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Hydramethylnon

Names
IUPAC name 2(1H-4,4-dimethyl tetrahydro pyrimidinylidene ) (3-(4-(trifluoromethyl)phenyl) -1-(2-(4-(trifluoromethyl)phenyl)ethenyl) -2-propenylidene)hydrazone
Identifiers
CAS Number	67485-29-4
3D model (JSmol)	Interactive image
ChEBI	CHEBI:38531
ChEMBL	ChEMBL464812
ChemSpider	4445168
ECHA InfoCard	100.100.669
KEGG	C10994
PubChem CID	5281875
UNII	J265GZ7MFJ
CompTox Dashboard (EPA)	DTXSID6023868
InChI InChI=1S/C25H24F6N4/c1-23(2)15-32-22(33-16-23)35-34-21(13-7-17-3-9-19(10-4-17)24(26,27)28)14-8-18-5-11-20(12-6-18)25(29,30)31/h3-14H,15-16H2,1-2H3,(H2,32,33,35)/b13-7+,14-8+Key: IQVNEKKDSLOHHK-FNCQTZNRSA-N InChI=1/C25H24F6N4/c1-23(2)15-32-22(33-16-23)35-34-21(13-7-17-3-9-19(10-4-17)24(26,27)28)14-8-18-5-11-20(12-6-18)25(29,30)31/h3-14H,15-16H2,1-2H3,(H2,32,33,35)/b13-7+,14-8+Key: IQVNEKKDSLOHHK-FNCQTZNRBM
SMILES FC(F)(F)c1ccc(cc1)C=CC(=NNC2=NCC(C)(C)CN2)C=Cc3ccc(cc3)C(F)(F)F
Properties
Chemical formula	C25H24F6N4
Molar mass	494.485 g·mol
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)	1 1 0
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). Y verify (what is  ?) Infobox references

Hydramethylnon (AC 217,300) is an insecticide used primarily in the form of baits for cockroaches and ants. It works by inhibiting complex III in the mitochondrial inner membrane and leads to a halting of oxidative phosphorylation (IRAC class 20A). Some brands of 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.

Toxicology

Hydramethylnon has low toxicity in mammals. The oral LD₅₀ is 1100–1300 mg/kg in rats and above 28,000 mg/kg in dogs. 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.

See also

• Fipronil, another insecticide used for similar purposes

References

1. Jeschke, Peter; Witschel, Matthias; Krämer, Wolfgang; Schirmer, Ulrich (25 January 2019). "32.3 Inhibitors of Mitochondrial Electron Transport: Acaricides and Insecticides". Modern Crop Protection Compounds (3rd ed.). Wiley‐VCH. pp. 1156–1201. ISBN 9783527699261.{{cite book}}: CS1 maint: date and year (link)
2. ^ Veterinary Support Personnel Network
3. "Hydramethylnon". PubChem.
4. ^ "Hydramethylnon" (PDF). National Pesticide Information Center.

External links

• 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

• Alkene derivatives
• Phenylene compounds
• Hydrazones
• Insecticides
• Trifluoromethyl compounds