Hydramethylnon

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 Y
3D model (JSmol)	Interactive image
ChEBI	CHEBI:38531 Y
ChEMBL	ChEMBL464812 Y
ChemSpider	4445168 Y
KEGG	C10994 Y
PubChem CID	5281875
UNII	J265GZ7MFJ Y
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+ Y Key: IQVNEKKDSLOHHK-FNCQTZNRSA-N Y 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−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)	<imagemap> File:NFPA 704.svg|80px|alt=NFPA 704 four-colored diamond poly 150 150 300 300 150 450 0 300 Health 1: Exposure would cause irritation but only minor residual injury. E.g. turpentine poly 300 0 450 150 300 300 150 150 Flammability 1: Must be pre-heated before ignition can occur. Flash point over 93 °C (200 °F). E.g. canola oil poly 450 150 600 300 450 450 300 300 Instability 0: Normally stable, even under fire exposure conditions, and is not reactive with water. E.g. liquid nitrogen poly 300 300 450 450 300 600 150 450 Special hazards (white): no code desc none </imagemap> 1 1 0
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Y verify (what is YN ?) Infobox references

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. 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. 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.

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

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