| Identification | More | [Name]
Fenpyroximate | [CAS]
134098-61-6 | [Synonyms]
1,1-dimethylethyl (e)-4-(((((1,3-dimethyl-5-phenoxy-1h-pyrazol-4-yl)methylene)amino)oxy)methyl)benzoate
4-[[[[(1,3-Dimethyl-5-phenoxy-1H-pyrazol-4-yl)methylene]amino]oxy]methyl]-benzoic acid 1,1-dimethylethyl ester
DANITORON
DANITRON
FENPYROXIMATE
KIRON
ORTUS
PAMANRIN
tert-butyl (e)-4-(((((1,3-dimethyl-5-phenoxy-1h-pyrazol-4-yl)methylene)amino)oxy)methyl)benzoate
1,1-dimethylethylester,(e)-)methyl)
4-(((((1,3-dimethyl-5-phenoxy-1h-pyrazol-4-yl)methylene)amino)oxy)methyl)-,1,1-dimethylethylester,benzoicaci
benzoicacid,4-(((((1,3-dimethyl-5-phenoxy-1h-pyrazol-4-yl)methylene)amino)oxy
nni850
t-butyl(e)-alpha-(1,3-dimethyl-5-phenoxypyrazol-4-ylmethyleneaminooxy)-p-tol
uate
Danitron,Ortus
E-1,1-dimethylethyl 4-(((1,3-dimethyl-5-phenoxy-1H-pyrazol-4-yl) methylene) amino) oxy methyl benzoate
fenproximate
tert-butyl(E)-α-(1,3-dimethyl-5-phenoxy-pyrazol-4-ylmethyleneaminoxy)-ptoluate
Fenbpyroximate | [Molecular Formula]
C24H27N3O4 | [MDL Number]
MFCD00274596 | [Molecular Weight]
421.49 | [MOL File]
134098-61-6.mol |
| Chemical Properties | Back Directory | [Melting point ]
101.1-102.4° | [Boiling point ]
546.2±60.0 °C(Predicted) | [density ]
1.25g/cm3 | [storage temp. ]
Store at -20°C | [solubility ]
Chloroform: Slightly soluble,Methanol: Slightly soluble | [Water Solubility ]
Insoluble in water | [form ]
powder to crystal | [pka]
1.58±0.10(Predicted) | [color ]
White to Light yellow to Light orange | [Henry's Law Constant]
4.6×100 mol/(m3Pa) at 25℃, Duchowicz et al. (2020) | [Stability:]
Light Sensitive | [Major Application]
agriculture
environmental | [InChI]
1S/C24H27N3O4/c1-17-21(22(27(5)26-17)30-20-9-7-6-8-10-20)15-25-29-16-18-11-13-19(14-12-18)23(28)31-24(2,3)4/h6-15H,16H2,1-5H3/b25-15+ | [InChIKey]
YYJNOYZRYGDPNH-MFKUBSTISA-N | [SMILES]
Cc1nn(C)c(Oc2ccccc2)c1\C=N\OCc3ccc(cc3)C(=O)OC(C)(C)C | [LogP]
6.443 (est) | [CAS DataBase Reference]
134098-61-6(CAS DataBase Reference) | [EPA Substance Registry System]
134098-61-6(EPA Substance) |
| Safety Data | Back Directory | [RIDADR ]
UN3082 (liquid) | [WGK Germany ]
WGK 3 | [HS Code ]
29331990 | [Storage Class]
6.1A - Combustible acute toxic Cat. 1 and 2
very toxic hazardous materials | [Hazard Classifications]
Acute Tox. 2 Inhalation
Acute Tox. 3 Oral
Aquatic Acute 1
Aquatic Chronic 1
Skin Sens. 1B | [Hazardous Substances Data]
134098-61-6(Hazardous Substances Data) | [Toxicity]
LD50 in male, female rats (mg/kg): 480, 245 orally; >2000, >2000 dermally; LC50 (48hr) in carp: 6.1 mg/l; LC50 (3hr) in daphnia pulex: 85 mg/l (Konno) |
| Hazard Information | Back Directory | [Description]
Fenpyroximate is a pyrazolium insecticide used to control important phytophagous mites in fruit and other crops. It has a low aqueous solubility and is not considered a volatile substance. Whilst it is not normally persistent in water bodies, it can be persistent in soils depending upon local conditions. Based on its physico-chemical properties fenpyroximate is not expected to leach to groundwater. Toxicity to biodiversity tends to be considered high to moderate. It has moderate oral toxicity to humans and there are concerns that it may be a developmental/reproduction toxin. | [Uses]
Acaricide. | [Definition]
ChEBI: Fenpyroximate is a pyrazole acaricide and a tert-butyl ester. It has a role as a mitochondrial NADH:ubiquinone reductase inhibitor. It derives from a hydride of a 1H-pyrazole. | [Production Methods]
Fenproxymate is commercially produced through a multi-step synthesis involving pyrazole-based intermediates. A key step includes the preparation of pyrazole-1,3-dimethyl-5-phenoxy-4-carboxaldehyde oxime, which serves as a crucial building block. This intermediate is then reacted with methyl isocyanate or similar carbamoylating agents to form the final carbamate structure of fenproxymate. The reactions are typically carried out in organic solvents under controlled temperature and pH conditions to ensure high yield and purity. | [Agricultural Uses]
Acaricide, Miticide, Insecticide: Used to control spider mites in greenhouses. | [Trade name]
AKARI®; HOE® 555-02A; NNI®-850;
SEQUEL® | [Mechanism of action]
Contact action. Mitochondrial complex I electron transport inhibitor. | [Metabolic pathway]
When fenpyroximate is administered orally to rats,
radiocarbons from 14C-fenpyroximate are rapidly and
almost completely excreted in the urine and feces
within 72 h, and fenyproximate seems to be
metabolized via oxidation of the tert-butyl group and
methyl group at the 3-position in the pyrazole ring, p-
hydroxylation in the phenoxy moiety, N-demethylation,
hydrolysis of the tert-butyl ester, cleavage of the oxime ether bond, and/or E/Z isomerization. In soils, 12
degradation products are identified, and in sterilized
soils the degradation of fenpyroximate and CO2,
evolution are negligible. Fenpyroximate degrades
through hydrolysis of tert-butyl ester, isomerization or
cleavage of the oxime ether, N-demethylation,
oxidation of the methyl group at the 3-position on the
pyrazole ring, and hydroxylation of the phenoxy ring,
and is finally mineralized to CO2 and/or bound to soil
organic matter. | [Pesticide Type]
Acaricide; Insecticide |
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