiotics.
PubMed:Safety evaluation of eleven insecticides to Trichogramma nubilale (Hymenoptera: Trichogrammatidae).
PubMed:Short and long-term effects of endosulfan, cypermethrin, spinosad, and methoxyfenozide on adults of Chrysoperla externa (Neuroptera: Chrysopidae).
PubMed:A new dibenzoylhydrazine with insecticidal activity against Anopheles mosquito larvae.
PubMed:Field efficacy and application timing of methoxyfenozide, a reduced-risk treatment for control of navel orangeworm (Lepidoptera: Pyralidae) in almond.
PubMed:Adding microencapsulated pear ester to insecticides for control of Cydia pomonella (Lepidoptera: Tortricidae) in apple.
PubMed:Selectivity of diacylhydrazine insecticides to the predatory bug Orius laevigatus: in vivo and modelling/docking experiments.
PubMed:Insect growth regulators as potential insecticides to control olive fruit fly (Bactrocera oleae Rossi): insect toxicity bioassays and molecular docking approach.
PubMed:Effects of a naturally occurring and a synthetic synergist on toxicity of three insecticides and a phytochemical to navel orangeworm (Lepidoptera: Pyralidae).
PubMed:Efficacy of insect growth regulators as grain protectants against two stored-product pests in wheat and maize.
PubMed:Ecdysteroid receptor docking suggests that dibenzoylhydrazine-based insecticides are devoid of any deleterious effect on the parasitic wasp Psyttalia concolor (Hym. Braconidae).
PubMed:Vitellogenin-like proteins in the freshwater amphipod Gammarus fossarum (Koch, 1835): functional characterization throughout reproductive process, potential for use as an indicator of oocyte quality and endocrine disruption biomarker in males.
PubMed:Life stage toxicity and residual activity of insecticides to codling moth and oriental fruit moth (Lepidoptera: Tortricidae).
PubMed:Determination of 16 insect growth regulators in edible Chinese traditional herbs by liquid chromatography electrospray tandem mass spectrometry.
PubMed:Development of a rapid resistance monitoring bioassay for codling moth larvae.
PubMed:Induced accumulation of cuticular waxes enhances drought tolerance in Arabidopsis by changes in development of stomata.
PubMed:A safe and effective plant gene switch system for tissue-specific induction of gene expression in Arabidopsis thaliana and Brassica juncea.
PubMed:Determination of insecticides in water using in situ halide exchange reaction-assisted ionic liquid dispersive liquid-liquid microextraction followed by high-performance liquid chromatography.
PubMed:Effects of hormone agonists on Sf9 cells, proliferation and cell cycle arrest.
PubMed:Induction of 9-cis-epoxycarotenoid dioxygenase in Arabidopsis thaliana seeds enhances seed dormancy.
PubMed:Generating susceptible strain and resistance status of field populations of Spodoptera exigua (Lepidoptera: Noctuidae) against some conventional and new chemistry insecticides in Pakistan.
PubMed:Microencapsulated pear ester enhances insecticide efficacy in walnuts for codling moth (Lepidoptera: Tortricidae) and navel orangeworm (Lepidoptera: Pyralidae).
PubMed:Long-term effects of methoxyfenozide on the adult reproductive processes and longevity of Spodoptera exigua (Lepidoptera: Noctuidae).
PubMed:Determination of sixteen pesticides in peppers using high-performance liquid chromatography/mass spectrometry.
PubMed:Residue analysis of four diacylhydrazine insecticides in fruits and vegetables by Quick, Easy, Cheap, Effective, Rugged, and Safe (QuEChERS) method using ultra-performance liquid chromatography coupled to tandem mass spectrometry.
PubMed:Single solid phase extraction method for the simultaneous analysis of polar and non-polar pesticides in urine samples by gas chromatography and ultra high pressure liquid chromatography coupled to tandem mass spectrometry.
PubMed:Field trial measuring the compatibility of methoxyfenozide and flonicamid with Orius laevigatus Fieber (Hemiptera: Anthocoridae) and Amblyseius swirskii (Athias-Henriot) (Acari: Phytoseiidae) in a commercial pepper greenhouse.
