Hydramethylnon
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Names | |
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IUPAC name
2(1H-4,4-dimethyl tetrahydro pyrimidinylidene )
(3-(4-(trifluoromethyl)phenyl) -1-(2-(4-(trifluoromethyl)phenyl)ethenyl) -2-propenylidene)hydrazone | |
Identifiers | |
3D model (JSmol)
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ChEBI | |
ChEMBL | |
ChemSpider | |
ECHA InfoCard | 100.100.669 |
KEGG | |
PubChem CID
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UNII | |
CompTox Dashboard (EPA)
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Properties | |
C25H24F6N4 | |
Molar mass | 494.485 g·mol−1 |
Appearance | Yellow to orange crystalline solid |
Melting point | 185 to 190 °C (365 to 374 °F; 458 to 463 K) |
Hazards | |
NFPA 704 (fire diamond) | |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Hydramethylnon is an organofluorine compound. It is also known as AC 217,300. It is in a chemical class called trifluoromethyl aminohydrazone, which is a metabolic inhibitor. It is classified as a pesticide designed to control insects that are harmful to humans.[1] It works by inhibiting complex III in the mitochondrial inner membrane and leads to a halting of oxidative phosphorylation. It is used primarily as an insecticide in the form of baits for cockroaches and ants.[2] Some brands of insecticides that include hydramethylnon are Amdro, Blatex, Combat, Cyaforce, Cyclon, Faslane, Grant's, Impact, Matox, Maxforce, Pyramdron, Siege, Scuttle and Wipeout. Hydramethylnon is a slow-acting poison with delayed toxicity that needs to be eaten to be effective.[3]
Toxicology
[edit]Hydramethylnon has low toxicity in mammals.[2][3] The oral LD50 is 1100–1300 mg/kg in rats and above 28,000 mg/kg in dogs.[3] Hydramethylnon is toxic to fish; the 96-hour LC50 in rainbow trout is 0.16 mg/L, 0.10 mg/L in channel catfish, and 1.70 mg/L in bluegill sunfish.
Hydramethylnon, when fed to rats for two years, led to an increase in uterine and adrenal tumors at the highest dose; therefore, the Environmental Protection Agency classifies hydramethylnon as a possible human carcinogen.[3]
See also
[edit]- Fipronil, another insecticide used for similar purposes
References
[edit]- ^ "Hydramethylnon". PubChem.
- ^ a b Veterinary Support Personnel Network
- ^ a b c d "Hydramethylnon" (PDF). National Pesticide Information Center.
External links
[edit]- Hydramethylnon in the Pesticide Properties DataBase (PPDB)
- Hydramethylnon Technical Fact Sheet - National Pesticide Information Center
- Hydramethylnon General Fact Sheet - National Pesticide Information Center
- Hydramethylnon Pesticide Information Profile - Extension Toxicology Network
- Maxforce MSDS.
- Amdro MSDS