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Hydramethylnon

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Hydramethylnon
Names
IUPAC name
2(1H)-pyrimidinone, tetrahydro-5,5-dimethyl-,

(3-(4-(trifluoromethyl)phenyl) -1-(2-(4-(trifluoromethyl)phenyl)ethenyl)

-2-propenylidene)hydrazone
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.100.669 Edit this at Wikidata
KEGG
  • 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+ checkY
    Key: IQVNEKKDSLOHHK-FNCQTZNRSA-N checkY
  • 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
  • FC(F)(F)c1ccc(cc1)\C=C\C(=N/N/C2=N/CC(C)(C)CN2)/C=C/c3ccc(cc3)C(F)(F)F
Properties
C25H24F6N4
Molar mass 494.50 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)
NFPA 704 four-colored diamondHealth 1: Exposure would cause irritation but only minor residual injury. E.g. turpentineFlammability 1: Must be pre-heated before ignition can occur. Flash point over 93 °C (200 °F). E.g. canola oilInstability 0: Normally stable, even under fire exposure conditions, and is not reactive with water. E.g. liquid nitrogenSpecial hazards (white): no code
1
1
0
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
checkY verify (what is checkY☒N ?)

Hydramethylnon is an organic chemical compound. It is also known as AC 217,300. It is in a chemical class called trifluoromethyl aminohydrazone, which is a metabolic inhibitor. 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, Combat, Blatex, Cyaforce, Cyclon, Faslane, Grant's, Impact, Matox, Maxforce, Pyramdron, Siege, and Wipeout.

Toxicology

Oral, rat: LD50 is 1100–1300 mg/kg.

Oral, dog: LD50 is above 28000 mg/kg.

Hydramethylnon is especially 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 is known to cause cancer in rats, particularly uterine and adrenal tumours and lung cancer.[1]

See also

  • Fipronil, another insecticide used for similar purposes.

References

  1. ^ [1]
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