PubMed:Lethal and sublethal effects of methoxyfenozide on the development, survival and reproduction of the fall armyworm, Spodoptera frugiperda (J. E. Smith) (Lepidoptera: Noctuidae).
PubMed:Control of larval-pupal-adult molt in the moth Sesamia nonagrioides by juvenile hormone and ecdysteroids.
PubMed:[Determination of five diacylhydrazine insecticide residues in welsh onion using high performance liquid chromatography-tandem mass spectrometry].
PubMed:Exposure to methoxyfenozide-treated surfaces reduces the responsiveness of adult male codling moth (Lepidoptera: Tortricidae) to codlemone and pear ester lures in a wind tunnel.
PubMed:Improvement of ecdysone receptor gene switch for applications in plants: Locusta migratoria retinoid X receptor (LmRXR) mutagenesis and optimization of translation start site.
PubMed:Ecdysone signaling and transcript signature in Drosophila cells resistant against methoxyfenozide.
PubMed:Effects of six selected orchard insecticides on Neoseiulus fallacis (Acari: Phytoseiidae) in the laboratory.
PubMed:[Determination of benzoylurea and bishydrazide pesticide residues in vegetables by ultra performance liquid chromatography-tandem mass spectrometry with matrix solid phase dispersion].
PubMed:Cross-resistance between azinphos-methyl and acetamiprid in populations of codling moth, Cydia pomonella (L.) (Lepidoptera: Tortricidae), from Washington State.
PubMed:Toxicity and sublethal effects of methoxyfenozide on Spodoptera exigua (Lepidoptera: Noctuidae).
PubMed:Adaptation of an ecdysone-based genetic switch for transgene expression in soybean seeds.
PubMed:Influence of azadirachtin and methoxyfenozide on life parameters of Spodoptera littoralis (Lepidoptera: Noctuidae).
PubMed:Towards Coleoptera-specific high-throughput screening systems for compounds with ecdysone activity: development of EcR reporter assays using weevil (Anthonomus grandis)-derived cell lines and in silico analysis of ligand binding to A. grandis EcR ligand-binding pocket.
PubMed:Properties of ecdysteroid receptors from diverse insect species in a heterologous cell culture system--a basis for screening novel insecticidal candidates.
PubMed:Control of grape berry moth (Lepidoptera: Tortricidae) in relation to oviposition phenology.
PubMed:Feeding cessation effects of chlorantraniliprole, a new anthranilic diamide insecticide, in comparison with several insecticides in distinct chemical classes and mode-of-action groups.
PubMed:Influence of Lobesia botrana field control on black aspergilli rot and ochratoxin A contamination in grapes.
PubMed:Biochemical mechanisms of methoxyfenozide resistance in the cotton leafworm Spodoptera littoralis.
PubMed:Integrating chemical and biological control of European corn borer in bell pepper.
PubMed:Efficacy results of insecticides against Cydia pomonella, the codling moth, in Belgium during the last decade (1998-2007).
PubMed:Resistance of Pakistani field populations of spotted bollworm Earias vittella (Lepidoptera: Noctuidae) to pyrethroid, organophosphorus and new chemical insecticides.
PubMed:Effects of larval exposure to sublethal concentrations of methoxyfenozide in Spodoptera frugiperda (J.E. Smith).
PubMed:Susceptibility of Chrysoperla externa eggs (Neuroptera: Chrisopidae) to conventional and biorational insecticides.
PubMed:Effects of classical insect hormones on the expression profiles of a lipase gene from the cotton bollworm (Helicoverpa armigera).
PubMed:Ecdysteroid signaling in ecdysteroid-resistant cell lines from the polyphagous noctuid pest Spodoptera exigua.
PubMed:Monitoring of beet armyworm resistance to spinosad and methoxyfenozide in Mexico.
PubMed:Effect of conventional and biorational insecticides on larvae of Chrysoperla externa.
PubMed:Assessment of methoxyfenozide exposure on the sexual attractiveness and responsiveness of adult codling moth, Cydia pomonella L., in small orchard blocks.
PubMed:Improvement of a monopartite ecdysone receptor gene switch and demonstration of its utility in regulation of transgene expression in plants.
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:Influence of mixtures of kaolin particle film and synthetic insecticides on mortality of larval obliquebanded leafrollers (Lepidoptera: Tortricidae) from resistant and susceptible populations.
PubMed:The ecological impact of four IGR insecticides in adults of Hyposoter didymator (Hym., Ichneumonidae): pharmacokinetics approach.
PubMed:Selection for resistance to methoxyfenozide and 20-hydroxyecdysone in cells of the beet armyworm, Spodoptera exigua.
PubMed:Laboratory studies to elucidate the residual toxicity of eight insecticides to Anystis baccarum (Acari: Anystidae).
PubMed:Lethal and sublethal effects of methoxyfenozide and spinosad on Spodoptera littoralis (Lepidoptera: Noctuidae).
PubMed:Identification and expression profile of a putative basement membrane protein gene in the midgut of Helicoverpa armigera.
PubMed:Novel life stage targets against plum curculio, Conotrachelus nenuphar (Herbst), in apple integrated pest management.
PubMed:Applications of EcR gene switch technology in functional genomics.
PubMed:Molecular cloning and characterization of a C-type lectin from the cotton bollworm, Helicoverpa armigera.
PubMed:Effects of ecdysteroid agonist RH-2485 reveal interactions between ecdysteroids and juvenile hormones in the development of Sesamia nonagrioides.
PubMed:Ovicidal and larvicidal effectiveness of insecticides applied by dipping apples on the small fruit tortrix Grapholita lobarzewskii.
PubMed:Side effects of conventional and non-conventional insecticides on eggs and larvae of Chrysoperla externa (Hagen) (Neuroptera: Chrysopidae) in Argentine.
PubMed:Efficacy of some plant oils alone and/or combined with different insecticides on the cotton leaf-worm Spodoptera littoralis (Boisd.) (Lepidoptera: Noctuidae) in Egypt.
PubMed:Sublethal exposure to methoxyfenozide-treated surfaces reduces the attractiveness and responsiveness in adult oriental fruit moth (Lepidoptera: Tortricidae).
PubMed:QSAR and mode of action studies of insecticidal ecdysone agonists.
PubMed:Development of a tightly regulated and highly inducible ecdysone receptor gene switch for plants through the use of retinoid X receptor chimeras.
PubMed:Bumblebees can be used in combination with juvenile hormone analogues and ecdysone agonists.
PubMed:Tebufenozide resistance selected in Plutella xylostella and its cross-resistance and fitness cost.
PubMed:Cathepsin B-like proteinase is involved in the decomposition of the adult fat body of Helicoverpa armigera.
PubMed:Development, oviposition, and mortality of Neoseiulus fallacis (Acari: Phytoseiidae) in response to reduced-risk insecticides.
PubMed:Development of a methoxyfenozide-responsive gene switch for applications in plants.
PubMed:Nonsteroidal ecdysone agonists.
PubMed:Resistance and cross-resistance in populations of the leafrollers, Choristoneura rosaceana and Pandemis pyrusana , in Washington apples.
PubMed:Assessment of sublethal effects of methoxyfenozide on oriental fruit Moth (Lepidoptera: Tortricidae).
PubMed:Effects of methoxyfenozide on Lobesia botrana Den & Schiff (Lepidoptera: Tortricidae) egg, larval and adult stages.
PubMed:Stage-specific control of grape berry moth, Endopiza viteana (Clemens) (Lepidoptera: Tortricidae), by selective and broad-spectrum insecticides.
PubMed:Classical and three-dimensional QSAR for the inhibition of [3H]ponasterone A binding by diacylhydrazine-type ecdysone agonists to insect Sf-9 cells.
PubMed:Effects of two biorational insecticides, spinosad and methoxyfenozide, on Spodoptera littoralis (Lepidoptera: Noctuidae) under laboratory conditions.
PubMed:Comparative larvicidal toxicities of three ecdysone agonists on the mosquitoes Aedes aegypti, Culex quinquefasciatus, and Anopheles gambiae.
PubMed:Integrated pest management approach for a new pest, Lacanobia subjuncta (Lepidoptera: Noctuidae), in Washington apple orchards.
PubMed:Oriental fruit moth (Lepidoptera: Tortricidae) phenology and management with methoxyfenozide in North Carolina apples.
PubMed:Toxicity and residual activity of methoxyfenozide and tebufenozide to codling moth (Lepidoptera: Tortricidae) and oriental fruit moth (Lepidoptera: Tortricidae).
PubMed:Incidence and control of dogwood borer (Lepidoptera: Sesiidae) and American plum borer (Lepidoptera: Pyralidae) infesting burrknots on clonal apple rootstocks in New York.
PubMed:Methoxyfenozide, a reliable IPM compatible compound against Lepidoptera in pome fruit and vegetables with sterilising, ovicidal and larvicidal efficacy on codling moth.
PubMed:Analysis of methoxyfenozide residues in fruits, vegetables, and mint by liquid chromatography-tandem mass spectrometry (LC-MS/MS).
PubMed:Ecdysone agonist-inducible expression of a coat protein gene from tobacco mosaic virus confers viral resistance in transgenic Arabidopsis.
PubMed:Ecdysone agonists: mechanism and importance in controlling insect pests of agriculture and forestry.
PubMed:Toxicity and kinetics of methoxyfenozide in greenhouse-selected Spodoptera exigua (Lepidoptera: Noctuidae).
PubMed:Effects of methoxyfenozide, indoxacarb, and other insecticides on the beneficial egg parasitoid Trichogramma nr. brassicae (Hymenoptera: Trichogrammatidae) under laboratory and field conditions.
PubMed:Toxicity and pharmacokinetics of insect growth regulators and other novel insecticides on pupae of Hyposoter didmator (Hymenoptera: Ichneumonidae), a parasitoid of early larval instars of lepidopteran pests.
PubMed:Effects of ecdysone agonists on the expression of EcR, USP and other specific proteins in the ovaries of the codling moth (Cydia pomonella L.).
PubMed:Effects of methoxyfenozide-treated surfaces on the attractiveness and responsiveness of adult codling moth (Lepidoptera: Tortricidae).
PubMed:Chemically regulated gene expression in plants.
PubMed:Chemical-inducible, ecdysone receptor-based gene expression system for plants.
PubMed:Effect of ecdysone agonists on vitellogenesis and the expression of EcR and USP in codling moth (Cydia pomonella).
PubMed:A chimeric ecdysone receptor facilitates methoxyfenozide-dependent restoration of male fertility in ms45 maize.
PubMed:Resistance and cross-resistance to four insecticides in populations of obliquebanded leafroller (Lepidoptera: Tortricidae).
PubMed:Broad-spectrum insecticide resistance in obliquebanded leafroller Choristoneura rosaceana (Lepidoptera: Tortricidae) from Michigan.
PubMed:Pro-active management of beet armyworm (Lepidoptera: Noctuidae) resistance to tebufenozide and methoxyfenozide: baseline monitoring, risk assessment, and isolation of resistance.
PubMed:Comparative toxicity and ecdysone receptor affinity of non-steroidal ecdysone agonists and 20-hydroxyecdysone in Chironomus tentans.
PubMed:Inhibition of [3H]ponasterone A binding by ecdysone agonists in the intact Kc cell line.
PubMed:The chemical and biological properties of methoxyfenozide, a new insecticidal ecdysteroid agonist.
PubMed:Significance of absorption, oxidation, and binding to toxicity of four ecdysone agonists in multi-resistant cotton leafworm.
PubMed:Baseline monitoring of codling moth (Lepidoptera: Tortricidae) larval response to benzoylhydrazine insecticides.
PubMed:Inhibition of [(3)H]ponasterone a binding by ecdysone agonists in the intact Sf-9 cell line.
PubMed:Establishment and characterization of an Ostrinia nubilalis cell line, and its response to ecdysone agonists.
PubMed:Effect of insecticides on Trichogramma exiguum (Trichogrammatidae: Hymenoptera) preimaginal development and adult survival.
PubMed:Relationships between structure and molting hormonal activity of tebufenozide, methoxyfenozide, and their analogs in cultured integument system of Chilo suppressalis Walker.
 
Notes:
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